Vacation Home Rentals By Owner In Holmes Beach, FL

$376.27

Beach Breezes: Pool & Spa, Ping Pong, 3 Blocks to Beach!

Holmes Beach, Florida, United States

Beach Breezes by Anna Maria Life Vacation Rentalsbr401 80th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 3 Blocks to the Beach!br3 Bedrooms / 2 Bathroomsbr2 King Beds, 2 Twin over Twin Bunkbeds, Queen Sleeper SofabrPrivate Heated Pool & SpabrOutdoor ShowerbrPool Loungers, Adirondack ChairsbrPoolside Covered Dining Area with Seating for 6 & TVbrPing Pong TablebrFurnished Decks Overlooking Tropical Backyard and Pool & Front DrivebrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon, & Beach UmbrellabrParking in Driveway for 2 Cars, Parking in Garage for 1 CarbrbrDetails:brLocated in Holmes Beach, Beach Breezes is 3 blocks from the sugar sand beach and sparkling waters of the Gulf of Mexico.brbrEnjoy the beach breezes from lovely front porch or back deck overlooking the tropically landscaped back yard and lagoon shaped pool. The main living space features the kitchen, dining and living room.brbrTwo of the three bedrooms feature a king-sized bed, one with an ensuite bathroom. The third guest room includes two sets of twin over twin bunkbeds.. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe sparkling pool and spa highlight the tropically landscaped backyard which is complete with an outdoor shower, pool loungers, and adirondack chairs. Guests will enjoy the covered poolside lounge area with patio dining for 6, a gas grill and TV. The ping pong table adds to the outdoor fun.brbrBeach Breezes is easy walking distance to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TV on 2nd FloorbrBedroom 2 - King Bed, TV on 2nd FloorbrBedroom 3- Two Sets of Twin over Twin Bunkbeds, TV on 2nd FloorbrbrPlease notebrPets are not allowed in this home.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC16-000179brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$303.25

/ Nightly

Private Vacation Home

La Coconut: 1 Block to Beach! Dog Friendly! Ping Pong & Foosball, Heated Pool by Anna Maria Life

Holmes Beach, Florida, United States

La Coconut by Anna Maria Life Vacation Rentalsbr3610 Gulf Drive, Holmes Beach, FL 34217brbrWhat You'll Love About this Home:brLocation! 1 Block 200 Steps to the Beach, no need to cross Gulf Drive!br3 Bedrooms / 2 BathroomsbrKing, Queen, Bunk Bed Full over Full with Twin Trundle, Queen Sofa BedbrPrivate Heated Pool with WaterfallbrPool LoungersbrOutdoor ShowerbrPoolside Lounge with Sofas & Ping Pong TablebrTwo game rooms with Foosball Table, Ping Pong Table, and Arcade games (Dec 2023)brGas GrillebrOutdoor Patio Table with Seating for 6brFenced YardbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrDog Friendly (with fee - see info below)brParking for 4 CarsbrbrDetails:brLocated west of Gulf Drive and 1 block to the sand, La Coconut is an elevated beach home with the fun amenities you expect from vacation.brbrThe main living level features the kitchen, dining room with table for six, and living room. Patio doors lead to a balcony overlooking the tropical landscaping.brbrThe master bedroom features a king-sized bed with an ensuite bath. Guest rooms include a queen bed and a room with a set of full over full bunk beds with a twin trundle bed. Each bedroom has a Roku TV, shared hall bathroom and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a full-sized washer and dryer. The home also has a queen sofa sleeper in the living room.brbrThe heated pool with rock waterfall feature highlights the fenced backyard oasis, complete with lounge chairs, outdoor shower, and gas grill. An expansive covered lanai features couches to lounge while watching a large screen Roku tv, or dine alfresco at a dining set for 6. Just off the pool are two air-conditioned game rooms with seating, foosball table, ping pong table, and arcade games for the ultimate entertainment.brbrLocated in a residential neighborhood in Holmes Beach, La Coconut is is just two blocks to Publix and nearby shopping plazas with restaurants and shops, and provides a great location to get on and off the island quickly. The free trolley stops nearby and travels the entire length of the 7 miles of the island, hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1: King with En-suite Bathroom & TV on Floor 2brBedroom 2: Queen with TV on Floor 2brBedroom 3: Full over Full Bunk Beds, Twin Trundle & TV on Floor 2brLiving Room: Queen Sofa Bed on Floor 2brbrPlease note:brAmenities are subject to change.brbrLa Coconut is a dog friendly property! If you have added a pet to your reservation under number of pets, the fee of $150 per dog plus tax has been added to your reservation total. 2 dog limit.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC16-000142brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$975.76

/ Nightly

Private Vacation Home

Tropical Oasis ~ Rooftop Views/Games/Walk to Beach

Holmes Beach, Florida, United States

Summary:brbrTropical Oasis is an 8BR/5.5BA island retreat just 2 minutes from the beach ️! Enjoy a heated pool & spa with swim-up tiki hut, rooftop deck with Gulf sunset views , game rooms with pool table, ping pong & arcade , outdoor bar, BBQ, and space for the whole group. Perfect for families and reunions seeking the ultimate Anna Maria Island getaway .brbrbrbrThe Space:brbr Tropical Oasis | Rooftop Gulf Views • Game Rooms • Walk to Beach brbr 204 72nd St · Holmes Beach · Anna Maria Islandbrbr✅ VRC #: VRC18-000061brbrbrbrWelcome to Tropical Oasis, your private island paradise in the heart of Holmes Beach . This impressive 8-bedroom, 5.5-bath retreat is just a 2-minute walk to the beach and thoughtfully designed for large families, reunions, and unforgettable group vacations. With a heated pool and spa, rooftop deck with Gulf sunset views, and incredible indoor and outdoor entertainment spaces, every moment here feels like a resort escape.brbrbrbrStep into your backyard oasis, where a turquoise footbridge spans the sparkling pool . Lounge beneath the swim-up tiki hut, soak in the waterfall hot tub, or relax in the shaded lanai complete with a wet bar, TV, and BBQ grill . Inside, multiple game rooms keep the fun going with pool table, ping pong, darts, and a vintage arcade ️.brbrbrbrThe open-concept living space is made for gathering, featuring spacious seating, a large dining area, and a chef-ready kitchen with seating for all ️. Bedrooms are spread across two levels for privacy and comfort, making it easy for everyone to unwind after a full day of sun and fun.brbrbrbrWith a nearby trolley stop, exploring Pine Avenue, Bayfront Park, and local dining is effortless . Whether you’re poolside, rooftop sunset watching, or beach hopping, Tropical Oasis offers the ultimate Anna Maria Island experience .brbrbrbr✨ Highlights ✨brbrbrbr• ️ 2-minute walk to the beachbrbr• ️ 8 Bedrooms / 5.5 Bathroomsbrbr• 3 King beds • 3 Queen beds • 2 Twin bunk bedsbrbr• Heated private pool & hot tub with waterfallbrbr• Swim-up tiki hut & outdoor barbrbr• Rooftop deck with Gulf sunset viewsbrbr• Pool table, ping pong, darts, ️ arcadebrbr• BBQ grill & outdoor TVbrbr• Pet-friendly with host approvalbrbr• Parking for 4 vehiclesbrbr• Washer & dryerbrbrbrbr Bedrooms brbrbrbrMain Level (2nd Floor)brbr• Bedroom 1: King bed, ensuite bath with walk-in showerbrbr• Bedroom 2: Queen bed, ensuite bath with walk-in showerbrbrbrbrUpper Level (3rd Floor)brbr• Bedroom 3: Twin-over-Twin bunk, shares hallway bathbrbr• Bedroom 4: Twin-over-Twin bunk, shares hallway bathbrbr• Bedroom 5: Queen bed, shares hallway bathbrbr• Bedroom 6: Queen bed, shares hallway bathbrbr• Bedroom 7: King bed, shares hallway bathbrbr• Bedroom 8: King bed, ensuite bathbrbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated pool/spa and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space.☀️brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 8 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m always here to help! You can call or text me directly on my cell anytime. I’m available 24/7 to answer questions, share local tips ️, or assist with anything that comes up. Your comfort and peace of mind are my top priority! ✨

8

Bed

5

Bath

16

Sleeps

$589.22

/ Nightly

Private Vacation Home

Beautiful ground level home with heated pool!

Holmes Beach, Florida, United States

Discover your perfect getaway at this charming vacation rental in Holmes Beach, Florida. Nestled just a short walk from the pristine sandy shores, this bright and airy home features a spacious open floor plan ideal for family gatherings. Enjoy the sun in your private pool or relax on the patio surrounded by lush landscaping. The fully equipped kitchen makes meal prep a breeze, while nearby restaurants and shops offer local flavor. Experience the ultimate beach retreat in this coastal paradise!brThe spacebrCoconut Cottage #2br108 39th Street, Unit 2, Holmes Beach, FL 34217brVRC18-000070brbrWelcome to Coconut Cottage #2, an inviting ground-level condo just a two-minute walk from Anna Maria Island’s stunning Manatee Beach! This charming three-bedroom, two-bath home comfortably sleeps up to six guests and features a private pool, outdoor shower, and lush backyard. Perfect for families or friends, enjoy relaxing days on the white sandy beach and evenings in your tropical oasis. Located near the beach and just a short stroll to shops, waterfront dining, and the famous tiki bar, Coconut Cottage #2 offers the ideal island escape!brbrHighlightsbr• 2-minute walk to Manatee Beachbr• 3 Bedroom / 2 Bathbr• 2 Kings, 1 twin/ full bunk with trundle, 1 queen sleeper sofabr• Private saltwater poolbr• Outdoor showerbr• Dog friendlybr• Close to shops and waterfront restaurantsbr• 3 Parking SpacesbrbrRelax outdoors in your lush backyard paradise. Take a dip in the private pool, lounge in the sun, or enjoy fresh seafood and drinks at the outdoor grill and dining table. The backyard oasis is perfect for relaxing, family fun, or sunset watching. With the beach just a short walk away, spend your days floating in the turquoise waters of Manatee Beach or exploring Anna Maria Island’s shops, restaurants, and water adventures.brbrInside, the bright, open-concept living area provides a perfect spot for relaxing and connecting with your guests. Plush seating and a TV invite family movie nights or happy hour. The fully stocked kitchen has stainless steel appliances, plenty of cabinets, and a breakfast bar, ideal for island-inspired meals. An outdoor table under the shade of the backyard pergola is perfect for alfresco dining in the sunshine.brbrThe primary bedroom offers a king bed, a TV, and an ensuite bathroom with a walk-in shower, providing a private, beach retreat. The second bedroom, decorated for comfort, features a king bed and shares a hall bathroom with a shower and tub combo. The third bedroom, perfect for kids or additional guests, has a twin-over-full bunk bed with a trundle, along with a TV for midday entertainment. The hall bathroom’s shower/tub combo ensures everyone’s needs are met comfortably. A queen sleeper sofa in the living area adds extra sleeping options.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite with walk-in showerbr• Second Bedroom: King bedbr• Third Bedroom: Twin-over-full bunk bed with trundlebr• Living area: Queen sleeper sofabrbrBook Coconut Cottage #2 today and get ready for an unforgettable Anna Maria Island vacation! With its water views, private pool, outdoor amenities, and close proximity to the beach and attractions, this home offers everything you need for a relaxed and memorable getaway.brbrReserve your dates now and start making lifelong island memories!brbrbr-brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply.brbr*Please note: 3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

Bed

Bath

Sleeps

$477.46

/ Nightly

Private Vacation Home

Private Pool - Yacht Rock Ranch by SeaBreeze Vacation

Holmes Beach, Florida, United States

Welcome to your perfect Holmes Beach getaway! Just a short stroll from some of the best beaches on Anna Maria Island. This spacious and thoughtfully designed 4-bedroom, 3-bathroom, pet-friendly home offers plenty of room for families and groups, with a unique layout that makes it especially versatile and comfortable.brbrOne of the standout features is the private in-law suite/den, complete with its own separate entrance. This space includes a bedroom, a private bathroom with a tub/shower combo, a living room, and a convenient kitchenette with a kitchen counter, sink, and refrigerator, ideal for extended family, guests seeking extra privacy, or a quiet retreat within the home. At this separate entrance, you'll also find easy access to beach gear, including chairs, a wagon, and a beach umbrella, making beach days effortless.brEnter through the main front door to an inviting open-concept living space that seamlessly connects the dining area, a comfortable living room with a large sectional sofa, and a well-appointed kitchen—perfect for gathering, entertaining, and relaxing after a day in the sun.brbrThe primary suite features a king bed and a private ensuite bathroom with a walk-in shower. Bedroom three also offers a king-size bed and has access to a hallway bathroom with a walk-in shower. Bedroom four is perfect for kids or extra guests, boasting two twin bunk beds and plenty of sleeping space for everyone.brStep outside and unwind in the screened-in lanai with comfortable seating, ideal for morning coffee or evening relaxation. Beyond the lanai, enjoy your own private heated pool featuring a sun shelf and poolside chairs, perfect for soaking up the Florida sunshine. With its unbeatable location, generous layout, and resort-style outdoor space, this Holmes Beach rental is the ideal home base for your next island escape.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: CAA26-000007brMax Occupancy: 8 Guests | Max Vehicles: 4brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.

Bed

Bath

Sleeps

$951.2

/ Nightly

Private Vacation Home

Luxury 3BD Beachfront Retreat with Heated Pool!

Holmes Beach, Florida, United States

Summary:brbrSandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets from your own backyard.brbrbrbrThe Space:brbrWelcome to Sandy Bottoms Beach House—where beachfront luxury meets effortless island living. Located in the heart of Holmes Beach on Anna Maria Island, this private Gulf-front home is designed for unforgettable coastal getaways.brbrbrbrStep inside and find a light-filled, open-plan living space with oversized sliding doors that lead to a private patio, heated pool, and your very own beach path. The living room includes a plush sectional, reading chairs, smart TV, built-in desk, and non-heating fireplace for evening ambiance. Open the doors and let the Gulf breeze flow in.brbrbrbrThe fully equipped chef’s kitchen includes premium appliances, a wine fridge, and oversized ice maker—perfect for sunset cocktails or family dinners. The adjacent dining area for six overlooks the pool and offers a scenic view of the waterway to the beach.brbrbrbrEach of the three bedrooms features a king-size bed, private en suite bathroom, and walk-in closet—making this home ideal for couples, families, or multi-generational stays. Bathrooms are updated with stylish tile, modern fixtures, and walk-in showers.brbrbrbrOutside, your private patio oasis includes:brbrbrbr • A heated poolbrbr • Lounge chairs and outdoor dining tablebrbr • Direct, private trail leading straight to the beachbrbrbrbrThe home is stocked with beach chairs, towels, and gear—everything you need for carefree days on the sand. Whether you’re here to relax in the sun, take morning walks along the shoreline, or dine al fresco as the sun sets over the Gulf, Sandy Bottoms delivers a true beach house experience—without compromise.brbrbrbrGuest Access:brbrThe home is set up with a smart lock for your convenience & safety. We will provide you with a Personalized access code via your Boarding Pass a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and will automatically deactivate at 10am on check out day.brbrbrbrThe Neighborhood:brbrWelcome to Holmes Beach, the heart of Anna Maria Island and one of Florida’s most charming beach towns. Located directly on the Gulf of Mexico, Sandy Bottoms Beach House offers a rare combination of true beachfront living and walkable access to local restaurants, cafés, and boutique shops.brbrbrbrThis stretch of Holmes Beach is known for its quiet, uncrowded shoreline, perfect for morning walks, seashell hunting, or watching dolphins play just off the coast. From your back door, you can walk a private path straight onto the sand—no roads to cross, no public crowds, just you and the Gulf.brbrbrbrWhen you’re ready to explore, you’re just a few blocks from:brbr • Publix Super Market for quick grocery runsbrbr • Hurricane Hanks, The Feast, and Vinny & Cheryl’s for casual-to-upscale diningbrbr • Small boutiques, coffee shops, and ice cream parlors all within walking or biking distancebrbr • Anna Maria Island City Pier and Pine Avenue are a short drive or trolley ride away for shopping and sunset strollsbrbrbrbrDespite its relaxed, Old Florida charm, Holmes Beach offers all the conveniences guests expect while remaining peaceful and family-friendly.brbrbrbrGetting Around:brbrStaying at Sandy Bottoms Beach House means you can park your car and forget about it for most of your trip—everything you need is within easy walking or biking distance.brbrbrbrWalkable Destinationsbrbr • Beach: Direct private access from the backyard—no walking requiredbrbr • Grocery (Publix): 10-minute walkbrbr • Local dining and cafes: 5–12 minutes on footbrbr • Free trolley stop: Just a few blocks awaybrbrbrbrBy Bikebrbr • Pine Avenue (Anna Maria City): 15–20 minutesbrbr • Bridge Street (Bradenton Beach): 15 minutesbrbr • Coquina Beach: 20 minutesbrbr • Bike rentals are available nearby and can be delivered to the homebrbrbrbrDriving Distancesbrbr • Anna Maria Island City Pier: 10 minutesbrbr • Bradenton Beach Historic District: 10 minutesbrbr • Downtown Bradenton: 25–30 minutesbrbr • Sarasota-Bradenton International Airport (SRQ): 35 minutesbrbrbrbrTrolleybrbrThe Anna Maria Island Free Trolley runs the length of the island from Coquina Beach to Anna Maria City Pier. It’s an excellent, car-free way to explore restaurants, shops, and beaches without worrying about parking.brbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr What is the parking situation Your unit includes a designated garage parking spot, located in the garage area of the condo building just across the pathway.brbrbrbr Is the property pet-friendly brbrThis property is NOT pet-friendly - If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is the pool heated brbrThe pool is open year-round and can be heated in the winter for a fee of $25 per day. Due to the nature of the heating system we can only offer it for the entirety of your stay and not on an ad hoc basis. brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 7 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrThe house is on Anna Maria Beach - the access point is immediately next to the house.brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrMaximum occupancy: 6 guests.brbrQuiet hours: 10 PM – 8 AM (strict city ordinance).brbrNo parties or events allowed.brbrPets are not permitted unless otherwise approved.brbrNo smoking or vaping inside the home.brbrPlease respect the property.brbrViolations may result in removal without refundbrbrbrbrVRC permit #VRC24-000003brbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.

3

Bed

3

Bath

6

Sleeps

$200.01

/ Nightly

Private Vacation Home

Sweet Slice of Old Florida Charm with modern amenities, large yard & beach gear

Holmes Beach, Florida, United States

Discover the charm of Old Florida in this inviting island home! You will love the cute and comfortable interior and that it is just two short blocks from the beautiful beaches of Anna Maria Island.brbrRelax in the large backyard and enjoy the refreshing Gulf breezes. There is plenty of room for the family as this home features a living room and a family room. Both rooms are equipped with flat-screen TVs. The kitchen boasts a brand-new stainless steel smooth top electric range and microwave, with a dining room just off the kitchen.brbrThe primary bedroom features a King bed and an ensuite half bath, while the guest bedroom offers two full beds. Additional sleeping space is available in the living room with a convenient sleeper sofa.brbrThis home also includes a single-car garage, a washer and a dryer, and an outside shower.brbrPlease note that this is a non-smoking home.brbrFREE WIRELESS INTERNET.brbrVRC18-000199 - Local ordinances require guest stays of at least 7 nights.brbrPlease note that pets are not allowed in this rental.brbrOnsite parking for 2 vehicles. brbrNoise Notice as required by The City of Holmes Beach:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Quiet hours are from 10pm- 8am..

2

Bed

1

Bath

6

Sleeps

$677.81

/ Nightly

Private Vacation Home

Palms By The Bay by Duncan Real Estate

Holmes Beach, Florida, United States

Welcome to Palms by the Bay! This beautiful home features three bedrooms plus bonus room and three bathrooms and is located just a short walk away from the stunning Gulf beaches. Spend your days soaking up the sunshine on the sugary white sand and then retreat back to the backyard oasis for a refreshing dip in the sparkling pool or a relaxing soak in the in-ground spa. You'll leave feeling rejuvenated and refreshed after your stay at this tropical paradise.brbrAs soon as you step inside, you'll be welcomed by a warm and inviting living space offering plenty of room and beautiful backyard views. Take a seat in one of the comfortable side chairs or sofas and enjoy the company of loved ones as you watch your favorite movies on the TV. The dining area is the perfect place to gather for meals, and the kitchen is a chef's dream, with stunning granite countertops, custom cabinets, top-of-the-line stainless-steel appliances, and a spacious island with plenty of seating.brbrThere are two workspaces which makes work or studying away from home a pleasure. Also enjoy blazing-fast 1-Gig Wi-Fi throughout the home, perfect for streaming, remote work and multiple devices.brbrEach of the three stunning bedrooms plus bonus room are equally appointed with plush bedding, televisions, and dressers, ensuring a peaceful and restful night's sleep. You'll find 3 bedrooms plus a bonus room to accommodate up to 6 guests in total. There are two king suites with walk-in showers, one guest room with two twin beds and a bedroom with a queen bed. The hall bathroom hosts a lovely shower and tub combination, and for your added convenience, a washer and dryer are provided, making your stay as seamless and stress-free as possible.brbrHIGHLIGHTSbrbr1841 sq. ft. brbrPrivate pool (28x12 ft.)brbrSpabrbrPet friendlybrbr100 steps from the canal for fishing brbr0.3 miles from beach accessbrbr1 gig Wi-Fi for seamless and fast connectivitybrbrBEDROOMSbrbrSleeps 6brbrPrimary Bedroom: King EnsuitebrbrSecond Bedroom: QueenbrbrThird Bedroom: TwinsbrbrBonus room: King EnsuitebrbrBATHROOMSbrbrPrimary Bathroom: Walk-in ShowerbrbrSecond Bathroom: Shower/Tub brbrThird Bathroom (ensuite): Walk-in ShowerbrbrWith a plethora of activities and amenities, there's something for everyone. Imagine basking in the glorious sunshine while lounging by the pool or on the sun shelf. You can also showcase your culinary skills by grilling up a delicious meal, catching up on your favorite sports game on the outdoor TV, or taking a stroll to the Gulf beach nearby. At Palms by the Bay, you can have everything you need for a perfect vacation!brbrThis property participates in our Professional Linen Program. In Duncan Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high-quality linens; including bedding, bath towels, washcloths, hand towels, bathmats, kitchen towels and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.brbrMinimum stay: 7 nights and Maximum occupancy: 6 peoplebrbr3 cars maximum are able to park at this home. brbrPalms by the Bay is a pet friendly property for dogs up to 50 lbs. The non-refundable pet fee is $150.00 per pet and will be charged for each week. Short stays are not prorated. The pet fee does not cover any damage caused by the pet.brbrThe pool heat is $150.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. brbrVRC16-000361brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Queenbrbr- Bedroom 3 Twinsbrbr- Extra Beds Kingbrbr- Work Spacebrbr- Bathroom 1 Walk-in-showerbrbr- Bathroom 2 Walk-in-showerbrbr- Bathroom 3 Shower/Tubbrbr- Hot Waterbrbr- Canal Viewbrbr- Ground Levelbrbr- Central A Cbrbr- Cental Heatbrbr- Ceiling Fan Living Areabrbr- Sqft under a c 1841 sqftbrbr- Free Parkingbrbr- Garagebrbr- Dogs up to 50 lbsbrbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage Disposalbrbr- Dining Tablebrbr- Breakfast Barbrbr- High Speed WIFIbrbr- TV 6brbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Poolbrbr- Spabrbr- Pool Alarmsbrbr- Sun Loungersbrbr- Porchbrbr- Patiobrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Chess Gamebrbr- Bonus Roombrbr- Board Gamesbrbr- Outdoor Gamesbrbr- Duncan Emerald Clubbrbr

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$254.56

/ Nightly

Private Vacation Home

Blue Isle Oasis: Adorable, updated 2 bedroom cottage

Holmes Beach, Florida, United States

LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the nightly rate!br(This discount is applied automatically when 28 nights or more are selected. No need to contact the office!)brbrWelcome to Blue Isle Oasis! This 2 bedroom, 1 bathroom cottage is the perfect Anna Maria Island vacation rental, fully updated and redecorated in 2025. Located on a quiet street, but still only moments from the beach, restaurants, shops, and more - sink into relaxation or seek adventure as you see fit.brbrRelax in the screened lanai or on the open-air deck, complete with plenty of seating and dining space and a charcoal grill. If you want to stretch your legs the Holmes Beach fields are short walk away, including tennis courts, basketball courts, pickleball courts, baseball field, and skate park. There is also a nearby boat and kayak launch, and if you're bringing an approved furry family member, there's a lovely dog park just down the street!brbrAn open floorplan is perfect for a small group to enjoy each other's company. The living room provides plenty of comfortable seating around the TV. The kitchen is well-appointed with updated appliances and has an Island with a breakfast bar. The bathroom is accessible to all and includes a walk-in shower.brbrThe master bedroom has a king bed with a TV. The second bedroom includes two twin beds, also with a TV. Finally, a private washer and dryer are available off the kitchen. brbr**Dogs are allowed with prior approval. Must be well trained and less than 40lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrBedroom 1: King bed with TVbrBedroom 2: Two twin beds with TVbrbrOutdoor Space: Screened lanai with seating; Open-air deck with dining area and charcoal grill.brbrPARKING: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brGolf Carts please park on turfbr**Please note that the garage is not available for guest use**brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC23-000041

Bed

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Sleeps

$197.14

/ Nightly

Private Vacation Home

At Ease West: A tropical rental 1/2 block from the beach

Holmes Beach, Florida, United States

Location, location, location! What more could you want from a beach house than a gorgeous pool and a half-block stroll to the shimmering turquoise waters of the Gulf of Mexico 3016 Ave E is the perfect duplex for families, fishermen or those simply looking to escape the rest of the world in the classic Old Florida paradise that is Anna Maria Island. brbrThis duplex with coastal-inspired decor is ideal for families vacationing together as it can be a 2 or 4-bedroom rental and shares a pool. Located in the city of Bradenton Beach, just blocks from shopping, dining, and entertainment, this beach getaway is in the perfect location to enjoy the amenities of Anna Maria Island. What more do you need than a full kitchen, breakfast nook, open living room with sleeper sofa, two bedrooms with a king beds, and wireless internet when you are half a block to the beach brbrPETS: Please note this property is NOT pet friendly. brbr*Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC16-000216

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Sleeps

$215.13

/ Nightly

Private Vacation Home

Cozy retreat, steps away from Gulf and beaches, dog friendly, AC

Holmes Beach, Florida, United States

Gertie's Pineapple HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to the charming town of Holmes Beach! This cozy home offers a dog-friendly retreat just steps away from the pristine beaches of the Gulf Coast. The home boasts a range of amenities to ensure a comfortable stay, including a sofa bed, central AC, internet access, and a patio with a gas grill for outdoor entertaining.brbrEnjoy the convenience of a fully equipped kitchen with a fridge, stove, oven, microwave, coffee maker, and a variety of cookware. Relax in the king bed after a day of exploring the nearby attractions, or unwind in the living room with a streaming TV. Outdoor adventures are right at your doorstep.brbrThe area offers a plethora of entertainment, dining, and activities to enjoy during your stay. From boating and sailing to exploring the local marina and beaches, there is something for everyone. Take a leisurely stroll to the village or head to the beach for a day of sun, sand, and water activities like kayaking, snorkeling, and fishing.brbrWhether you're seeking a romantic getaway or a fun-filled family vacation, this home is the perfect base for your Holmes Beach adventure. Book now and experience the best of Florida's Gulf Coast.brbrTHINGS TO KNOW:brThis property requires a 7-night minimum stay.brThis property's maximum occupancy is limited to 4 guests.brCode enforcement notification: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brCity/town permit number: VRC19-000227brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 1.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bed

Bath

Sleeps

$559.4

/ Nightly

Private Vacation Home

Seabatical: 1.5 Blocks to Beach, Pool & Spa

Holmes Beach, Florida, United States

Seabatical by Anna Maria Life Vacation Rentalsbr209 76th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach!br4 Bedroom / 3 Bathroomsbr2 Kings, 1 Queen, 2 Sets of Twin over Twin BunkbedsbrPrivate, Heated Pool & SpabrOutdoor ShowerbrPool Loungers & Adirondack Chairs PoolsidebrCornholebrCovered Poolside Patio Dining for 8brGas GrillbrFront Porch with Rocking ChairsbrKeurigbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 4 CarsbrVRC23-000130brbrDetails:brLocated in the heart of Holmes Beach, Seabatical is 1.5 blocks from the sugar sand beach! A quick walk and your toes will be in the sand!brbrEnjoy the island breezes from our lovely front porch with rocking chairs and a bistro table and chair set. The main living space features the kitchen, dining and living room with oversized patio doors to the tropical backyard.brbrTwo of the four bedrooms feature a king-sized bed, one with an ensuite bathroom. The third guest room includes a queen-sized bed and the final guest room has two sets of twin over twin bunkbeds and an ensuite bathroom. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe sparkling pool and spa highlight the tropically landscaped backyard which is complete with an outdoor shower, pool loungers, adirondack chairs, patio dining for eight and a gas grill.brbrSeabatical is easy walking distance to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King bed, Ensuite bathroom, TVbrBedroom 2- 2 Sets of Twin Bunkbeds (4 Twin beds total), Ensuite Bathroom, TVbrBedroom 3 - Queen Bed, TVbrBedroom 4 - King Bed, TVbrbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVRC23-000130brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$492.35

/ Nightly

Private Vacation Home

Bay Palms,3BR 2B , Private Pool with Spa--Entire Home recently renovated.

Holmes Beach, Florida, United States

Our home has 3 bedrooms, master with queen bed and ensuite bathroom, 2nd bedroom has a queen bed, 3rd bedroom has two twin beds. The second bath has a shower/tub We recently updated the kitchen which has a place to eat at counter. There is a large dining room table to accommodate all. You will enjoy floating in new pool, sitting on sun shelf or relaxing in spa. We are a short walk from the beautiful beaches of Anna Maria! brbrFollow @ami-baypalms on InstagrambrbrVRC20-000294br5 Night Minimum StaybrNoise Ordinance in effect from 10 pm to 8 am.brOn site parking for 3 cars

Bed

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$316.72

/ Nightly

Private Vacation Home

June Summer Specials • Amazing Location • Pool • Private Sun Deck • New Kitchen

Holmes Beach, Florida, United States

June Summer Specials are here! Stay in an amazing location with pool access, a private sun deck, and a brand-new kitchen for the perfect summer escape.brbrCastnetter 6 on Anna Maria Island is a charming island retreat just steps from the seven-acre, lifeguard-protected Manatee Public Beach. This bright and inviting 2-bedroom, 2-bath condo comfortably accommodates up to six guests, featuring a queen bed in the primary suite, two twin beds in the guest bedroom, and a queen sleeper sofa in the living room. The kitchen was fully updated in 2026 with new cabinetry and modern appliances, creating the perfect space for cooking, gathering, and entertaining during your beach getaway.brbrThe kitchen is fully equipped, making vacation meals a breeze. Step out from the living room onto your private 10' x 30' sun deck, complete with a dining table, chairs, and chaise loungers, perfect for relaxing or entertaining.brbrGuests enjoy complimentary access to a shared laundry facility, shared pool, high-speed internet, expanded cable, and national long-distance calling. The living room offers a flat-screen TV, while both bedrooms feature 32 flat-screen TVs. Beach chairs and beach gear are also provided at no extra charge, making it easy to relax and enjoy the island lifestyle.brbrThe Anna Maria Island Trolley is located directly across the street and is a free, easy way to get around the island without a car. It runs north to south along Gulf Drive, from the Anna Maria City Pier to Coquina Beach. The trolley stops frequently, about every few blocks, making it convenient to hop on and off near beaches, restaurants, and shops. It operates daily, year-round, generally from early morning until late evening. Trolleys arrive about every 20 minutes.brbrRental License #: VRC20-000255

Bed

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Sleeps

$256.6

/ Nightly

Private Vacation Home

Coastal home with private pool and sunroom!

Holmes Beach, Florida, United States

Sunny Daze by AMI Locals brVRC23-000066brbrWelcome to Sunny Daze by AMI Locals, a charming two-bedroom, one-bath vacation home nestled in the heart of Holmes Beach on Anna Maria Island. Perfect for couples or small families, this timeless island retreat captures Classic Florida charm with light-filled spaces, tropical landscaping, and a private heated pool surrounded by lush palms. Located just a seven-minute walk to the beach, guests can enjoy sun-soaked days on the sand, explore local shops and restaurants, and return home to relax in cozy comfort. brbrHighlights br• 7-minute walk to Holmes Beach br• 2 Bedrooms / 1 Bathroom br• 2 Queen beds, Queen sleeper sofa, 2 Twin chairs br• Private heated pool and outdoor shower br• Sunroom and outdoor living area br• Front lanai with seating br• Grill and outdoor dining space br• Dog friendly (with approval and additional fee) br• Parking for 2 vehicles brbrStep into your private backyard oasis, where a sparkling heated pool invites you to swim, unwind, or bask in the Florida sunshine. Fire up the BBQ grill for fresh seafood dinners and enjoy dining beneath the stars. Whether you’re sipping morning coffee on the front lanai or lounging poolside surrounded by tropical palms, Sunny Daze offers the ultimate setting for a laid-back island escape. brbrInside, you’ll find a bright and open floor plan filled with natural light and coastal decor. The living room offers a comfortable sofa and TV, perfect for family movie nights after a day at the beach. The fully equipped kitchen features stainless steel appliances, ample counter space, and all the essentials for preparing delicious meals. The dining area comfortably seats six, while the adjacent sunroom with twin chairs provides a cozy nook for reading or afternoon naps. brbrThe split floor plan ensures privacy for guests, making it ideal for families or couples traveling together. Both bedrooms feature queen beds, ceiling fans, TVs, and generous storage for beach essentials. The original mid-century tiled bathroom includes a walk-in shower and provides a relaxing space to refresh after a day of island adventure. brbrRoom Details br• Bedroom 1: Queen bed br• Bedroom 2: Queen bed br• Bonus: Queen sleeper sofa in the living room br• Bonus: Two twin chairs in the Florida room brbrGuests will appreciate the washer and dryer, Wi-Fi, and complimentary beach gear for guest use. Located near restaurants such as The Ugly Grouper and Hurricane Hanks, or tennis courts like Holmes Beach Tennis Courts, this home keeps you close to all the island favorites while maintaining the tranquility of a private retreat. The Anna Maria Island trolley is just a short walk away, offering easy access to beaches, boutiques, and dining spots across the island. brbrFrom peaceful mornings by the pool to golden sunsets on Holmes Beach, Sunny Daze by AMI Locals is your gateway to effortless island living. Enjoy classic Florida style, modern comfort, and the warmth of Anna Maria Island hospitality. Book your stay today and experience your own slice of paradise!brbr- br*Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals , an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

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$418.07

/ Nightly

Private Vacation Home

Gigi & Poppy’s Paradise: Pool, Gulf Views, Walk to Beach

Holmes Beach, Florida, United States

Welcome to Gigi & Poppy's Paradise in Holmes Beach on Anna Maria Island!brThis comfortable 4-bedroom, 3-bathroom home is the ideal spot for your next beach getaway. Located just a 2-minute walk from the beautiful Gulf beaches, this inviting property offers everything you need for a relaxing stay.brbrGigi & Poppy’s Paradise features a private, heated pool—perfect for cooling off after a day at the beach or enjoying an afternoon by the water. The master bedroom includes partial Gulf views from its balcony, making it a lovely place to catch a glimpse of the water and the evening sky.brbrThe fully stocked kitchen is ready for all your culinary needs, whether you're preparing a full family meal or whipping up snacks to enjoy by the pool. Plus, the home’s convenient location in Holmes Beach puts you within walking distance of shops, restaurants, and the local Publix grocery store, so everything you need is just a short stroll away.brbrWith its laid-back island vibe and all the essentials, Gigi & Poppy’s Paradise offers the perfect home base for a memorable vacation on beautiful Anna Maria Island.brbrFloor 1 (ground)brHeated pool, propane grillbrbrFloor 2 (main living level)brBedroom 1: KingbrBedroom 2: Full over Queen BunkbedbrHall Bath: tub/showerbrLaundry RoombrbrFloor 3brBedroom 3: 1 Full and 1 Twin bed with TV, ensuite with walk-in showerbrBedroom 4: King master with tv, ensuite with walk-in shower, and private balcony brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brPLEASE NOTE: The owner stores one car in the covered area.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.brbrVRC24-000075

Bed

Bath

Sleeps

$495.31

/ Nightly

Private Vacation Home

Anna Maria Island Family-Friendly, Baby Gear, Work Station, fully stocked home!

Holmes Beach, Florida, United States

Welcome to our family’s personally loved vacation home — a beautifully remodeled canal-front retreat that blends high-end design with comfort and ease. Rented just a few times a year, this home is meticulously maintained and professionally cleaned before each stay, offering a five-star experience in a serene coastal setting.brTempur-Pedic mattress in master bedroom and fully stocked with the supplies you'll need to make your stay stress-free. We provide toilet paper, paper towels, aluminum foil, paper products, dish soap, laundry soap, trash bags, olive oil, salt, pepper, coffee, and water cooler for your comfort! brbrThe interior features a bright, open-concept layout with modern finishes, creating a warm and inviting atmosphere perfect for relaxing or entertaining. The brand new kitchen is a dream for any chef, equipped with high-end Bosch appliances, quartz countertops, and everything you need to prepare family meals or host with ease. Whether you're enjoying dinner indoors or a casual breakfast at the island, the space is as functional as it is beautiful.brbrStep outside to your private oasis. The large pool is surrounded by lush landscaping, Tucci umbrellas, and Restoration Hardware outdoor furniture—ideal for lounging under the sun or enjoying drinks by the water. The home sits directly on a peaceful canal, perfect for paddleboarding, kayaking, or simply taking in the tranquil views. For those who love the beach, you're just a quick 3-minute golf car ride away. Golf car is available upon request for an additional fee and deposit.brbrWhether you're working remotely or staying on top of things during your vacation, a fully equipped dual-monitor workstation is available to keep you connected and productive. And if wellness is part of your routine, you’ll love the Peloton Bike+ and full set of free weights ranging from 3 to 25 lbs, giving you a private fitness studio right at home. Paddleboards are also available for those looking for a bit of adventure on the water.brbrTraveling with little ones We’ve got you covered. A full-size baby crib, a 4-passenger children’s wagon, two baby monitors, 2 high chairs, changing table, potty, 2 Baby Bjorn bouncers and Baby Bjorn play pen with thick mattress, car seats for the golf car, graco play pen, books and toys for your littles. brbrWhether you're here for a family getaway, a beach escape, or just to relax in style, our canal-front home is designed to help you unwind, reconnect, and enjoy the best of coastal living. Beach tent, 6 chairs, and cooler available. brbrWe are very flexible with dates, so if your preferred dates aren't listed on the calendar, please don’t hesitate to reach out. We’re happy to accommodate whenever possible.brbrVacation Rental Certificate 25-000045brMinimum Stay 30 daysbrOccupancy 6brOn site parking for 4 vehicles. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property

Bed

Bath

Sleeps

$387.34

/ Nightly

Private Vacation Home

Sandpiper Villa! 3BR with Heated Pool, Balcony and Walk to Holmes Beach

Holmes Beach, Florida, United States

Sandpiper Villa by AMI Locals brVRC23-000136brbrWelcome to Sandpiper Villa, a three bedroom, two bath vacation rental located right across the street from Holmes Beach! With a private heated pool, outdoor patio, and multiple balconies, this coastal retreat is perfect for families and friends looking to relax and enjoy Anna Maria Island’s pristine beaches, restaurants, and local attractions! brbrHighlights br• 2-minute walk to Holmes Beach br• 3 Bedrooms / 2 Bathrooms br• 1 King, 1 Queen, 2 Twins br• Private heated pool with lounge seating br• Patio seating and outdoor dining br• Balcony off the primary suite with seating br• Outdoor seating and BBQ grill br• Washer and dryer br• Walk to restaurants, shops, and trolley stop brbrStep into your backyard oasis with a sparkling heated pool, connecting patio, BBQ grill, and plenty of seating for outdoor relaxation. The open and airy front porch with wicker seating and a dining table provides another perfect spot for morning coffee or evening cocktails. brbrInside, the bright coastal living room features plush seating, a TV, and chic decor. The fully equipped kitchen boasts stainless steel appliances, a farmhouse sink, and all the cookware essentials for home dining. Gather at the six person dining table for meals or step out to the patios for al fresco experiences. brbrThe upstairs primary suite is a private retreat with a king bed, balcony and Adirondack chairs, work desk, walk-in closet, and ensuite bathroom with double vanity and walk-in shower. On the first floor, a queen bedroom and a twin room share a hall bathroom with an updated walk-in shower. Each bedroom is styled with crisp linens and its own TV for added comfort. brbrRoom Details br• Primary Bedroom, 2nd floor: King bed, balcony, ensuite bathroom with walk-in shower br• Second Bedroom, 1st floor: Queen bed br• Third Bedroom, 1st floor: Two Twin beds brbrThis home includes a washer and dryer, Wi-Fi, TVs, and parking for three vehicles. Guests are within walking or biking distance to restaurants, parks, and local attractions, or can take the island trolley to explore Pine Avenue, Bridge Street, and the Anna Maria Island City Pier. brbrWith its prime location just steps from the Gulf, private pool, and family-friendly layout, Sandpiper Villa is the perfect Holmes Beach vacation rental. Book your stay today and experience the best of Anna Maria Island living! brbr- br*This property does not allow pets of any kind.* brbr*Please note: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease see our AMI Locals Rental Policies for full details. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$496.69

/ Nightly

Private Vacation Home

Island Haven by SeaBreeze Vacation

Holmes Beach, Florida, United States

Looking for a great vacation location on beautiful Holmes Beach Then look no further. Island Haven is a two-story, private home that features 4 bedrooms (two of which are primary bedrooms), 3 full bathrooms, game room and private heated pool. Upon entry, you will find the open-concept living area that features a flat screen, smart TV and plenty of seating to relax after a long day in the sun. Off the living room, you will find the kitchen that is fully-equipped with everything you will need to prepare a full course meal or quick snack. The lower level has two bedrooms one of which features a king-size bed, flat screen smart TV and ensuite bathroom and the other bedroom features a queen-size bed and flat screen, smart TV. Upstairs you will find the game room where we are sure you and your family will enjoy everything this room has to offer. The game room features a foosball table, Xbox, board games, stand-up arcade console and flat screen TV. The second floor also features two bedrooms, one that features a king-size bed, flat screen, smart TV and ensuite bathroom and the other bedroom features twin bunk beds. However, that's not all this home has to offer. Off the living room, you will find a private backyard oasis that features a heated pool, dining area, sun loungers, gas grill and large Connect Four yard game. This home is also equipped with a full-size washer and dryer, beach cart, beach chairs and WiFi throughout. brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrBedrooms/BathroomsbrbrPrimary Bedroom features a king-size bed with an ensuite bathroom and flat screen TV.brBedroom 2 features queen-size bed & flat screen TV.brBedroom 3 (Second Primary) features a king-size bed with an ensuite bathroom and flat screen TV.brBedroom 4 features twin bunk beds.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC22-000071brMax Occupancy: 8 Guests | Max Vehicles: 2brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.

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$216.74

/ Nightly

Private Vacation Home

Terrace Condo 6 · 3 Balconies · 300 Yds Beach

Holmes Beach, Florida, United States

VRC16-000268brbr2BR · 2BA · Sleeps 6 · Three Private Balconies · 300 Yards to Gulf · Heated Pool (6 Units Only) · Publix Across the Street · In-Unit Laundry · Private Garage · Beach Gear Provided · Free Trolley NearbybrbrThree private balconies — one off the living room and one off each bedroom. The Terrace #6 is a Holmes Beach vacation rental 300 yards from the Gulf where every level of the townhouse has its own outdoor access. The master bedroom balcony overlooks the heated pool area with glimpses of the beach through the palms.brbrThe shared pool is shared among just six condos — it rarely feels crowded. The paver patio has multiple seating areas under a pergola for reading between swims or eating lunch outdoors. The private garage keeps one vehicle covered and houses beach chairs, umbrellas, and a cart for trips down the street.brbrThe main level has an open layout connecting the living room, kitchen, and dining area. Granite countertops, full-size appliances, and a breakfast bar with seating make it practical for a week of meals at home. The living room opens to the first balcony. In-unit laundry means packing light works fine for an extended stay.brbrUpstairs, the master bedroom has a queen bed, private balcony, and ceiling fan. The second bedroom has two twin beds with its own private balcony. A sleeper sofa in the living room handles the remaining guests. Smart TVs and ceiling fans in both bedrooms. High-speed WiFi throughout.brbrPublix, Walgreens, and restaurants are directly across the street — guests consistently report not needing a car for daily errands. The free island trolley stops nearby for exploring from Bradenton Beach to Anna Maria City Pier.brbrPlease note: this is a townhome with stairs — one flight from parking to the main level, another to the bedrooms. Street-facing rooms may have some morning and evening traffic noise, though guests report it's minimal.brbrThe Terrace Condominium #6 requires a one-week minimum stay with parking for two vehicles. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

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2

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6

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