Vacation Rentals By Owner In Holmes Beach, FL

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!brAll Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance. The golf cart $25 fee is per golf cart, not per driver. This cost covers the extra insurance required. brbrWelcome to It's Miller Time, a stunning 4-bedroom, 4.5-bath vacation retreat located in the heart of Holmes Beach on beautiful Anna Maria Island. Designed for relaxation, comfort, and easy island living, this pet-friendly home (up to two dogs) offers everything you need for the perfect beach escape.brbrStep outside to your private, resort-style lanai, an expansive outdoor space perfect for gathering, dining, or simply enjoying the island breeze. The large, heated pool features a unique in-water dining table and a hot tub for unwinding after a day in the sun. With plenty of lounge seating, this backyard is your personal paradise. Grab a paddle and enjoy a game of ping pong, which is located in the garage.brbrInside, a serene lower-level seating area welcomes guests looking for a quiet seating area to read, relax, or take a break from the group. Head upstairs to the main living floor where an open-concept layout creates a warm, connected space for everyone to enjoy. The gourmet kitchen boasts a large island with abundant seating, a Sub-Zero refrigerator, and all the essentials needed to host family meals or casual snacks after the beach. The living room features a spacious sectional and opens to a breezy balcony—perfect for morning coffee or sunset cocktails. A convenient half bath is located just off the living area.brbrThis home sleeps up to 12 guests comfortably, offering plenty of room for families or groups:brPrimary Suite: King bed, ensuite bathroom with a luxurious soaking tub and separate walk-in shower.brBedroom 2: King bed with ensuite bathroom and walk-in shower.brBedroom 3: King bed with ensuite bathroom and walk-in showerbrBedroom 4: Queen-over-queen bunk with ensuite shower, perfect for kids or extra guests.brbrJust a short stroll away, you'll find Holmes Beach with its powder-soft sand and sparkling Gulf waters. Spend your days swimming, shelling, and soaking up the Florida sunshine before heading back to your private haven for a dip in the pool or a rest on a sun-lounger. Whether you're here for family fun, relaxation, or a little of both, It's Miller Time promises a memorable Anna Maria Island vacation. Soak it up, settle in, and enjoy every moment!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. brbrThe 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. Our 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.brbrThis property features an EV charger for our environmentally savvy guests! You can charge your electric vehicles right on-site, ensuring you're always charged up and ready to explore. It's not just about convenience; it's about making a positive impact on the planet while providing top-notch service. So, get ready to plug in, charge up, and embark on eco-friendly adventures with us! For more info or to add EV Charging, contact SeaBreeze Vacation Reservations prior to your arrival. 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: VRC23-000026brMax Occupancy: 12 Guests | Max Vehicles: 5brQuiet 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.

It's Miller Time by SeaBreeze Vacation

Holmes Beach, Florida, United States

4

Bed

4

Bath

8

Sleeps

$628.17

Summary:brbrEscape to Beach Escape, a charming 3-bedroom, 3-bathroom Mediterranean-style house in the heart of Holmes Beach, Florida. Enjoy easy access to the pristine beach, walkable dining and shopping, and a free trolley stop. This home offers a private outdoor oasis with a heated pool, outdoor dining, and a gas grill. Explore the island with a complimentary golf cart and bikes. Experience the perfect blend of relaxation and adventure in this guest-friendly location.brbrbrbrThe Space:brbrThe Home This charming 3-bedroom, 3-bath Mediterranean-style retreat is tucked away on a quiet cul-de-sac—offering peaceful privacy while still being right in the heart of Holmes Beach. Bright, coastal interiors inspired by the Gulf Fully equipped kitchen with stainless steel appliances Multiple balconies for morning coffee or sunset breezes Smart TVs + high-speed WiFi throughoutbrbrbrbrGuest Access:brbrGuests have access to the entire private house, including the heated outdoor pool, surrounded by lush tropical landscaping. Enjoy the outdoor dining area with a gas grill, perfect for al fresco meals. The property is located in a quiet, relaxing setting, just steps from the beach.brbrbrbrThe Neighborhood:brbrEnjoy the prime location of our Holmes Beach home, just a stone's throw from the beautiful public beach! You'll have easy, stress-free access to the sand and surf, perfect for a relaxing day by the water. Nearby, you'll find convenient public amenities such as restrooms, showers, and lifeguards. Indulge in the local culinary scene with a variety of restaurants, cafes, and beach bars within walking distance. Plus, you're close to shops and essential services, making your stay convenient and enjoyable.brbrbrbrGetting Around:brbrGetting around Anna Maria Island is easy and enjoyable. The free island trolley runs daily along the island and is just a short walk away, offering convenient access to beaches, shops, dining, and local favorites from the City of Anna Maria to Bradenton Beach. Complimentary bikes are provided, and ride shares, taxis, and personal vehicles are also readily available. On-site parking is available for up to four vehicles. For a classic island experience, guests may rent a golf cart from our preferred provider, Coconut Rentals. Be sure to mention Serendipity when booking to receive a preferred guest discount (subject to availability).brbrbrbrOther Things to Note:brbrWeekly Rentals Only: This home is subject to a 7-night minimum stay in accordance with City of Holmes Beach regulations. brbrbrbrOccupancy Limits: Maximum occupancy is 2 guests per bedroom plus up to 2 additional guests, not to exceed 12 total, whichever is less. Limits are strictly enforced. brbrbrbrParking: On-site parking is available for up to 4 vehicles in designated areas only. brbrbrbrNo Pets: Only service animals are allowed on the property, and must be registered prior to check in brbrbrbrNoise Ordinance: This is a quiet residential neighborhood. Local noise limits apply (65 dBA from 7 AM–10 PM; quiet hours 10 PM–8 AM). brbrbrbrSelf Check-In: Easy arrival with smart-lock self check-in. Entry details are provided prior to arrival once pre-arrival requirements are completed. brbrbrbrPre-Arrival Requirements: A signed rental agreement, valid government ID, and signed waivers are required for all adults prior to check-in.brbrbrbrPool Safety: Swim at your own risk. No glass permitted in or around the pool. Children must be supervised at all times.brbrbrbrInteraction with Guests:brbrThis home is professionally managed to ensure a seamless, luxury stay while respecting your privacy. Guests enjoy a self-directed experience, with no on-site interaction unless requested. brbrbrbrOur team is available 7 days a week from 8 AM to 4 PM to assist with questions or needs. Outside of regular hours, after-hours support is available for true emergencies only.

Beach Escape, Family Home

Holmes Beach, Florida, United States

Bed

Bath

8

Sleeps

$1225.7

Slice of Paradise by Duncan Real Estate! Welcome to this stunning custom built luxury home on Anna Maria Island with four-bedrooms, five full bathrooms and two half baths. We are re-defining a high quality of coastal living!Relax and unwind in the outdoor tropical oasis with a private pool with water features, outdoor kitchen and catwalk that leads to a bar and large TV so you can enjoy the game. More luxury features at Slice of Paradise are the roof top deck, elevator to every floor, large balconies, ping pong table, pack and play and a high chair.HIGHLIGHTS Luxury Vacation Rental Property Private pool (25x9 ft.) Catwalk to covered pool deck bar Water views from roof top deck Elevator Game room with ping pong table Pack and Play High Chair Centrally locatedbrbrLIVING SPACE 3762 sq. ft. Smart TVs in every bedroom Rooftop Deck Washer/Dryer located in the house Fully equipped kitchen Work spaceBEDROOMS Sleeps 8 Primary Bedroom: Ensuite King Second Bedroom: Ensuite Queen Third Bedroom: Ensuite Queen Fourth Bedroom: Ensuite Twin Bunk Beds and Single bedBATHROOMS Primary Bathroom: Walk-in Shower Second Bathroom: Walk-in Shower Third Bathroom: Walk-in Shower Fourth Bathroom: Shower/Tub Fifth Bathroom: Half Bathroom Sixth Bathroom: Half BathroomOUTDOOR LIVINGLarge BalconiesFive expansive balconies, one off the great room, one off the main bedroom, one off the front of the house and two on the roof top, features panoramic views. Ideal for sunrise coffee or sunset cocktails.Ground Level Pool & Outdoor KitchenAn entertainer's haven connecting seamlessly from the back balcony to the catwalk and covered pool deck area.Poolside bar area: Custom cabinetry, bar stools, fridge, workstation, sink with water, a large outdoor TV and a large indoor dining area for shaded meals. There is also a gas grill.Pool Area: Large wrap around pool, separate hot tub, outdoor bar and kitchen area, generous seating, outdoor shower. Soft night lighting for evening ambiance.Rooftop DeckCrowning the home with 360-degree Gulf and island views, the rooftop deck offers seating. The perfect space for entertaining, yoga, or stargazing.Slice of Paradise draws from coastal modernism, geometric rooflines and inviting living spaces. Elevated above the garages, it's surrounded by mature palms and tropical landscaping. Located in a central location and a short walk to the white sand beaches of Anna Maria Island, the property offers privacy while remaining close to the Holmes Beach boutiques, cafs, and beachside charm. Slice of Paradise embodies the essence of modern coastal life.The weekly pool and spa heat is $150 which will be set at 86 F for the pool and 102 F for the spa.Pool equipment is locked for safety and controls must not be tampered with. Pool alarms are mandated per city licensing ordinance and cannot be disarmed. Pools are professionally serviced weekly. Debris due to tropical climate might occur in between service days. Pool equipment does not run 24 hours and water temperature can vary as pool heaters operate ONLY when the pool pump is running. The spa is integrated with the pool and its body of water and requires the pool heater to be on in order to warm up. The spa has to be turned on manually and will run in increments. Pool equipment does not run 24 hrs. and water temperature can vary as pool heaters operate ONLY when the pool pump is running. Please note if cold days/nights occur, water temperatures will drop and may stay cooler longer. When the ambient temperature falls below 60 degrees F, the pool heater may not function and even switch off. Duncan Real Estate will expedite repairs of reported malfunctions, but no refund will be made for circumstances beyond our control.This property is protected by video surveillance in the front parking area.VRC21-000047brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Kingbrbr- Bedroom 3 Queenbrbr- Bedroom 4 Bunkbed, single twinbrbr- Pack N Playbrbr- Bathroom 1 Walk in shower and soaking tubbrbr- Bathroom 2 Walk-in-Showerbrbr- Bathroom 3 walk in showerbrbr- Bathroom 4 Shower/tubbrbr- Half Bathbrbr- Hot Waterbrbr- Beach Access 0.1 milebrbr- Elevatedbrbr- Elevator Ybrbr- Central A Cbrbr- Cental Heatbrbr- Ceiling Fan Living Areabrbr- Sqft under a c 2669brbr- Free Parkingbrbr- Parking Spots 4brbr- Garagebrbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Wine Fridgebrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage Disposalbrbr- Dining Tablebrbr- Breakfast Barbrbr- High Chairbrbr- High Speed WIFIbrbr- TV 6brbr- Cable Channelsbrbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Hot Tub Ybrbr- Pool Alarmsbrbr- Sun Loungersbrbr- Balconybrbr- Outdoor Kitchenbrbr- Outdoor Diningbrbr- Deckbrbr- Rooftop Deckbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Game Roombrbr- Ping Pongbrbr

Slice of Paradise by Duncan Real Estate

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$964.54

Octopus Cottage by Anna Maria Life Vacation Rentalsbr209 69th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach!br4 Bedrooms / 4.5 Bathroomsbr4 KingsbrPrivate Heated Pool & SpabrPool LoungersbrCovered Poolside Lounge Area with TVbrAdirondack Chairs around Fire PitbrCovered Patio Verandah Dining for 6brGas GrillbrElevator (all floors)br8 Hole Mini Putt-Putt CoursebrPing Pong, Pool, Cornhole, Connect FourbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 5 Cars MaxbrbrDetails:brOctopus Cottage is a delightful beach house located 1.5 blocks from the sparkling clear waters and sugar sand beaches of the Gulf of Mexico.brbrThe kitchen overlooks the dining area with seating for six, plus additional seating at the island. The living room offers a comfortable space to gather. Patio doors open to a verandah with outdoor dining for six, a gas grill, and a wet bar. An elevator provides easy access to the main living area for guests, groceries, and luggage.brbrAll four bedrooms feature a king bed, private ensuite bathroom, and TV. Linens and towels are provided through a professional linen service. Guests also have complimentary WiFi and access to a washer and dryer.brbrThe backyard is designed for both relaxation and entertainment. Enjoy the private pool and spa, lounge chairs, and a swim-up table. The covered poolside area includes seating and a TV. In the yard, you'll find an 8-hole mini putt-putt course, yard Connect 4, cornhole, ping pong, and a firepit for evening gatherings. Inside, a pool table adds even more space for friendly competition.brbrOctopus Cottage is within walking distance to the free island trolley, which runs the full 7-mile length of the island with stops for beaches, shopping, and dining. A convenient location for your next beach getaway.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 3 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 4 - King Bed, Ensuite Bathroom, TV - Floor 2brbrPlease note:brThis home is not pet friendly.brThe left-hand side garage is not for guest use.brAmenities are subject to change.brDriveway parking is available for a maximum of 4 cars. Garage Parking for 1 car. Parking for additional vehicles is not availablebrbrYou 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.brbrVRC18-000139brIMPORTANT 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.

Octopus Cottage: 1.5 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$378.47

Casa Bella by AMI Locals brVRC22-000114 br brExperience the ultimate island retreat at Casa Bella, a luxurious corner lot vacation home located just three blocks from the pristine Gulf in Holmes Beach. This stunning four-bedroom, three-bath home offers modern coastal elegance, a private pool, and easy access to parks, beaches, and local attractions. Perfect for families and groups seeking relaxation and adventure in Anna Maria Island, Casa Bella is a true seaside paradise with stylish decor and spacious outdoor living! brbrHighlights br• 5-minute walk to Holmes Beachbr• 4 Bedroom / 3 Bathroom br• 3 Kings, 2 Twin/ Twin bunks br• Private pool with pool loungers  br• Screened-in lanai  br• Near popular parks br• Ping pong table br• Washer and dryer br• Short drive to Holmes Beach Town Center shopping, dining, and local attractions br• 3 Parking spacesbr brEnjoy resort inspired amenities including a sparkling private pool, a screened-in lanai, and a game room featuring a ping pong table. The backyard is perfect for lounging, outdoor games, and socializing, while the nearby parks and promenade provide endless opportunities for outdoor adventures. The home’s coastal decor and open floor plan make it an inviting setting for creating lifelong memories with friends and family. brbrThe main living area welcomes you with stunning blue hues, engaging artwork, and plush sectional seating that creates a relaxing atmosphere. The fully equipped kitchen features stainless steel appliances, a custom backsplash, stone countertops, and a coastal dining table, plus outside dining on the balcony. Large sliding doors connect indoor comfort to outdoor living, perfect for vacation relaxation and entertainment. br brThe third-floor primary bedroom is a tranquil oasis with a King bed, private balcony, and an ensuite bathroom with a soaking tub, walk-in shower, and double vanity. The second bedroom on the third floor offers a King bed and a TV, while the third bedroom, also on the third floor, is ideal for kids with two twin over twin bunk beds. The fourth bedroom on the second floor features a King bed and a TV, with easy access to the hallway bathroom that includes a shower and bath combo. Every bedroom offers comfortable linens, ample closet space, and a relaxing retreat to rest after a day of island adventures. brbrRoom Details br• Primary Bedroom (3rd floor): King bed, balcony, ensuite with soaking tub and walk-in shower  br• Second Bedroom (3rd floor): King bed brThird Bedroom (3rd floor): Two twin-over-twin bunk beds  br• Fourth Bedroom (2nd floor): King bed br brThis home provides a washer and dryer, a screened in porch, a ping pong table in the game room, and plenty of outdoor space for poolside lounging and backyard games. Beach chairs and outdoor seating are included to enhance your stay, while the home’s convenient location makes exploring Anna Maria Island easy and enjoyable. br brBook your stay at Casa Bella today and immerse yourself in the charm of Holmes Beach. With effortless access to the beach, parks, and local shops and dining, this stylish coastal retreat offers endless opportunities for adventure and relaxation. Slip into island time and create unforgettable vacation memories at Casa Bella on Anna Maria Island! br brbr- brThere are no pets allowed in this home.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.

Perfect Family Vacation Home with Private Pool and Tropical Landscaping

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$112.85

CLEAN, CLEAN, CLEAN!! This beautiful, clean and conveniently located Holmes Beach condo has fresh furnishings and nice, homey touches. 3 blocks to the beach, grocery store (across street) and many eateries within walking distance! Enjoy morning sunrise on the lanai overlooking the intercoastal waterway and Manatee drawbridge. Free AMI trolley stops right in front for hassle free island exploration! Have fun on the beach with live music nightly. Kitchen is well stocked with cookware, utinsels, etc for meals at home. Comfy beds (king in master & guest room queen) plus a Lazyboy sleeper sofa (for 2 children/teens) make for a restful night’s sleep in this top floor (with elevator) unit. Our beautiful condo offers AC, ceiling fans, 2 big screen TVs, master en suite bath, W&D, high speed internet & bluetooth for your favorite music. The property (Sunbow Bay) has 2 heated year around outdoor pools & lovely tennis / pickleball courts. All linens & beach towels provided. What are you waiting for Sorry, no pets allowed and minimum 28 day stay required. brbrThe city's noise curfew occurs between 10pm - 7am. https://www.annamarialifevacationrentals.com/blog/holmes-beach-regulations/brbrVacation Rental VRC20-000243.

SUPER CLEAN @ Sunbow Bay. Sleeps 6, easy walk to gulf/groceries, nice amenities!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1172.5

Anna Maria Wave by Anna Maria Island Accommodations brbrWelcome to Anna Maria Wave by Anna Maria Island Accommodations, a spectacular four-bedroom, four-bathroom beachfront home that captures the essence of coastal luxury on beautiful Anna Maria Island. Perfect for families and groups, this contemporary retreat combines modern design, breathtaking Gulf views, and thoughtful amenities that make every moment unforgettable. Enjoy direct beach access, a heated beachfront pool, and multiple balconies designed for soaking in golden sunsets; creating an island getaway like no other on the Florida Gulf Coast. brbrHighlights br• Direct beachfront home br• 4 Bedrooms / 4 Bathrooms br• 4 King beds, Twin Lounge Seat br• Heated beachfront pool br• Stunning beach and Gulf views br• Poker table and outdoor TV/bar br• Beachfront dining area br• Dog friendly (with approval and additional fee) br• Elevator access br• 4 parking spaces brbrStep outside to your private paradise where the heated beachfront pool overlooks the turquoise Gulf waters, providing the perfect spot for a refreshing swim or lazy afternoon under the sun. Dine outdoors at the beachfront dining area, unwind at the outdoor bar, or gather for game night around the poker table. As the sun sets, relax with your favorite drink by the outdoor TV and watch the sky transform with color. Every detail of Anna Maria Wave was designed for unforgettable beachfront living, combining comfort, fun, and breathtaking scenery. brbrInside, the open concept design perfectly frames the ocean views from nearly every angle. The modern kitchen features sleek cabinetry, stainless steel appliances, and plenty of counter space, making it easy to prepare family meals or entertain guests. Multiple living areas and balconies create space for both connection and relaxation, while large glass doors let in the island breeze and endless natural light. With stylish finishes and a soothing coastal palette, every corner of Anna Maria Wave invites guests to unwind in comfort and style. brbrEach of the home’s four bedrooms offers a luxurious king bed, three with ensuite bathrooms, one with access to the hall bathroom, ensuring privacy and relaxation for every guest. The third-floor primary suite stands out with a panoramic Gulf-front balcony, perfect for morning coffee or evening cocktails as the sun sets over the horizon. Every bedroom is thoughtfully designed with plush bedding, TVs, and plenty of space to unpack and settle in for your stay on Anna Maria Island. brbrRoom Details br-Primary Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower, Gulf-facing balcony br-Second Bedroom (3rd Floor): King bed, ensuite bathroom with walk-in shower br-Third Bedroom (2nd Floor): King bed br-Fourth Bedroom (2nd Floor): King bed, ensuite bathroom with walk-in shower br-Bonus: Twin lounge seat brbrAnna Maria Wave offers an elevator, dog-friendly accommodation (with approval and fee), and four parking spaces. Located directly on the beach, guests can enjoy sunrise walks, swim in the Gulf, or stroll to nearby restaurants and shops in Holmes Beach. Whether you’re lounging by the pool, playing poker with friends, or exploring the vibrant local scene, this home delivers the ultimate Anna Maria Island accommodations experience. brbrWith its direct beachfront setting, luxury amenities, and stunning Gulf views, Anna Maria Wave by Anna Maria Island Accommodations is the perfect choice for families and groups seeking a one-of-a-kind coastal escape. Wake up to the sound of the waves, unwind in your private pool, and let every sunset remind you that you’ve found paradise. brbrBook your stay today and experience beachfront living at its finest on Anna Maria Island! brbr- brThis home is managed by Anna Maria Island Accommodations, 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 Anna Maria Island Accommodations Rental Policies for full details. brbr4 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. 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 Anna Maria Island Accommodations 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.

Anna Maria Wave: Stunning Beachfront Home with Pool and Poker Room

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$372.1

Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the paver driveway with a one-car garage and enter this light and airy home with wood floors and wood plank ceilings. The fully-stocked kitchen has stainless steel appliances, granite counters, bar counter seating as well as a dining table with seating for six. There's a washer and dryer right off the kitchen that allows the convenience for you. Three lovely bedrooms; one with a king and two bedrooms with queen beds and each bedroom having their own ensuite bathroom. After a day at the beach, head outdoors in the private backyard and there's a heated pool and outdoor seating as well as a grill. Truly a vacation home for you and your family to make memories.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.brbrThe 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. Our 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.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: VRC18-000197brMax Occupancy: 6 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.

Pool - Beach Bellini by SeaBreeze Vacation

Holmes Beach, Florida, United States

Bed

Bath

6

Sleeps

$216.68

Gertie's Lime HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your cozy and historic Florida-style duplex in the heart of Holmes Beach just steps away from the beautiful beaches. This comfortable home offers a perfect blend of comfort and convenience, ensuring a memorable stay.brbrRelax and unwind in the inviting living space, complete with a sofa bed, TV for entertainment, and central AC to keep you cool on warm Florida days. The well-equipped kitchen features modern appliances including a fridge, stove, oven, dishwasher, microwave, coffee maker, and more, making meal preparation a breeze.brbrStep outside to your private patio area perfect for enjoying your morning coffee or evening cocktails. Take a refreshing dip in the pool or head to the beach for a day of sun and sand. With beach access and being located on a bike path, outdoor adventures are right at your doorstep.brbrExplore the charming town of Holmes Beach with its entertainment, dining, and activities just a stone's throw away. For those seeking more excitement, attractions like theme parks, zoos, restaurants, and cinemas are within easy reach. Outdoor enthusiasts will love the proximity to activities such as horseback riding, sailing, paddle boarding, kayaking, and more.brbrWhether you're looking for a relaxing beach getaway or an action-packed adventure, this is the perfect home base for your Florida vacation. Book now and start planning your unforgettable stay in Holmes Beach!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: VRC24-000088brbrParking notes: There is free parking available for 1 vehicle.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.

Comfortable and relaxing with pool and just steps from the beaches

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$188.47

Enjoy this upstairs condo unit consisting of 2b/1ba, living, dining area & kitchen with enough sleeping for 6. Condominium complex is mixed use of residential and commercial and there is one uncovered parking space provided. Short walking distance to popular restaurants, shops, Island free trolley stop locations, and 2 to 3 blocks walk to beautiful gulf beach. Includes: streaming TV & Basic Cable, Internet, Dishwasher, Central Heat/Air, Washer & Dryerbr *NOTE: This unit does have a ring security system installed.br*Reservations are 1 week minimum, and normally book (Saturday to Saturday) but is very flexible therefore please inquire. *Note the City of Holmes Beach has a noise ordinance curfew from 10:00 p.m. to 7:00 a.m. (VRC# 21-000042)

The Palms A an upstairs unit located in the center district of Holmes Beach

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$375.18

Steps from beach access! Welcome to `Pineapple Paradise` at the Gulf Drive Inn - a spacious 1 bedroom/1 bathroom suite with a sleeper sofa, full kitchen and living area. This duplex style bungalow has resort-like amenities with a shared backyard space including a heated saltwater pool, spa and gas grill. brWhether you`re celebrating a birthday, anniversary, or simply in need of an extended beachside stay, The Gulf Drive Inn has it all! Inquire for short or longer stays!br⭐️Super host Property + Verified for Cleanliness + Communication⭐brbr`Pineapple Paradise ` is one of four resort suites at The Gulf Drive Inn. Please inquire to reserve more than one suite for larger parties! brThe spacebr 3014 Gulf Drive Unit B - `Pineapple Paradise` at the Gulf Drive Inn.brbrThis duplex style resort property with a private entrance comes with one parking space with easy access to everything.br✦ Located minutes from the beach and across the street from the Grassy Point Preserve, an ecological park with a nature trail and boardwalk perfect for morning walks.br✦ The fully equipped kitchen has everything you need – Featuring stainless steel appliances, coffee maker, full-size fridge/freezer with ice maker, microwave, dishwasher, oven, and all the essential cookware and utensils.brbr✦ Resort-Style Amenities - Guests have access to a heated, shared pool, complete with a poolside grill and comfortable patio furniture – a great way to cool off or gather for a laid-back meal.brbr✦ Close to the free trolley stop which is only one block away running north and south on AMI, shops and restaurants.brWelcome book with wifi and local information will be in the rentalbrFor your convenience, the home includes a beach wagon with beach chairs, a beach umbrella, and all bath towels, beach towels, and linens—everything ready for a relaxing stay!brbrPlease note a starter set of toiletries and supplies are left for your arrival. The complimentary starter set includes: brTwo rolls of toilet paper per bathroom, small hand soap, one paper towel roll, two garbage bags, small dish soap and two pods for the dishwasher. With a Publix grocery store located nearby for anything else desired.brbrPools are heated October - April at no additional costs. Full disclosure if temperate drop below 60 heaters do not work at full capacity fighting the ambient temp. Below 60 the heaters do not come on until temperatures risebrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level. Noise ordinance is in effect 10pm to 7am. Excessive and unreasonable noise can result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC23-000127brQuiet hours between 10pm - 6ambrNo partiesbrNo smoking

250 steps to the Beach | Heated pool + spa

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$371.48

Steps from beach access! Welcome to `Captains Quarters` at the Gulf Drive Inn - a spacious 1 bedroom/1 bathroom suite with a sleeper sofa, full kitchen and living area. This duplex style bungalow has resort-like amenities with a shared backyard space including a heated saltwater pool, spa and gas grill. brWhether you`re celebrating a birthday, anniversary, or simply in need of an extended beachside stay, The Gulf Drive Inn has it all! Inquire for shorter staysbr⭐️Super host Property + Verified for Cleanliness + Communication⭐brbr`Captains Quarters` is one of four resort suites at The Gulf Drive Inn. Please inquire to reserve more than one suite for larger parties! brbrThis is a duplex style property with private entrance. The pool/spa and back yard space is shared with the one identical connecting rental.brbrCode will be sent day of arrivalbrbrWelcome book will be in rental with wifi and local information.brbrFor your convenience, the home includes a beach wagon with beach chairs, a beach umbrella, and all bath towels, beach towels, and linens—everything ready for a relaxing stay!brbrPlease note a starter set of toiletries and supplies are left for your arrival. The complimentary starter set includes: brTwo rolls of toilet paper per bathroom, small hand soap, one paper towel roll, two garbage bags, small dish soap and two pods for the dishwasher. With a Publix grocery store located nearby for anything else desiredbrbrPools are heated October - April at no additional costs. Full disclosure if temperate drop below 60 heaters do not work at full capacity fighting the ambient temp. Below 60 the heaters do not come on until temperatures risebrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level. Noise ordinance is in effect 10pm to 7am. Excessive and unreasonable noise can result in disciplinary actions including fines and/or termination of your rental agreement without refund.brVRC23-000121brQuiet hours between 10pm - 6ambrNo partiesbrNo smoking

Steps to Beach Access|Heated Pool + Spa|Direct Pool access

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$348.73

Steps from beach access! Welcome to `Pirates Den` at the Gulf Drive Inn - a spacious 1 bedroom/1 bathroom suite with a sleeper sofa, full kitchen and living area. This duplex style bungalow has resort-like amenities with a shared backyard space including a heated saltwater pool, spa and gas grill. brWhether you`re celebrating a birthday, anniversary, or simply in need of an extended beachside stay, The Gulf Drive Inn has it all!. Please inquire to reserve more than one suite for larger parties or shorter stays! br⭐️Super host Property + Verified for Cleanliness + Communication⭐brbrbrThe spacebr 3016 Gulf Drive Unit A - `Pirates Den` at the Gulf Drive Inn.brbrThis duplex style resort property with a private entrance comes with one parking space with easy access to everything.br✦ Located minutes from the beach and across the street from the Grassy Point Preserve, an ecological park with a nature trail and boardwalk perfect for morning walks.br✦ The fully equipped kitchen has everything you need – Featuring stainless steel appliances, coffee maker, full-size fridge/freezer with ice maker, microwave, dishwasher, oven, and all the essential cookware and utensils.brbr✦ Resort-Style Amenities - Guests have access to a heated, shared pool, complete with a poolside grill and comfortable patio furniture – a great way to cool off or gather for a laid-back meal.brbr✦ Close to the free trolley stop which is only one block away running north and south on AMI, shops and restaurants. Steps from beach access!brFor your convenience, the home includes a beach wagon with beach chairs, a beach umbrella, and all bath towels, beach towels, and linens—everything ready for a relaxing stay!brbrPlease note a starter set of toiletries and supplies are left for your arrival. The complimentary starter set includes: brTwo rolls of toilet paper per bathroom, small hand soap, one paper towel roll, two garbage bags, small dish soap and two pods for the dishwasher. With a Publix grocery store located nearby for anything else desired.brbrPools are heated October - April at no additional costs. Full disclosure if temperate drop below 60 heaters do not work at full capacity fighting the ambient temp. Below 60 the heaters do not come on until temperatures risebrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level. Noise ordinance is in effect 10pm to 7am. Excessive and unreasonable noise can result in disciplinary actions including fines and/or termination of your rental agreement without refund.brVRC23-000120brQuiet hours between 10pm - 6ambrNo partiesbrNo smoking

Central location|Walk to beach, trolley stop & restaurants

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$273.06

Beach Villa 1BbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrBright & Beachy Ground-Floor Getaway with Pool, WiFi & Central ACbrbrWelcome to your island escape! This fresh and cheerful ground-floor condo is perfectly located just a short stroll from the sugar-white sands of Holmes Beach. Whether you’re looking to soak up the sun, relax poolside, or explore the charm of Anna Maria Island, this cozy retreat is your perfect home base.brbrInside the CondobrbrStep into a bright, coastal-inspired space designed for comfort and convenience. The fully equipped kitchen makes dining in a breeze, complete with full-size appliances and a breakfast bar for two — perfect for morning coffee or a quick bite before heading out to the beach.brbrKick back in the cool comfort of central air conditioning, and enjoy easy, stair-free access thanks to the ground-floor setting. The light, beachy décor and open layout set the perfect tone for a relaxing island getaway.brbrOutdoor LivingbrbrAfter a day on the sand, take a dip in the shared community pool, rinse off in the outdoor shower, and enjoy the laid-back atmosphere that makes island life so special.brbrHighlightsbrbrHigh-speed WiFi for streaming or remote workbrbrCentral air conditioningbrbrShared pool & outdoor showerbrbrFull kitchen with modern appliancesbrbrGround-floor convenience — no stairs!brbrParking available for 2 vehiclesbrbrThings to KnowbrWe will not be accepting payments for pool heat between May and OctoberbrSnowbird-friendly – contact us for extended stay detailsbrNo pets allowedbrActive security cameras monitor the driveway, pool, and gate areas for your safetybrSmart E-lock provides keyless, secure entry (unique code per stay)brThis property has a 7-night stay requirement.brThis property's maximum occupancy is limited to 6 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.brbrCity/town permit number: VRC21-000141brbrYour stress-free island retreat awaits! Whether you’re planning a quick weekend escape or a long, lazy stay under the Florida sun, this cozy condo has everything you need for a relaxing, memorable vacation near the beach.brbrParking notes: There is free parking available for 2 vehicles.brbrSecurity camera details: Driveway, pool and gate camerasbrbrbrbrDamage 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.

Charming Ground Floor Condo with Shared Pool, High-Speed WiFi, and Central AC

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$1023.97

The Black Pearl by Exclusive Vacations brVRC23-000114br brExperience luxury and coastal elegance at The Black Pearl, part of our Exclusive Collection. This stunning black and white designed beach home offers a private black-bottom infinity edge pool and panoramic Gulf views. Located within walking distance of the pristine beaches of Holmes Beach and just steps from the free island trolley, this four-bedroom, five-and-a-half-bathroom home offers the ultimate Florida vacation experience. Perfect for families or groups seeking opulence, relaxation, and adventure, The Black Pearl provides guests with a premium stay and exclusive amenities. brbrHighlights br• 2-minute walk to the Beach Access br• 4 Bedroom / 5.5 Bath br• 4 Kings, 1 Queen sleeper sofa br• Corn Hole and Ping Pong br• Resort Style 360 Infinity Edge Pool and Spa br• Rooftop Deck and Panoramic Beach Views br• Outdoor Grill and Dining Area br• Dog Friendly with host approval br• Walking Distance to Downtown Holmes Beach Shopping and Dining br• 4 Parking Spaces brbrExclusive Amenities br• 6 Seat Club Car Cru Golf Cart for Guest Use br• Luxury Beach Bikes for Guest Use br• Luxury Beach Chairs and a Beach Cart for Guest Use br• Upgraded Bed and Bath Linens and Toiletries br• Portable Pack and Play br brEnjoy your private outdoor oasis featuring a 360 Infinity edge infinity pool, a rooftop deck with a spa, fire-pit, sweeping beach views, and an outdoor seating area perfect for sunset cocktails. The outdoor kitchen and grill create the perfect setting for poolside barbecues, while fun outdoor games like corn hole and ping pong keep everyone entertained. The house includes a luxury six-seat golf cart and four beach bikes, making exploring the island effortless and stylish.br brThe bright, open living area offers a tranquil retreat after a day at the beach, with inviting sofas, modern artwork, and abundant natural light. The gourmet kitchen features custom cabinets, stainless steel appliances, sparkling countertops, and a large island with seating, ideal for preparing meals and entertaining. The dining room provides beautiful views of the tropical landscape, perfect for family dinners or celebrating special occasions. br brEach bedroom is designed for ultimate comfort and privacy. The primary suite features a plush king bed, spacious ensuite with a walk-in shower, and deluxe linens. The remaining bedrooms all have king beds and private ensuite bathrooms with walk-in showers, ensuring restful nights for everyone. An additional bathroom with a tub and shower combination is located on the third floor. The den includes a queen sofa bed, providing extra sleeping space, and a washer and dryer is available for added convenience. brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower  br• Second Bedroom: King bed, ensuite with walk-in shower  br• Third Bedroom: King bed, ensuite with walk-in shower  br• Fourth Bedroom: King bed, ensuite with walk-in shower  br• Bonus, Den: Queen sofa bedbr brGuests enjoy an outdoor shower, upgraded linens, and toiletries, along with complimentary beach chairs, beach cart, and bikes. The prime location steps from the trolley stop, allows easy access to all seven miles of Anna Maria Island beaches, shopping, dining, and outdoor adventures. br brBook your stay at The Black Pearl today and immerse yourself in a perfect blend of luxury, outdoor fun, and island adventure. From sunset sails to dolphin sightseeing, and beachside lounging to exploring historic Bean Point, this home offers everything you need for an unforgettable Gulf Coast vacation. Pack your sunglasses and flip-flops and make The Black Pearl your island getaway. Reserve now and create lifelong memories! br brbr- brThis 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 Rental Policies for full details. brbr4 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. brbrUse of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.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.

Beautiful designer luxury home with Golf Cart, Bikes, Pool and Spa, Rooftop!

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$325.91

VRC16-000497brbr3BR · 2BA · Sleeps 6 · Jan 2025 Remodel · Shared Heated Pool & Spa · Outdoor Bar · Gas Grill · Pet-Friendly ($150 Fee) · Quartz Kitchen · Walk to Beach · Festival Grounds Nearby · 2 Parking Spaces · For Sale — Showings with 24-Hr NoticebrbrImportant before booking: Pool Party South is currently listed for sale. Occasional showings may be scheduled during your stay with a minimum of 24 hours notice. If that's a concern, worth knowing before you book.brbrCompletely remodeled in January 2025 — new kitchen with quartz countertops and stainless appliances, upgraded bathrooms, and all-new furnishings throughout. Pool Party South is the larger side of the duplex — three bedrooms, two bathrooms, sleeping six in proper beds across a king, another king, and a queen.brbrThe backyard is shared with the North side and is the centerpiece of both units. A heated pool and spa sit within lush tropical landscaping. The outdoor bar has a gas grill, sink, prep area, dining table, bar stools, and chaise lounges — a complete outdoor entertaining setup that guests consistently describe as the highlight of the stay.brbrThe kitchen is fully equipped for meals at home. The open living and dining area is well-configured for a group of six. High-speed WiFi included. In-unit washer and dryer.brbrThe beach is a short walk. Local restaurants, cafés, and shops are within easy walking distance. The free AMI trolley stops nearby. The property is within walking distance of the Anna Maria Island festival grounds — making this the right base for guests visiting during the island's popular events and markets.brbrPet-friendly with a $150 non-refundable fee. Two parking spaces included.brPool Party South requires a one-week minimum stay.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

Pool Party South · 3BR · Pool & Spa · Updated Jan 2025

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$249.2

VRC16-000498brbr2BR · 2BA · Sleeps 4 · Jan 2025 Remodel · Shared Heated Pool & Spa · Outdoor Bar · Gas Grill · Pet-Friendly ($150 Fee) · Walk to Beach · Festival Grounds Nearby · 1 Parking Space · For Sale — Showings with 24-Hr NoticebrbrImportant before booking: Pool Party North is currently listed for sale. Occasional showings may be scheduled during your stay with a minimum of 24 hours notice. If that's a concern, worth knowing before you book.brbrCompletely remodeled in January 2025 — new kitchen with butcher block countertops and modern appliances, upgraded bathrooms, and all-new furnishings throughout. The result is a fresh, well-configured two-bedroom duplex in Holmes Beach where the indoor updates match the outdoor setup.brbrThe shared backyard is the centerpiece. A heated pool and spa sit within lush tropical landscaping. The outdoor bar has a gas grill, sink, prep area, dining table, bar stools, and chaise lounges — a complete outdoor entertaining setup that guests consistently describe as the highlight of the stay. It's private, well-shaded, and genuinely resort-level for a duplex property.brTwo bedrooms sleep four. The primary suite has a king bed. The second bedroom has a queen bed. Two full bathrooms. The kitchen is fully equipped for meals at home. In-unit washer and dryer. High-speed WiFi included.brbrThe beach is a short walk. Local restaurants, cafés, and shops are within easy walking distance. The free AMI trolley stops nearby. The property is within walking distance of the Anna Maria Island festival grounds — making this a strong base for guests visiting during the island's popular events and markets.brbrPet-friendly with a $150 non-refundable fee. One parking space included.brbrPool Party North requires a one-week minimum stay.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

Pool Party North · Pool & Spa · Updated Jan 2025

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$207.23

VRC20-000177brbr2BR · 2BA · Sleeps 4 · 1,275 Sq Ft · 30-Night Minimum · 19x10 Bay-Window Sun Room · Sunshine Skyway Bridge Views · Dolphins & Manatees from Living Room · Renovated Kitchen · In-Unit Laundry · Two Heated Pools · 5-Min Walk to Manatee Beach · Board Approval RequiredbrbrImportant before booking: West Bay Cove 231 requires a minimum stay of 30 nights, a condo application, and board approval — contact IVP to start the process before booking.brbrThe sun room is 19 feet by 10 feet of wraparound bay windows — built-in bookshelf seating, natural light from every angle, and an unobstructed view of Tampa Bay with the Sunshine Skyway Bridge in the distance. This is the room that makes West Bay Cove 231 different from anything else available on Anna Maria Island. The primary bedroom opens directly into it — you wake up to water. Remote workers will recognize immediately what it means to take a video call with this as the background. brbrNature lovers will understand when the pelicans start diving and the dolphins appear below.brThe view doesn't stop at the sun room. Floor-to-ceiling windows throughout the living area bring Tampa Bay inside. Dolphins, manatees, and wading birds are visible from the living room. The waterfront lawn extends to the bay's edge where a mangrove-lined shoreline creates natural wildlife habitat. Adirondack chairs on the lawn face the water — the Sunshine brSkyway Bridge visible from this position at any hour of the day or night.brbrThe kitchen was completely renovated — white shaker cabinets, black granite countertops, geometric fish-scale backsplash, stainless appliances, and peninsula seating. The open living and dining areas flow naturally with coastal blue walls, curated furnishings, and modern LVP flooring throughout.brbrTwo bedrooms sleep four. The primary suite has a king bed with direct sun room access and an ensuite bathroom. The guest bedroom has a queen bed, a dedicated workspace with desk and office chair, and hall bathroom access. A screened porch has additional seating and a beach gear storage closet stocked with chairs, umbrellas, and beach toys.brbrThe in-unit washer and dryer is in a dedicated laundry room. Two heated community pools — saltwater and chlorinated options. Tennis court on-site. Manatee Public Beach is a 5-minute walk. Publix and CVS are directly across the street. The free brbrAnna Maria Island trolley stops nearby.brbrWest Bay Cove 231 requires a 30-night minimum stay with parking for two vehicles. Condo application and board approval brrequired. brbrNot 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

West Bay Cove 231 · Skyway Views · Sun Room

Holmes Beach, Florida, United States

Bed

Bath

Sleeps

$226.29