Home Vacation Rentals By Owner In Holmes Beach, FL

Showing 500 Of 1242 Vacation Rentals
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Exceptional(6)

$455.08

/ Nightly
Private Vacation Home

Close to Gulf Beaches, with Pool! -Serenity at Bay Palms

Holmes Beach, Florida, United States

Serenity at Bay Palms by AMI Locals br brDiscover the charm of Anna Maria Island at Serenity at Bay Palms, a newly updated coastal retreat just a short walk from the stunning Gulf beaches on Anna Maria Island! This four-bedroom, four-ensuite bath home offers modern luxury, a private heated pool with in-ground spa, and easy access to local dining, shopping, and outdoor adventures. Perfect for families and friends traveling together, this stylish home provides comfort, convenience, and coastal elegance in the heart of Holmes Beach. brbrHighlights br• 8-minute walk to Holmes Beach  br• 4 Bedroom / 4 Bathroom br• 2 Kings, 2 XL Twins, 1 Twin/ Full bunk br• Private heated pool and in-ground spa  br• Foosball Tablebr• Newly updated home br• Outdoor patio br• BBQ Grill br• Near popular restaurants and boutique shops br• Close to free island trolley stops br• 3 Parking spaces br brEnjoy resort-style outdoor living with a private heated pool, relaxing in-ground spa, and an outdoor patio equipped with Sonos speakers for summer evenings and backyard entertaining. The home’s bright, open layout features new furnishings, large windows, and a coastal touch throughout. The fully equipped kitchen includes a wine fridge, coffee bar, and barstool seating at the island, ideal for preparing and enjoying meals with family and friends. br brThe spacious living room has two inviting sofas, a large flat-screen TV, and large windows with views of the lush, landscaped backyard, creating a cozy yet airy atmosphere. The dining area seats up to eight guests, set beside the modern kitchen—perfect for family dinners or entertaining friends in style. brbrThe home’s split bedroom layout offers maximum privacy, with two primary suites on each side of the house. The first primary bedroom features a king bed, luxurious linens, and a private ensuite with a walk-in shower. The second primary has a plush king bed and a stylish ensuite bath. The third bedroom features two extra-long twin beds and an ensuite with a walk-in shower. The fourth bedroom is ideal for kids with a twin over full bunk bed, also with an ensuite bath. All bedrooms include walk-in showers, modern decor, and smart TVs for ultimate comfort. brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in shower  br• Second Primary Bedroom: King bed, ensuite with walk-in shower  br• Third Bedroom: Two extra-long twin beds, ensuite with walk-in shower  br• Fourth Bedroom: Twin over full bunk, ensuite with walk-in shower br brThis vacation haven offers a washer and dryer, outdoor patio with Sonos speakers, resort-style pool and spa, and ample outdoor space for lounging and dining. The proximity to trolley stops makes exploring Anna Maria Island’s seven miles of beaches, boutiques, and bay activities effortless and enjoyable. brbrBook your stay at Serenity at Bay Palms today and immerse yourself in island life. With close proximity to beaches, shopping, kayaking, paddleboarding, and the island’s charming attractions, this stylish home is the perfect escape for creating unforgettable vacation memories. Slip into relaxation and adventure today! br brbr- brThis property does not allow pets. brbrPlease 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. brbrThis home is managed by AMI Locals, an Anna Maria Island property management company. brbrThis property has an active Ring doorbell at the main entrance. 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 4

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Bath 4

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Sleep 8

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Exceptional(16)

$279.93

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Private Vacation Home

Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!

Holmes Beach, Florida, United States

The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back yard you can enjoy your dinner and make use of the gas grill. A huge table umbrella provides you with shade if needed. The two bedroom two bath unit is located on a very quiet street. The Master bedroom has a king size bed and the guest bedroom has a queen. The home has been totally remodeled, everything is new from furniture to floors and appliances. There are TV's in the master bedroom and the living room, and of course there is free WiFi. Everything you need to enjoy your visit is provided: dishes, cookware, linens, towels, beach chairs and beach towels, etc.brGulf Winds is a short walk away from the white sandy beaches of the Gulf of Mexico. Just take the short-cut through North Beach Village to get to the beach. The Holmes Beach Dog Park is another short walk down the street across Marina Drive. The bus stop of the free Island Trolley is close by as well as restaurants, shops and bars. Do not miss this GEM. For bigger parties you may also book Gulf Winds A.brDogs up to 25lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. brbrAccommodates up to 4 people. Minimum Stay Required: 1 Week. brMax. parking: 2; VRC22-000033brbrYou 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* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.
Bed 2

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Bath 2

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Sleep 4

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Exceptional(58)

$632.95

/ Nightly
Private Vacation Home

Turtle's Bay managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Turtle's Bay by Beach Retreats Vacation Rentalsbr 306 Clark Dr Unit B, Holmes Beach, Anna Maria Islandbr VRC17-000006br 3 Bedrooms | 3.5 Bathrooms | Sleeps 6 | Heated Poolbr​​​​​​​ Pet Friendlybr This home can park up to 2 vehiclesbr Quiet hours at 10p-7a: please respect neighbors brbrDog Friendly! Beautiful open concept home. 3 king bedrooms with en suites and a den with 2 single bunk beds make this property perfect for multi-generational or multi-family vacations. This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relaxing by the heated pool in your own backyard oasis. This house has every luxury you could want, Flat-screen TV's, stainless steel appliances, beautiful 'wood' tile floors, quartz countertops, free phone/cable/wireless Internet Take the free trolley to Bean Point, or historic Bridge St. Have a bite at Chateau Anna Maria, or the Beach Bistro or grab a burger and enjoy the game at Skinny's. Go paddle boarding or kayaking in the crystal clear blue waters in the Gulf Of Mexico.brbr​​​​​​​We might be only 7 miles long but Anna Maria has everything you could possibly need for your perfectbrbeach vacation. Traveling with a little one All our homes come with pack & plays and highchairs. Needbrmore There are several great rental places that have everything from baby gates to golfcarts, and theybrwill drop them right off at your vacation property for you. No need to pack beach towels we providebrthose for you.brRemember we are laid back and on Island time - Flip-flops and shorts are ok for breakfast, lunch andbrdinner no need to overpack you will most likely be in your cutest bathing suit or bikini anyways.brNo need to pay the crazy high fees to check all those bags! With Publix, CVS, and Walgreens right on thebrisland you can grab any sunscreen, hair product anything needed, why haul it all with you brbr“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”brbr✅ Important InfobrNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & large bookings → Payment due 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days before arrivalbr​​​​​​​Third party travel insurance cost is due at time of purchase brFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brGuests must be 25+ to book (or accompanied by a parent/guardian)br Book your stay at Turtle's Bay today and experience Anna Maria Island the way it's meant to be—relaxed, refreshing, and unforgettable!br While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!br​​​​​​​ This home can accommodate 3 vehiclesbrbrGuests are allowed up to 2 dogs provided they are housebroken and must be friendly with other dogs and people. Pet must be disclosed up front at the time of inquiring/booking. A one-time non-refundable fee of $150 (per pet) will be due at the time of booking to accommodate for extra cleaning/pet sanitation. Should we receive complaints from neighbors of barking/disruption we reserve the right to ask you to remove the pet immediately.. Undeclared pets will be charged $500 and you will be required to vacate the property. By booking this property you are agreeing to the terms and fees associated with bringing an approved pet. We closely monitor all properties.brbrWe do our rentals from Saturday to Saturday, if you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday please send us an email to reservations@beachretreatsfl.com as we can sometimes accommodate alternate reservations br This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure. brbrTraveling with a larger group Book the other side of this duplex, Emerald Bay Beach House . 895942
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(30)

$271.63

/ Nightly
Private Vacation Home

Cute Home with pool, spa, mini golf walk to beach!

Holmes Beach, Florida, United States

Welcome to your newly renovated Anna Maria Island escape! This charming and cozy 1-bedroom retreat is the perfect hideaway for a romantic getaway or solo trip, where modern coastal decor creates a serene atmosphere for ultimate relaxation.brProperty ID: VRC21-000104brbrStep inside this bright and airy home, thoughtfully designed for pure coastal comfort. The open living area is perfect for unwinding after a day of sun and sand, featuring a comfortable pull-out sofa and a 55-inch SMART HDTV with streaming services for your entertainment.brbrThe full kitchen is equipped with modern stainless steel appliances, ready for you to prepare a delicious meal. The quiet bedroom offers a sanctuary with a comfortable king-sized bed. For those mixing work and play, a dedicated workspace is also provided. Additional conveniences include an in-unit washer and dryer and an updated bathroom with a walk-in shower, EV charger, High Speed wireless internet perfect for those who want a working vacation and so much more!brbrProperty ID: VRC21-000104brbrAs our guest, you`ll have access to everything you need for an unforgettable beach vacation. Your stay includes:brbrGuests of Unit A will have access to two parking spots located directly in front of the unit. Parking spots are clearly marked with the Unit id.brbrA sparkling heated pool and an attached hot tub, shared with just three other units.brbrA large deck area with a grill, perfect for an evening barbecue.brA full set of beach gear, including a wagon, umbrellas, towels, chairs, and sand toys.brbrTwo dedicated parking spots, including access to an EV charger.brbrA fun mini golf area!!brbrThe NeighborhoodbrNestled in a quiet residential neighborhood on beautiful Anna Maria Island, our property is your ticket to paradise. The pristine, white-sand beaches of the Gulf are just a short stroll away, inviting you to relax on the soft sands and soak up the Florida sunshine.brbrYou can easily walk or bike to the island`s unique shops, charming cafes, and delicious restaurants, including those on Pine Avenue. Experience the laid-back island lifestyle and breathtaking sunsets that make AMI so special.brbrGetting AroundbrAnna Maria Island is best explored on foot or by bike. With everything so close, you can leave your car behind in one of your two dedicated parking spots and fully embrace the relaxed pace of island life.brbrHouse RulesbrTo ensure a peaceful and enjoyable stay for you and our neighbors, we kindly ask that you observe the following rules:brbrPlease be respectful of our quiet residential neighborhood and observe quiet hours.brNo parties or large gatherings are permitted.brSmoking is not allowed inside the unit.brPlease be mindful and courteous when using the shared pool and deck areas.brbrImportant InformationbrThe heated pool and hot tub are wonderful shared amenities for you and guests of the other three units on the property to enjoy. We provide a starter supply of essentials like shampoo, soap, and toilet paper to get you settled in for your first few days.brbrProperty ID: VRC21-000104brbrI am always available via message, email or text.brbr**Welcome to the Tranquil Holmes Beach Neighborhood on Anna Maria Island!**brbrOur charming Airbnb is nestled in the heart of Holmes Beach, a serene and picturesque neighborhood on the beautiful Anna Maria Island. With its laid-back atmosphere and pristine beaches, this coastal haven promises a truly unforgettable vacation experience.brbr**The Neighborhood:**brHolmes Beach exudes a classic beach town vibe, offering a perfect blend of relaxation and local charm. You`ll find friendly locals, quaint shops, and delightful restaurants within walking distance, making it easy to immerse yourself in the island`s warm hospitality and vibrant culture.brbr**Holmes Beach:**brJust steps away from our Airbnb, you`ll discover the breathtaking Holmes Beach. Sink your toes into the soft, white sand and relish the gentle Gulf breeze as you bask in the sun or take leisurely strolls along the shoreline. The crystal-clear waters beckon you to swim, paddleboard, or simply unwind in the tranquility of the island paradise.brbr**Local Attractions:**brBeyond the beach, you`ll find a plethora of activities to enjoy. Rent a bike or a golf cart to explore the island`s hidden gems, including the historic Anna Maria City Pier and the iconic Bean Point Beach. For the nature enthusiasts, visit the Leffis Key Preserve or the Robinson Preserve to experience the island`s lush wildlife and scenic trails.brbr**Dining and Shopping:**brSavor the island`s flavors by indulging in fresh seafood at local restaurants, or treat yourself to some delectable ice cream as you explore the charming shops along the way. You`ll find everything you need within reach to ensure a comfortable and enjoyable stay.brbr**Unwind in our Cozy Airbnb:**brOur inviting Airbnb offers a cozy retreat after a day of island adventures. Relax on the private patio, take a refreshing dip in the pool, or simply unwind in the comfortable living space. With [number of bedrooms] charming bedrooms and [number of bathrooms] luxurious bathrooms, our home provides all the comforts you need for a memorable stay.brbr**Book Your Island Getaway:**brEscape to our serene Holmes Beach neighborhood on Anna Maria Island and experience the magic of a true beachside escape. Whether you`re seeking relaxation, exploration, or a bit of both, our Airbnb promises an exceptional stay in this tropical paradise. Reserve your dates now and let the island adventure begin!brbrThere are trolley stops on both sides of the street. The free trolley will take you anywhere on the island you would like to go and runs every 20 minutes! There are also golf cart rentals all over the island, and bikes available to rent.brbrImportant InformationbrThe heated pool and hot tub are wonderful shared amenities for you and guests of the other three units on the property to enjoy.brWe provide a starter supply of essentials like shampoo, soap, and toilet paper to get you settled in for your first few days.brTwo vehicles per guest. Guests must use the two spots in front of the building for parking. No parties. No pets of any kind allowed on premises. Any additional visitors must be disclosed prior to arrival as there are strict occupancy rules on AMI which must be adhered to.
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Sleep 4

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Exceptional(2)

$833.8

/ Nightly
Private Vacation Home

Waterfront Luxury | Walk to Beach + Heated Pool/Spa

Holmes Beach, Florida, United States

⭐ Superhost Property ⭐ Verified for Cleanliness & CommunicationbrbrWelcome to your ultimate waterfront island escape brbrWith 80 feet of water frontage, this stunning home is perfect for bringing your boat and fully embracing the coastal lifestyle. Spend your days exploring the water and your evenings soaking in peaceful sunset views right from your backyard.brbrInside, you’ll find a beautifully appointed kitchen featuring high-end appliances — ideal for preparing fresh seafood dinners or hosting a laid-back family gathering. The open-concept living and dining area is designed for comfort and connection, with expansive windows that flood the space with natural light and showcase breathtaking, wraparound water views.brbrLocated just a 4 minute walk from the pristine beaches of Anna Maria Island and the vibrant shops, dining, and nightlife of Bridge Street, this home offers the perfect blend of island tranquility and walkable convenience.brbr✦ Sleeping & LayoutbrbrFirst Floorbrbr• King Master Suite w/ flatscreen tvbr• King Bedroom with shared bathbr• Fully equipped kitchenbrbrSecond Floorbrbr• King Master Suite w/ flatscreen tvbr• Two King Bedrooms with Jack & Jill bathbr• Additional living areabr• Two sun decks perfect for morning coffee or evening cocktailsbrbrbrWhether you’re planning a multi-family getaway or a trip with friends, this spacious layout provides comfort, privacy, and plenty of room to gather.brbrEntry codes will be provided day of arrival once property is readybrbrWelcome book with wifi and local information will be inside rentalbrbrPlease note a starter set of supplies are left for your arrival. Anything beyond what is left renters are responsible for providing. Starter set includes. 2 rolls of toilet paper per bathroom, small hand soap, 1 roll of paper towels, 2 garbage bags, small dish soap and 2 pods for dishwasher.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.brVRC25-000032brQuiet hours between 10pm - 6ambrNo partiesbrNo smoking
Bed 5

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Bath 4

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Sleep 10

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Exceptional(40)

$192.41

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Private Vacation Home

Beachwalker Apartment: Duplex within 100 steps to the sand.

Holmes Beach, Florida, United States

Welcome to Beachwalker Apartment located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to provide the perfect space for your next beach vacation! The combined living area and kitchen create a cozy space to prepare meals and enjoy your favorite shows! The master bedroom includes a king sized bed and spacious closet. The bathroom is conveniently located just beyond the kitchen for easy access to all guests. Step outside onto your balcony to enjoy the beautiful Florida weather awaiting you! Downstairs you have a private grilling area with picnic table. This is the perfect space to host an evening BBQ! Beachwalker Apartment is a quick 1 minute walk to beautiful gulf front beaches. Looking for extra space Beachwalker apartment has an attached 3 bedroom cottage that can be rented as well!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.brbrVRC18-000037
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Bath 1

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Sleep 2

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Exceptional(37)

$232.33

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Private Vacation Home

Beachwalker Cottage: Duplex within 100 steps to the sand.

Holmes Beach, Florida, United States

Welcome to Beachwalker Cottage located on sunny Anna Maria Island! This newly renovated, coastal cottage is sure to provide the perfect space for your next beach vacation! The living area is equipped with a large flat screen TV, perfect for enjoying movies as a group or watching the big game! The master bedroom with private ensuite bathroom feeds into a private tv area with a couch. Also on the main level you will find a comfortable queen bedroom just down the hall from the beautiful shared bathroom. Take a walk upstairs to find a lovely lofted queen bedroom with attached living area including a flat screen TV. Beachwalker Cottage is a quick 1 minute walk to beautiful gulf front beaches. Looking for extra space Beachwalker cottage has an attached 1 bedroom apartment that can be rented as well!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.brbrVRC18-000036
Bed 3

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Bath 2

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Sleep 6

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Exceptional(8)

$510.05

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Private Vacation Home

La Isla Bonita by Coastal Chic Vacations

Holmes Beach, Florida, United States

Welcome to La Isla Bonita!brbr- Steps to Anna Maria Island's powdery-white sandy beachesbr- Private heated pool, ping pong table, and basketball gamebr- Impressive deck with breathtaking viewsbr- 4 spacious bedrooms & 4 bathroomsbr- 3-story home with elevatorbr- Close proximity to local dining, grocery store, shops...br- AMI Trolley access for easy transportation around the islandbrbrA sensational 3-story home with a fabulous location, within walking distance to the powdery-white sandy beaches of Anna Maria Island! Perfect for a relaxing family beach getaway, this 4-bedroom, 4-bathroom home offers:brbrHOME LAYOUTbr- Primary Suite: King bed, spa-like bathroom with a clawfoot soaking tub, large vanity with dual sinks, and a step-in glass showerbr- Bedroom 2: King bed with ensuite, including a jetted tub and walk-in showerbr- Bedroom 3: Queen bed with ensuite and a step-in showerbr= Bedroom 4: Custom-built twin over full bunk with ensuite and step-in shower (perfect for younger guests)brbrPlease note: Any fireplaces in the home are decorative only and are non-functional.brbrOUTDOOR OASISbrRelax by the private pool or lounge under the covered patio. The property also offers a ping pong table and basketball nets for endless family fun. Fire up the gas grill for a delicious family BBQ and head up to the rooftop deck to take in the sweeping sunset views.br-Please note: The pool does not have waterfalls or water features.brbrISLAND LIVING AT ITS BESTbrDiscover Anna Maria Island’s laid-back vibes and natural beauty. Enjoy activities like sunbathing, kayaking, fishing, and even golfing. This family-friendly, adventure-filled environment is perfect for making unforgettable memories. La Isla Bonita invites you to stay, play, and escape from it all!brbrADDITIONAL INFORMATIONbr- No pets allowed in this homebr- Maximum of 8 overnight guestsbr- Maximum of 4 cars allowed to park at the property (no overnight parking for additional vehicles)br- Minimum stay is 7 nightsbr- Video surveillance on exterior public approach areasbr- Managed by Coastal Chic Vacations LLCbr- Holmes Beach Noise Ordinance: Quiet hours are from 10:00 pm to 7:00 am. Daytime noise not to exceed 65 decibels, nightime noise not to exceed 50 decibelsbrbrLINEN PROGRAMbrThis property is part of our Professional Linen Program. At Coastal Chic Vacations, we are dedicated to providing the highest quality experience for our guests. Our professional linen service ensures high-quality, hypoallergenic linens are ready for your use upon arrival. These linens are laundered in a commercial setting using only perfume and dye-free soaps, guaranteeing a comfortable and luxurious stay.brbrBOOKING REQUIREMENTSbr- No reservations for guests under 25 years old unless accompanied by someone over 25br- Noise: Keep noise levels respectful during the day and night to maintain the peaceful enjoyment of the neighborhood.brbrELEVATOR DISCLAIMERbrThe elevator is offered as a convenience and not as a guaranteed amenity. If the elevator becomes inoperable for anybrreason, the stairs will be the only means of access to other floors. No refunds, discounts, or credits will be provided duebrto the elevator being unavailable.brbrbrVRC21-000128
Bed 4

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Bath 4

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Sleep 8

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Exceptional(95)

$754.68

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Private Vacation Home

Completely Renovated Post Hurricanes w/ heated pool, 5 min walk to beach

Holmes Beach, Florida, United States

Welcome to Sandy Palms…. brbrCOMPLETELY RENOVATED AFTER THE 2024 STORMS with new drywall, electrical, plumbing, cabinets, vanities, paint, appliances & more. New photos were taken Dec 20, 2024. brbrYou’ll love this updated classic Florida beach house. On a quiet dead-end street and close to everything in Holmes Beach. It’s a perfect home base for your family to enjoy the laid back, Old Florida lifestyle of Anna Maria Island. Sandy Palms is managed by the owners who live in FL and are always available if you should need anything during your stay. brbrSandy Palms is a single family home- not a duplex. Completely renovated and updated through out with all the comforts of home . The house is professionally cleaned between each guest. We (the owners) personally check the home before each check-in to assure everything is ready for your arrival.brbrThe blue gulf waters and spectacular sunsets are just a 5 minute walk. Restaurants and shopping are a couple of blocks away. Grocery store is only 1-1/2 miles away. And the free AMI trolley stop is right around the corner, where you can catch a ride to stops all over the island. Shopping, dining, live music, fishing…. you’ll be spoiled for choices to fill your vacation days. brbrThis ground level home has no stairs to climb, just one step-down into the sunroom. New tile floors throughout. Our kitchen is well stocked quartz countertops and appliances. There's a spacious primary suite with walk-in closet and a large glass shower. Guest room 1 has a king bed and en suite bath with walk-in shower. Guest room 2 has two twin beds. There's a 3rd bathroom with a shower/tub combo and a door to the private outside shower. All bedrooms have closets, fans and smart TVs. The pool (heated to 85 deg Oct thru May) is protected with a removable child-safety fence. It's a perfect place for your family to enjoy time together without having to share common spaces with strangers. brbrJust bring your bathing suit and flip-flops, we've got the rest. Beach towels, chairs, umbrella, cart and a coolers are provided for your convenience. And a supply of soaps, detergents, paper products and basic spices are stocked for you as well. brbrWe’ve been coming to AMI for years and would love to share our recommendations for anything else you might need…. just ask! brbrFollow us!brFacebook: Sandy Palms on AMIbrInstagram: @sandypalmsamibrbrPer County Code Mandates:br-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 noice can deprive neighbors of the peaceful enjoyment of their private property. Quiet hours begin at 10pm.br-Our minimum rental period is 7 nights. br-Our licensed maximum occupancy is 6 people, including children and infants. br-There are 3 exterior security cameras at the property: one on the front entrance, one over the parking area & street and one on the side entrance. br****Please do not bring more than 6 people (including infants) or pets. We will check the cameras to confirm and violating our occupancy license limits will cause eviction with no refund.***
Bed 3

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Bath 3

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Sleep 6

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Exceptional(17)

$707.51

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Private Vacation Home

Luxury Home with Pool and Spa! 4 Minutes to the Beach! - Feelin' Beachy

Holmes Beach, Florida, United States

Feelin' Beachy by AMI Locals brVRC20-000140brbrPrepare for endless enjoyment at Feelin’ Beachy, a luxurious four-bedroom, four and a half bath home just around the corner from the soft sands and warm waters of Holmes Beach! This thoughtfully designed coastal retreat features a lavish backyard oasis with a private pool, in-ground spa, and multiple outdoor seating areas. Located within easy walking distance of the beach and near the Anna Maria Island trolley stop, Feelin’ Beachy offers the perfect mix of relaxation, adventure, and luxury for your island getaway!brbrHighlights br• Short Walk to Holmes Beachbr• 4 Bedroom / 4.5 Bathbr• 3 Kings, 1 Queen Bedbr• Private heated pool and in-ground spabr• New wraparound turf by the poolbr• Outdoor diningbr• Poolside lounge chairsbr• Dog-friendlybr• Located near Marina Drive shops, restaurants, and attractions br• Close to Anna Maria Island trolley stopsbr• 4 Parking spacesbrbrEnjoy your days in your luxurious, tropical backyard featuring a heated pool, in-ground spa, and ample outdoor seating. Relax in the sun, dine at the outdoor table, or unwind in the lush surroundings. Located just a quick stroll from the beach and local dining spots, you can spend your days relaxing on the sand or exploring nearby restaurants and shops.brbrInside, you’ll find a bright, welcoming space filled with natural light from large windows throughout the house. The kitchen boasts a stunning backsplash, stainless steel appliances, and an island with seating perfect for quick breakfasts or casual snacks. The living area offers cozy seating and a TV, making it ideal for relaxing or movie nights. The formal dining room provides plenty of space for memorable family dinners, while sliding glass doors open to the poolside deck with a complete outdoor dining set.brbrThe third floor features the main primary suite, a true retreat with a king-sized bed, two balconies with gorgeous views, a private sitting area with a TV, a walk-in closet, and an ensuite bathroom with double vanity and a large walk-in shower. The second bedroom on the third floor has a Queen bed and its own ensuite with a walk-in shower. On the second floor, the third/second primary bedroom offers a king bed with an ensuite, walk-in shower, and balcony access, while the fourth bedroom has a King bed and an ensuite with a walk-in shower. All bedrooms are decorated with vibrant beach touches and premium linens, providing restful nights for everyone.brbrRoom Details br• Primary Bedroom (3rd floor): King bed, ensuite bathroombr• Second Bedroom (3rd floor): Queen bed, ensuite bathroombr• Third Bedroom (2nd floor): King bed, ensuite bathroombr• Fourth Bedroom (2nd floor): King bed, ensuite bathroombrbrBook Feelin’ Beachy today and enjoy a luxurious, fun-filled escape on Anna Maria Island! With its prime location, elegant amenities, and inviting outdoor space, this home is perfect for families or friends seeking a memorable beach vacation. Reserve now and start creating lifelong memories in this beautiful island retreat!brbrbr-brThis Home Does NOT come with Garage AccessbrbrThis 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.brbrWith host approval before check-in, this property accepts dogs only. Breed and weight restrictions apply. (No cats or other animals are allowed). An additional pet fee will apply. 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.
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Exceptional(19)

$396.33

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Condo

Beachfront - Sun Plaza West 214 by SeaBreeze Vacation

Holmes Beach, Florida, United States

Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. This recently updated and remodeled 2 bedroom/2 bathroom condo offers beachfront views and is located in the heart of Holmes Beach featuring an elevator, heated pool, on-site tennis court and less than a minute walk to a private access for the beautiful white sandy beaches. The primary bedroom has a private balcony where you can enjoy your morning coffee, have your meals or just sit and relax. But, it doesn't stop there! You are also within walking distance to local restaurants & shopping. brbrThis spectacular second floor 2 bedroom/2 bathroom condo has plenty of living space. You can enjoy gulf views from the open concept living and dining room that extends out to a seating area where you can sit & relax, open the sliders and listen to the waves or just enjoy the breathtaking view. There's even a sleeper sofa for extra guests. The heart of the home is the brand-new kitchen designed to inspire your culinary adventures. It boasts stainless steel appliances, beautiful countertops and backsplash, all for you to prepare a quick snack for the family or a full dinner. Included in this unit are flat screen TVs, linens and towel services. Wireless internet and phone are complimentary. The primary bedroom has a king bed, walk-in closet, and ensuite bath. The guest bedroom has one double bed and one twin bed.brbr*** This property requires an rental application to be filled out that must be completed within 48hrs of initial booking.***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.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: VRC17-000159brMax Occupancy: 6 Guests | Max Vehicles: 1brQuiet 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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$403.54

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Private Vacation Home

Nautical Nest by Duncan Real Estate

Holmes Beach, Florida, United States

Welcome to Nautical Nest!br br This cute, elevated beach duplex has everything that the distinguished traveler is looking for. Newly updated, this vacation rental is perfect for a laid-back getaway. Nautical Nest is just a few flipflop minutes away from the beach and accommodates up to 6 guests. It offers plenty of outdoor space to enjoy the Island lifestyle. Enjoy the pool area during the day and then plan on your afternoon cocktail hour and grill dinner under the large Jacaranda tree in this quiet residential neighborhood. br Play a game of pool or table tennis while you watch your favorite team in the downstairs game room! br br HIGHLIGHTSbr br 1,016 sq. ft. br 0.2 mile from bay access br 0.2 mile from beach access br Private pool br Game room br br BEDROOMSbr br Sleeps 6br Primary Bedroom: Kingbr Second Bedroom: Queen/Twin XL bunkbr Living Room: Sleeper sofabr br br BATHROOMbr br Primary Bathroom: Walk-in Showerbr Half bathroombr br br EXTERIORbr br A private pool and spacious sundeck are calling your name. Surrounded by lush tropical landscaping with plenty of furniture, you will feel like you are staying in a private oasis. Rinse off the pool water or sand from the beach in the outdoor shower. br There is also a small park close by to sit by the lake and take in some water views.br br The pool heat is $100.00 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. 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. br br There are two parking spaces at the property. br br Please keep in mind that 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.br #VR25-000112br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Queen/Twin XL Bunkbr - Queen Sleeperbr - Half Bathbr - Central A Cbr - Cental Heatbr - Sqft under a c 1016br - Free Parkingbr - Parking Spots 2br - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Ovenbr - Cookwarebr - Toasterbr - Blenderbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Dining Tablebr - Breakfast Barbr - TV 4br - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Sun Loungersbr - Patiobr - Balconybr - Outdoor Diningbr - Outdoor Showerbr - Propane Grillbr - Beach Amenitiesbr - Game Roombr - Ping Pongbr - Pool Tablebr - Duncan Emerald Club
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$210.59

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Condo

Snowbird Paradise | Monthly Beachfront Condo with Lanai, Pool & Tennis

Holmes Beach, Florida, United States

Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll be surrounded by charming shops, local restaurants, taverns, and more. A nearby trolley stop makes it easy to explore the entire island, from Coquina Beach to the Bayfront Park, without ever needing a car.brbrInside, the spacious two-bedroom, two-bathroom condo features two comfortable king beds, two televisions, and an open layout designed for both relaxation and entertaining. The fully stocked kitchen has everything you need to prepare meals at home, while the enclosed lanai overlooking the turquoise waters provides the perfect spot to unwind. Out front, an outdoor seating area offers another inviting place to enjoy morning coffee or evening breezes. With elevator access and thoughtful touches throughout, every detail makes island living easy and enjoyable.brbrGuests love the community amenities, which include a sparkling beachfront pool, tennis courts, and direct access to the white sandy beach. Whether you prefer lounging by the water, strolling through town, or watching the sunset from your lanai, Martinique Cheer is the perfect balance of peace and convenience.brbrIdeal for snowbirds and monthly renters, this cheerful condo combines comfort, convenience, and the laid-back lifestyle Anna Maria Island is known for. Book your stay at Martinique Cheer and experience why Holmes Beach is one of Florida’s most beloved coastal destinations.brbrProperty comfortably accommodates 4, and parking is for 2 vehicles.brbrVRC20-000122brbrYou 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.brbrREQUIRES ASSOCIATION APPLICATION AND APPROVAL! 15 DAY MINIMUM BOOKING NOTICE!brABSOLUTELY NO SMOKING or VAPING WITHIN THE BUILDING, THAT INCLUDES THE LANAI , POOL, AND FRONT DOOR AREA! $250 FINE!!!brbrSorry! No pets or parties allowed. 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.brbrStatement on Sound: Sound that is audible beyond the property lines of the vacation rental unit is regulated by the City’s Noise Ordinance and violation of the Noise Ordinance could result in fines to the occupants.brbrExceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
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$649.79

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Private Vacation Home

Island Getaway: Tropical Oasis Backyard, Pool, Dog Friendly, 1.5 blocks to Beach by Anna Maria Life

Holmes Beach, Florida, United States

Island Getaway by Anna Maria Life Vacation Rentalsbr205 56th St., Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach!br2 Bedroom / 2 Bathroombr1 King, 1 Queen, Twin over Twin Bunkbeds (in room with Queen), 1 Sleeper SofabrPrivate Heated Pool & Outdoor ShowerbrCovered Pool Cabana with Patio FurniturebrPool LoungersbrOutdoor Patio Dining TablebrGas BBQ GrillbrProfessional Linen Service, Washer & Dryer, Complimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrDog Friendly (with fee - see notes below)brFenced YardbrParking for 2 CarsbrbrDetails: br​​​​​​​You need an Island Getaway! This gorgeous, single level, two bedroom, two bath beach house with a private pool will captivate you at every turn! Island Getaway is just a short walk from the spectacular beaches, crystal clear waters and legendary sunsets of Anna Maria. The backyard is a tropical paradise; perfect for entertaining or just unwinding in peace! Here you'll escape to your private oasis and enjoy your sparkling heated pool, gas grill, outdoor dining area and the cozy furnished cabana. Great for lounging in the shade after a day in the sun! brbrIsland Getaway features high- end beach inspired furnishings & décor in a spacious open layout. The fully equipped kitchen features custom cabinetry, granite countertops and all new top of the line appliances! The dining table seats six, and you'll find even more dining options at the breakfast bar & poolside at the patio table. The huge master suite boasts a comfortable king size bed, TV, and an incredible en-suite bath, complete with a walk in shower and large jetted garden tub! brbrThe second bedroom offers a queen bed, twin over twin bunkbeds, and a TV for relaxing after a long day of play. brbrIsland Getaway is nestled into Anna Maria Island's city of Holmes Beach. Here you'll be close to restaurants & Shopping, but worlds away from the hustle and bustle you left behind. It's time to plan your Island Getaway, and this home will take you there!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.brbrPlease note:brAmenities are subject to change.brbrVRC20-000214brbrGolf 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.
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$408.52

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Private Vacation Home

On Ocean Time: 5 Houses to Gulf, Pool by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

On Ocean Time by Anna Maria Life Vacation Rentalsbr112B 79th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 5 Houses to the Beach!br4 Bedrooms / 3.5 Bathroomsbr2 Kings, Queen, 2 Twins & Twin Trundle BedbrPrivate Heated PoolbrElevator to All FloorsbrPutting GreenbrCorn HolebrPing PongbrGas GrillbrMultiple BalconiesbrOutdoor Dining for 6brKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Chairs, WagonbrDriveway Parking for 4 CarsbrbrDetails:brWelcome to On Ocean Time, your perfect island getaway nestled in the heart of Holmes Beach on beautiful Anna Maria Island. Located just five houses from the sugar-white sands and turquoise waters of the Gulf of Mexico, this spacious and thoughtfully designed home invites you to relax, unwind, and make unforgettable memories with family and friends.brbrWith four bedrooms and three and a half bathrooms, the home comfortably sleeps up to eight guests. You'll find two luxurious king suites with attached bathrooms, a cheerful twin bedroom with two twin beds and a trundle bed, and a final guest room with a queen bed. Each bedroom includes crisp linens and with plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThis main living space features a modern kitchen, comfortable seating area, and a cozy dining nook—perfect for relaxing after a day at the beach. Natural light fills the room through large windows and a sliding glas door that open to a deck with views of the pool below.brbrStep outside and you'll discover your own private oasis. The heated pool offers year-round enjoyment, with space to lounge in the sun or shade. For a little friendly competition, head to the putting green, ping pong, or enjoy a game of corn hole in the backyard.brbrOur home was designed for outdoor living, with three inviting balconies that let you soak up the island breeze from every angle. At the front of the house, a charming balcony offers a quiet spot to sip your morning coffee. On the back, the expansive second-floor balcony is perfect for entertaining, complete with a gas grill and outdoor dining area—ideal for evening meals under the Florida sky. Head up to the third-floor balcony, where you'll catch a glimpse of the sparkling Gulf waters, the perfect backdrop for sunset cocktails. In the evenings, fire up the gas grill and dine under the stars at the outdoor table for six, then settle in for a peaceful night in the quiet comfort of your island retreat. On the ground level, the shaded poolside patio is a true retreat, featuring a comfortable outdoor couch, a Smart TV, and plenty of space to unwind after a day at the beach. Whether you're gathering with family or simply relaxing solo, these outdoor spaces make every moment feel like vacation.brbrOn Ocean Time is easy walking distance to Gulf Ave, restaurants, and 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. Experience the laid-back charm of Anna Maria Island, where every day feels like a vacation.brbrBedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 2brBedroom 2 - King Bed, Ensuite Bathroom, TV - Floor 3brBedroom 3 - 2 Twin Beds, 1 Twin Trundle Bed, TV - Floor 3brBedroom 4 - Queen Bed, TV - Floor 3brbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for a maximum of 4 cars. Parking for additional vehicles is not available.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.brbrIMPORTANT 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. br VRC25-000128
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$648.38

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Private Vacation Home

Fairwinds Family Getaway with Pool & Hot Tub - by Island Real Estate Vactions

Holmes Beach, Florida, United States

Welcome to Fairwinds, your Anna Maria Island vacation rental where coastal charm meets tropical luxury. This spacious four-bedroom, three-and-a-half-bath home is the perfect spot for families and groups seeking a relaxing island escape, just a short walk from the white-sand Gulf beaches.brStep into your own private paradise, featuring a heated pool with swim-up tiki table, a soothing hot tub, and a fully equipped outdoor kitchen and bar. Whether you’re grilling fresh seafood, lounging under the palms, or soaking in the sun, this backyard oasis is built for making memories.brInside, the bright open living area invites you to unwind. Enjoy comfy seating, a fully stocked kitchen with stainless steel appliances, and French doors leading to a second-floor balcony perfect for morning coffee or evening cocktails.brThe primary suite is a peaceful retreat with a king bed, private balcony, and spa-style ensuite complete with jacuzzi tub and walk-in shower. The other bedrooms offer smart TVs and cozy coastal décor, including a kid-friendly twin room that’s perfect for families.brFor entertainment, head to the game room with ping pong, foosball, and even axe throwing for fun-filled nights in.brWith its unbeatable location, resort-style amenities, and relaxing atmosphere, Fairwinds is the ultimate Anna Maria Island beach house for your next getaway.brGood Neighbor Policy: 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.brbrVRC25-000034brbr| Max Vehicles: 4 | Max Day Guests: 2
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$354.26

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Private Vacation Home

Turtle Nest! Private Heated Pool and Access to the Beach

Holmes Beach, Florida, United States

Remodeled in 2025, this comfortable and tastefully furnished home offers everything you need for a relaxed vacation with your family or friends. brbrThe large private heated pool (approx. 33 feet in length) is surrounded by beautiful landscape and offers covered in-pool seating and small table, the perfect spot to relax in the pool with your favorite drink. Also available on the patio is an outdoor shower, outdoor dining table for six with umbrella, as well as BBQ to cook some burgers, steaks or fresh catch of the day. Beach equipment such as chairs, umbrella and wagon are avialable and ready for your use.brbrThe master bedroom is equipped with a king size bed, smart TV, and en-suite bathroom with large walk-in shower. The second bedroom has a queen size bed and the third bedroom has two single beds. All bedrooms are equipped with smart TVs and ceiling fans. A hallway bathroom with shower/ tub combination is located between the guest bedrooms.brbrThe open kitchen is equipped with stainless steel appliances and includes a microwave, dishwasher, range, stove and side-by-side fridge. The dining, living and kitchen area offer ample space to comfortably seat six people. There is also a full size high-quality washing machine and dryer available to you.brbrThe beach is nearby: In approx. 300 m at the end of the quiet street is a direct beach access. The access to the beach is considered as private and for local residents only, therefore you should have lots of space on the beach at every time of day.brbrVRC16-000939brMinimum Stay: 7 NightsbrMax Occupancy: 6 GuestsbrMaximum Parking: 2 vehiclesbrNoise Ordinance: The City of Holmes Beach has a noise ordinance with quiet hours from 10 PM to 7 AM, prohibiting unreasonable, loud, or excessive noise that disturbs the peace, with specific decibel limits (65 dBA daytime, 50 dBA nighttime) and fines for violations, enforced by code officers using noise meters.
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$669.24

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Condo

La Casa AMI Beachside-Beachfront Condo w/ Heated Pool, Hot tub & Garage Parking

Holmes Beach, Florida, United States

Spend a week in paradise at La Casa Costiera, one of Anna Maria Island’s most exclusive beachfront communities. This spacious 3-bedroom, 2.5-bath condo combines resort amenities with the comforts of home — perfect for families, couples, or friends looking for a luxury island escape.brbrWhy You’ll Love It Here: brbr- Steps from the Gulf. Walk right out to Holmes Beach’s soft white sand br- Private balcony with Gulf breezes and sunset views br- Resort size pool & hot tub set in tropical landscaping br- Community with only 12 luxury residences br- Spacious open layout with beach-inspired décor br- Chef’s kitchen with stainless appliances & granite counters br- Washer/dryer br- Reserved parking includedbrbrImagine waking up every morning to Florida weather and never being more than a few steps away from the pristine white sand beaches of Anna Maria Island. Imagine sitting outside on the over-sized balcony and enjoying your morning coffee, while gazing at the beautiful Gulf of Mexico, or watching the sunset on the horizon every evening.brbrAll that and more awaits you at our La Casa AMI Beachside. Located on the second floor, this 3-bedroom, 2.5-bathroom condo unit offers plenty of space for everyone in the family. brbrThe master bedroom has a king size bed, en-suite bathroom with dual sink vanity, walk-in shower, bathtub and large walk-in closet. Oversized glass sliding doors offer access to the balcony and most importantly, beautiful views of the Gulf of Mexico. The second bedroom has a queen size bed and twin bed, en-suite bathroom with walk-in shower, and walk-in closet. The third bedroom has a queen size bed and twin bed. A half bathroom is available right across the hallway. All bedrooms are equipped with TVs.brbrThe open concept floorplan of kitchen, dining and living room is perfect for the family to spend some time together. A well-equipped kitchen boasts stainless steel appliances, granite countertops and barstool area for a quick meal. Dining table and living room comfortably seat up to 6 people and a wet bar and wine cooler are available as well. brbrAn elevator, in-home washer and dryer, free Wi-Fi, two covered and reserved parking spaces, plenty of beach chairs and equipment give this home the additional touch of comfort and convenience you were looking for. brbrThe thoughtfully designed grounds and gardens lead to a large heated pool with hot-tub and gazebo area. A picnic and BBQ area are available, as well as a gas and charcoal grill, ideal to prepare and enjoy the catch of the day or steaks for dinner.brbr*Please note that if the elevator becomes inoperable for any reason, stairs will be the only means of access to the second floor. This unit is subject to the rules and regulations of a Condo Association which is not affiliated with Island Dreams. We are not notified by, nor can we be held responsible for any exterior maintenance that might occur during your stay*brbrVRC21-000099brMinimum Stay: 7 NightsbrMax Occupancy: 6 GuestsbrMaximum Parking: 2 vehiclesbrNoise Ordinance: The City of Holmes Beach has a noise ordinance with quiet hours from 10 PM to 7 AM, prohibiting unreasonable, loud, or excessive noise that disturbs the peace, with specific decibel limits (65 dBA daytime, 50 dBA nighttime) and fines for violations, enforced by code officers using noise meters.
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$348.95

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Private Vacation Home

Swept Away B · EV Charger · Fenced Pool · Renovated 2025

Holmes Beach, Florida, United States

2BR · 2BA · Sleeps 6 · Private Fenced Heated Pool · EV Charger Included · 2025 Renovation · 6-Min Walk to Beach · Twin-over-Queen Bunk · Beach Cart & Chairs · Outdoor Grill · In-Unit Laundry · 2 Parking SpacesbrbrCompletely renovated in 2025 — new kitchen, updated bathrooms, fresh coastal palette, and new furnishings throughout. Swept Away B is a ground-level Holmes Beach vacation rental with a private fenced heated pool exclusively for unit guests, an EV charger built in at no extra fee, and a 6-minute walk to the beach.brbrThe private fenced pool is for the exclusive use of Swept Away B guests — fully enclosed for privacy and security. The outdoor grill and patio make the pool deck a complete outdoor entertaining space for evenings after the beach.brTwo bedrooms sleep six. The primary bedroom has a queen bed and an en-suite bathroom. The guest bedroom has a twin-over-queen bunk — the right configuration for families with kids or two guests who want their own sleeping level. The living room queen sleeper sofa handles the sixth guest. Two full bathrooms. In-unit washer and dryer.brThe kitchen is fully equipped with new appliances and stocked for meals at home. High-speed WiFi. Keyless entry. Central AC throughout.brA beach cart and chairs are provided for the 6-minute walk to the Gulf. The free AMI trolley stops nearby for exploring the island without a car.brSwept Away B 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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Home Most popular vacation rentals in Holmes Beach