
Holmes Beach Rentals

- From $599 per night (USD)
VRBO
Large Beach Home 5 Houses from Sand! Heated Pool, Game Room, Sun Deck & Tiki Bar
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious 4BR/4BA Beach Home with Heated Pool, Tiki Bar, Game Room & Beach Gear Galore Welcome to your ultimate beach ge ...
From $599 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Starfish Isle managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
VRC 21-000046 5803 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one ...
From $575 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Conch Out Beach House managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
303 68th St, Holmes Beach 34217 VRC - 19-000273 You may cancel your reservation up to 60 days before check-in for a ful ...
From $701 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Starfish Cove managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
302 60th Street Holmes Beach, FL 34217 VRC19-000274 At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for y ...
From $470 per night (USD)Expedia
- From $1648 per night (USD)
VRBO
AMI’s Largest Rental, 4 kitchens, Spa, Heated Pool, Rooftop Deck.
- Bedrooms:
- 8
- Bathrooms:
- 10
- Sleeps:
- 28
Large family or group rental. This unique property with 4 suites is great for families or groups. Each suite has its own ...
From $1648 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Luxury Beachfront Condo with Elevator
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Gulfsands is one of the premier low density complexes and one of the most highly sought after condo complexes on Anna Ma ...
From $254 per night (USD)Expedia
- From $696 per night (USD)
VRBO
TRUE BEACHFRONT HOME DIRECTLY ON SUGAR WHITE SANDS WITH HEATED POOL - IDYLLIC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
IN THE EVENT OF A MANDATORY EVACUATION DUE TO A STORM/HURRICANE ALL GUESTS WILL RECEIVE A FULL REFUND. Waves Edge Nor ...
From $696 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Dragonfly Breeze - Private Home w/ Heated Pool, Fee Wifi, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Dragonfly Breeze, a 3 bedroom and 2 bathroom elevated private pool home located in Holmes Beach, just a short ...
From $396 per night (USD)VRBO
- From $454 per night (USD)
VRBO
⚓Now Booking for Summer! Newly Renovated!, Private pool home 5 min> walk to beach!⚓🐕🏖🌅
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sweet Home Anna Maria! ⚓Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! ⚓Private ...
From $454 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Closer to the beach does not work: comfortable apartment at ground level on the beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ATTENTION: We rent with 1 week minimum: Saturday to Saturday Old Florida Feeling: bungalow right on the beach on level - ...
From $279 per night (USD)VRBO
- From $116 per night (USD)
VRBO
Great Island Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 BR/2 BA condo is all about charm and comfort. You will have no problem leaving your cares behind and en ...
From $116 per night (USD)VRBO
- From $162 per night (USD)
VRBO
Anthony Beach Cottages - Bare Feet Retreat - 2 bedroom pool cottage - Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Florida home backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably ...
From $162 per night (USD)VRBO
- From $986 per night (USD)
VRBO
Big Luxury 6 bdrm, Pool, Spa, Bikes, Kayak, Reviews, Beach!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Copy this link to your browser to see 3D view of Emerald Seas floor plan: https://www.zillow.com/view-3d-home/d7fdf4d1- ...
From $986 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Blue Agave Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Blue Agave Villa is a tr ...
From $313 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Windshore A! - ~200 Steps to the Beach, Private Heated Pool, Beach Items, Wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated in 2025, our Windshore A leaves no wishes open when it comes to your vacation on Anna Maria Island. Only ...
From $349 per night (USD)VRBO
- From $634 per night (USD)
Expedia
Mermaid's Crossing managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
210 65th Street Holmes Beach, FL 34216 VRC17-000007 Book with confidence: You may cancel your reservation up to 60 days ...
From $634 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Orchid Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Orchid Villa at Island Garden Villas, where coastal elegance meets tropical serenity. *Features include* * ...
From $361 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Hibiscus Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Hibiscus Villa at Island Garden Villas, where Old Florida charm blends effortlessly with stylish modern luxur ...
From $282 per night (USD)Expedia
- From $186 per night (USD)
VRBO
3 Bed/3 Bath Ground Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this spacious updated condo in a beautifully landscaped, quiet Bayside complex with heated pool and private pickle ...
From $186 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Beach Bliss managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Incredible 3-Bedroom, 3-Bathroom Bungalow Minutes from Anna Maria Island Beach - Your Private Backyard Oasis Awaits! We ...
From $515 per night (USD)Expedia
- From $207 per night (USD)
VRBO
The Palms \"A\" an upstairs unit located in the center district of Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this upstairs condo unit consisting of 2b/1ba, living, dining area & kitchen with enough sleeping for 6. Condomin ...
From $207 per night (USD)VRBO
- From $561 per night (USD)
Expedia
Tropical Anna Maria Island Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Privacy with close stroll to the beach! Beautiful Anna Maria Island Vacation Villa. Sleeps 6 in 3 bedrooms, with 2 ful ...
From $561 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Plumeria Villa by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Plumeria Villa at Island Garden Villas, where Old Florida charm meets stylish modern luxury. *Features inclu ...
From $285 per night (USD)VRBO
- Click For Pricing
Expedia
Kiwi Cabana by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
Click For PricingExpedia
- From $395 per night (USD)
VRBO
Anna Maria - Holmes Beach - 3BD 2BTH Home - PRIVATE HEATED POOL - WALK TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AZURE BLISS ! _____ SEE VIDEO TOUR - https://youtu.be/_qqC8sHY85c The incredible location mixed in with all of the ...
From $395 per night (USD)VRBO
- From $152 per night (USD)
VRBO
RELAX/WORK @ Sunbow Bay! By Beach w/Pools & Pickleball. Clean & newly updated!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great location!....6 minute walk to the beach, trolley stop in front with Publix across the street. Enjoy this beautifu ...
From $152 per night (USD)VRBO
- From $532 per night (USD)
VRBO
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217 beautifulannamaria@yahoo.com MANATEE WATCH - A mar ...
From $532 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $315 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $315 per night (USD)VRBO
- From $646 per night (USD)
VRBO
La Casa Costiera Blue Water - Newly Renovated, Top Floor Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: the elevator at this property are currently not available. AT A GLANCE: - La Casa Costiera Unit #6 Blue Water - ...
From $646 per night (USD)VRBO
- From $339 per night (USD)
VRBO
Waterfront Paradise In The Exclusive Neighborhood Of Key Royale
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
IMPORTANT: If calendar shows dates being available, but no quote is generated, please send us a message by selecting the ...
From $339 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Bird of Paradise by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Bird of Paradise is a tr ...
From $311 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Palm Villa by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Palm Villa at Island Garden Villas, where Old Florida charm meets refreshing modern luxury. *Features includ ...
From $356 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Island Vibe 3: Close to Beach with Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rent with attached duplex Island Vibe 2 (VRBO# 1193410) if you need 5 bedrooms! Welcome to Island Vibe 3, a renovated 2 ...
From $255 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Beautifully updated home, moments from the beach with beach gear and Grill!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We call this Home Beach Beauty for good reason! This beautiful home is West of Gulf Drive and only 175 steps to the beac ...
From $276 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Wonderful location one house back from the beach. Sleeps 6, private heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THANK YOU TO ALL OUR PAST, FUTURE AND POTENTIAL GUESTS WHO HAVE REACHED OUT TO US IN THE LAST FEW WEEKS TO INQUIRE ABOUT ...
From $560 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Sunny 3BR/3BA Home. 8 Houses from Beach. Two Master Suites.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private single family home on a quiet side street, 8 houses from the beautiful world-class beaches of Anna Maria Island. ...
From $361 per night (USD)VRBO
- From $277 per night (USD)
VRBO
Two bedroom1 bath unit with pool Steps to the beach. Great location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Marlin is a triplex building. Unit 202 has one bedroom, one bath with a king bed and a futon sleeper sofa. Unit 20 ...
From $277 per night (USD)VRBO
- From $1030 per night (USD)
VRBO
6 BR/5.5 Bth-Huge Heated Pool/Spa/Water Slide,,NO STORM DAMAGE! -1 Min Beach Wlk
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Featuring 6 bedrooms (sleeps 14), 5.5 baths and a fantastic location...NO STORM DAMAGE!!! - just a 1 minute walk to the ...
From $1030 per night (USD)VRBO
- From $718 per night (USD)
Expedia
Paradise Found managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
401 42nd Street Holmes Beach, FL 34217 VRC17-000010 Book with confidence: You may cancel your reservation up to 60 days ...
From $718 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Anna Maria by the Bay (30 day minimum)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully furnished bayside condo with gorgeous relaxing view. End unit, many windows let the sights in from every an ...
From $195 per night (USD)VRBO
- From $677 per night (USD)
Expedia
Angel Sea managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
VRC19-000188 Stay at Angel Sea: Your Perfect Anna Maria Island Vacation Home Escape to Angel Sea—an idyllic 6-bedroom, ...
From $677 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Island Townhouse - 200 Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic 2 bedroom / 2 bath town home just 200 steps to the Beach. Sleeps 4. This is the end unit closest to the beac ...
From $251 per night (USD)VRBO
- From $353 per night (USD)
VRBO
1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfect summer or winter hideaway!!! Located on Quiet Avenue E not busy Gulf Drive. Completely renovated one bedroom, o ...
From $353 per night (USD)VRBO
- From $423 per night (USD)
VRBO
Best Little Beach House on Anna Maria Island...With a pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
*Check in / Check out - SATURDAYS ONLY* This is the Best Little Beach House on Anna Maria Island...with a pool. Our h ...
From $423 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Charming! 1.5 blocks to Beach! Quiet & Convenient.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Adorable cottage-style duplex only 1.5 blocks to beautiful Gulf of Mexico beach in Holmes Beach. 3min. walk to beach ...
From $185 per night (USD)VRBO
- From $739 per night (USD)
VRBO
Paradise Beach House managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
403 42nd Street, Holmes Beach FL 34217 VRC19-000276 Book with confidence: You may cancel your reservation up to 60 days ...
From $739 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Emerald Bay managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
306 (A) Clark St - Holmes Beach - FL 34217 VRC17-000006 You may cancel your reservation up to 60 days before check-in f ...
From $530 per night (USD)Expedia
- From $569 per night (USD)
VRBO
Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedroom, sleeps 8, private heated pool, steps to the beach Please note that there is a 7 day minimum reservation, ex ...
From $569 per night (USD)VRBO
- From $182 per night (USD)
Expedia
No damage to condo after hurricanes supermarket \/beach close once open. Locals book now. VR can DEC.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Condo is in perfect condition after Helene and Milton. The exterior building is having some repair. The Publix market is ...
From $182 per night (USD)Expedia
- From $1014 per night (USD)
VRBO
Surf Side Beach House GULF VIEWS hosted by Beach Retreats Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
6605 Gulf Drive Holmes Beach, FL 34217 VRC19-00290 Right across the street from the beach and the Beach Bistro! Gulf Vie ...
From $1014 per night (USD)VRBO
- From $704 per night (USD)
Expedia
AMI Villa by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home ...
From $704 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Crosswind Cottage managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
312 A 61st Street Holmes Beach, FL 34217 VRC19-000277 Welcome! Welcome to this luxury Key West style home by the sea! ...
From $488 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Turtle's Bay managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
306 Clark drive (B) Holmes Beach, FL 34217 VRC17-000009 Dog Friendly! Beautiful open concept home. 3 king bedrooms with ...
From $535 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Salt Air East managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC19-000278 Book with confidence: You may cancel your reservation up to 60 days before check-in for a full refund minu ...
From $342 per night (USD)VRBO
- From $754 per night (USD)
Expedia
Oasis by the Beach managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
202 69 th Street - Holmes Beach - FL 34217 VRC17-000120 Book with confidence: You may cancel your reservation up to 60 ...
From $754 per night (USD)Expedia
- From $670 per night (USD)
VRBO
Seahorse Beach House managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
202 81 st Street - Holmes Beach - Fl 34217 VRC17-000118 Book with confidence: You may cancel your reservation up to 60 ...
From $670 per night (USD)VRBO
- From $589 per night (USD)
Expedia
Golf cart+4BR/3B 2100sq Renovated, Large Pool and deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Recent Review: " I can’t say enough good stuff about this house and location. We stayed for 7 days and the house was sup ...
From $589 per night (USD)Expedia
- From $537 per night (USD)
VRBO
~ WE ARE OPEN! ~ BEACHFRONT ~ YES! THAT'S YOUR VIEW! ~
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are pleased to announce that our Coconuts beachfront condo is open! We didn't have any damage to our unit from the re ...
From $537 per night (USD)VRBO
- From $396 per night (USD)
VRBO
BEACHFRONT condo, sleeps 6, updated, stocked with everything, popular location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently all remodeled and beautifully updated, this 2 bedroom 2 bath condo is located conveniently to restaurants and ...
From $396 per night (USD)VRBO
- From $416 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! 5 min walk to beach! Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No Sharing! Single Family Home. Free HEATED POOL Nov15-Apr15! Quick 5min walk to the Beach! No A&B sides and NO shared p ...
From $416 per night (USD)VRBO
- From $254 per night (USD)
VRBO
Family Friendly Townhome across Street from Beautiful Gulf Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3 bedroom and 3 bathroom townhome in Holmes Beach on Anna Maria Island. Recently remodeled. Beach access is d ...
From $254 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Gulfside 1Br/1Ba Apartment On Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Delightful private fully furnished one bedroom apartment on second floor of old Florida house located less than 100 feet ...
From $211 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Bring your Boat to this Comfy Waterfront Canal Condo just 3 blocks to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a private dock just 15' out the back door, you will wake up to fish jumping in the canal and Egrets waiting to eat ...
From $340 per night (USD)Expedia
- From $432 per night (USD)
VRBO
Newly renovated home / PRIVATE, NOT SHARED POOL, 6 min. WALK TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly renovated ground-level duplex offers three bedrooms (two king rooms and one twin room with two twin beds). Ju ...
From $432 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Quiet 3BDR House, Walk to Beach and food, Private Pool and 2 patios to lounge!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! Call me to arrange ...
From $357 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Island Vibe 1: Close to Beach with Private Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Vibe 1, a renovated 3-bedroom, 2-bathroom home with private, heated pool and lots of lush tropical lan ...
From $341 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Tropical Beachside Apartment - Sunny Patio - 75 Steps to Beach - Bamboo Apts. #3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Bamboo Apartments, Apartment #3, part of our family-owned five-unit beachfront retreat featured in Southern L ...
From $331 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $350 per night (USD)VRBO
- From $885 per night (USD)
Expedia
BEACHFRONT HOUSE DIRECTLY ON SOFT SUGAR WHITE SANDS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
An amazing beach house literally on the soft white sands of Holmes Beach on Anna Maria Island. As soon as you step out f ...
From $885 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Gulf views from unit, 1 minute walk to beach, heated pool. SPECIAL RATE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTICE: We are a 7-night minimum stay rental property and licensed by the state of Florida. We are set up for Sat-Sat ...
From $254 per night (USD)VRBO
- From $755 per night (USD)
Expedia
Footprints in the Sand managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
114 48th Street Holmes Beach, FL 34217 You may cancel your reservation up to 60 days before check-in for a full refund m ...
From $755 per night (USD)Expedia
- From $433 per night (USD)
VRBO
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
WE ONLY RENT FROM SATURDAY TO SATURDAY WITH A 7 NIGHT MINIMUM!! 6937 Holmes Blvd, Holmes Beach, FL 34217. Google us for ...
From $433 per night (USD)VRBO
- From $810 per night (USD)
VRBO
Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
DUE TO HURRICANE HELENE, PROPERTY IS CURRENTLY UNDER RENOVATION. PHOTOS WILL BE UPDATED ONCE COMPLETE! **PLEASE CONTAC ...
From $810 per night (USD)VRBO
- From $284 per night (USD)
VRBO
Tranquil AMI Resort Unit 4 all amenities! Central Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $284 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Tranquil AMI Resort Unit 1 all amenities! Central Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $220 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Anthony Beach Cottages - Island Retreat Heated pool home w/ 4 bedrooms 3 baths
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Open now! No hurricane damage and post-hurricane upgrades. All photos were taken post-hurricane. Our Island Retreat cott ...
From $266 per night (USD)VRBO
- From $1018 per night (USD)
VRBO
Prefect Beach Villa with private beach and heated pool. Gulf front at its's best
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your Dream Beach House on Anna Maria Island! Enjoy your vacation in our beautiful beach house, located at the end of a ...
From $1018 per night (USD)VRBO
- From $371 per night (USD)
VRBO
Enjoy Sunsets at Fully Equipped 2BR/2BA Duplex 2 shorts blocks by the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Anna Maria Island and her beautiful beaches which are a short, safe and quiet walk from this brand new sunny ...
From $371 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Tranquil AMI Resort Unit 3 all amenities! Central Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, & one two- ...
From $211 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Anna Maria 2 Family Home w/ pool, beach/3 blocks.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Side B is being rented with private use of the pool and private use of all the fenced in area around the pool & unit. A ...
From $375 per night (USD)VRBO
- From $195 per night (USD)
Expedia
June Special! Cute ground-level Villa, Pet Friendly and so close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This cute Villa in Holmes Beach is a perfect getaway nestled in a quiet neighborhood. Come relax for a week in this 2bed ...
From $195 per night (USD)Expedia
- From $331 per night (USD)
VRBO
SHORT WALK TO BEACH. HEATED POOL. OVERLOOKS NATURE PRESERVE. GREAT LOCATION!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Brilliant location! As seen on 'A Place in the Sun' Channel 4 UK TV programme! Perfectly designed for sharing with fa ...
From $331 per night (USD)VRBO
- From $252 per night (USD)
Expedia
120 m² condominium with nice afternoon sun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The luxury condominium is located in Holmes Beach. The house is fully furnished and has 2 balconies, one behind full scr ...
From $252 per night (USD)Expedia
- From $791 per night (USD)
VRBO
Direct Beachfront Cottage On Gulf Of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This two story gulf front private home has 3 bedroom/2 baths with fun Carribean decor. This ground level home allows you ...
From $791 per night (USD)VRBO
- From $416 per night (USD)
VRBO
Completely Renovated Post Hurricanes w/ heated pool, 5 min walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sandy Palms…. COMPLETELY RENOVATED AFTER THE 2024 STORMS with new drywall, electrical, plumbing, cabinets, ...
From $416 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Beach pool House Family Vacation Home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back ...
From $360 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Paradise Palms: Paradise Awaits, Heated Pool, Perfect Location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into your own private paradise at this beautifully adorned 3-bedroom/2-bath getaway, complete with a Den and a 2-ca ...
From $314 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly remodeled. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private balcony overl ...
From $355 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Tropical Paradise On The Beach Permit VRC17-000168
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 4 at 30th Street on beautiful Holmes Beach. It is t ...
From $316 per night (USD)Expedia
- Click For Pricing
VRBO
Gulf Front one bedroom during the New Years holiday 12/29 through 1/3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Anna Maria Island's Homes Beach is like a peaceful desert island, but with every amenity. If you ling for civilization, ...
Click For PricingVRBO
- From $706 per night (USD)
Expedia
Above it All: Rooftop Deck Gulf Views, Pool, 5 Homes to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Above it All by Anna Maria Life Vacation Rentals 111 81st St, Holmes Beach, FL 34217 What You'll Love About This Home: ...
From $706 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Elevated Beach Home with Pool & Spa Steps from Beach - You, Me, and the Sea AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You, Me and the Sea AMI by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000081 Welcome to You, Me, and the ...
From $424 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy condo with Bay views - 1 block from Holmes Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful view of the Bay The beach is a 5 minute walk!and Close to grocery stores and tons of restaurants Did you know ...
Click For PricingExpedia
- From $651 per night (USD)
VRBO
Coral Beach by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome back to Coral Beach! This luxury home has been off the market since the end of 2024 and now totally renov ...
From $651 per night (USD)VRBO
- From $457 per night (USD)
Expedia
Sea Salt -Beautiful 3 bedroom with private pool & short walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Salt Sea Salt is a beauty! Nestled in the heart of Holmes Beach-just a short 5-minute walk to the world- ...
From $457 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Villa-style condo with pool on the beach - Condo 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the ...
From $250 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Villa-style condo with pool and beach access - Condo 8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If you are looking for a great place to stay in Anna Maria Island and want to be close to the beach you will love these ...
From $261 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Coconut Cottage: Pool & Spa,1 Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage by Anna Maria Life Vacation Rentals 207 67th St., Holmes Beach, FL 34217 What You'll Love About This Ho ...
From $364 per night (USD)VRBO
- From $214 per night (USD)
Expedia
West Bay Point Moorings 286 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath ,...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
West Bay Point Moorings 286 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath , maximum occupancy of 4 people. VRC#22-000237 ...
From $214 per night (USD)Expedia