Holmes Beach Rentals
- From $354 per night (USD)
VRBO
Gulf-front, heated pool, stocked kitchen, and private parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A beautiful, beachfront condo has 2 bedrooms and 2 bathrooms and a gorgeous balcony view of the Gulf of Mexico. The smal ...
From $354 per night (USD)VRBO
- From $172 per night (USD)
Expedia
Inviting Condo with Shared Pool, High-Speed WiFi, and Central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mangrove Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $172 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Seabreeze Condo B Close to the beach, Pet Friendly, With A Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000531 Seabreeze Condo B is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $218 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Walk Out Your Front Door And Your Toes Will Meet The Sand Four Beach Lovers 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000517 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $548 per night (USD)Expedia
- From $1208 per night (USD)
VRBO
Beach Front 4 Units at Four Beach Lovers All Units
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
VRC16-000516 VRC16-000517 VRC16-000518 VRC16-000519 Four Beach Lovers is thoroughly cleaned and sanitized prior to your ...
From $1208 per night (USD)VRBO
- From $769 per night (USD)
Expedia
Mainsail Beach Inn Charming Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on the first floor of Mainsail Beach Inn, offering a small patio and close proximity to the pool, an amazing val ...
From $769 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Sapphire Beach House by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perf ...
From $414 per night (USD)VRBO
- From $206 per night (USD)
Expedia
WBC 223 Beautiful 2\/2 Remodeled Close to Beach, Tennis, 2 Heated Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC21-000082 West Bay Cove 223 located at 600 Manatee is a picturesque and luxurious two bedroom two bath condo which ...
From $206 per night (USD)Expedia
- From $442 per night (USD)
VRBO
Sailfish Gulf Suites #2, Beachfront, Steps to the Sand
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sailfish Gulf Suites is a Gulf front, Old Florida style ground level accommodation which guarantees your most memorable ...
From $442 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Perfect Family Vacation Home with Private Pool Near the Beach - Lay'By, Too
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lay'By, Too by AMI Locals Home in Holmes Beach, Florida VRC16-000175 Welcome to Lay'By, Too! This charming ground-leve ...
From $420 per night (USD)Expedia
- From $189 per night (USD)
VRBO
2 Bedroom Townhouse for Unforgettable Vacations!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to La Playita #2 a spacious 2 bedroom, 2 bath townhouse in a small quiet complex just 1 block to the beach. * ...
From $189 per night (USD)VRBO
- From $249 per night (USD)
Expedia
New! 7 Min Walk to Beach w\/views-3BR\/3BA spacious end unit townhome - Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Mangrove Pointe View is the perfect island getaway. With 2 formal bedrooms, it also includes a den set up as a queen bed ...
From $249 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Coral Cottage - One Bedroom House, Sleeps 4- walking distance to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
At a Glance charming 1 bedroom, 1 bath cottage located in Holmes Beach Short under a minute walk to the beach Ground le ...
From $125 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Four Winds 2 Bedroom Home Two houses To Unforgettable Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC20-000207 The Fourwinds, located at 2819 Gulf Drive in Holmes Beach is a spacious two bedroom, two bath home. This a ...
From $171 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Palm Cay 3 2\/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000554 Palm Cay Condominium #3 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for ...
From $189 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Ocean Park Terrace 202 Gulf Front Spacious 2\/2 Pool Condo Rooftop Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ocean Park Terrace #202, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Bradenton Beach, feature ...
From $280 per night (USD)Expedia
- From $1062 per night (USD)
VRBO
Franks Beach House Beautiful 3 Bedroom Home With Spectacular Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000543 Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Driv ...
From $1062 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Garcia Home Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000545 The Garcia Home is a very comfortable and cozy two bedroom, two bath home at 3212 6th Avenue in Holmes Bea ...
From $346 per night (USD)Expedia
- From $205 per night (USD)
VRBO
While Away Private Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000510 The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level dupl ...
From $205 per night (USD)VRBO
- From $214 per night (USD)
Expedia
WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC21-000074 Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a spacious one b ...
From $214 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Seaside Beach House 201 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000507 Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $463 per night (USD)VRBO
- From $479 per night (USD)
Expedia
FantaSea, a single family pool home located in Holmes Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Security cameras in use** Come feel right at home while staying at this updated, well appointed, beach hideaway! The ...
From $479 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Anna Maria Beach Place 5 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC 21-000062 Anna Maria Beach Place 5 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $342 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Anna Cabana Bungalow 2 Cute And Cozy 1 Bedroom With A Pool??
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-000212 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $307 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Anna Cabana Bungalow 3 Cute And Cozy Efficiency With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-000213 Embrace the charm of Anna Cabana Bungalow #3, where you're never more than a short walk from the beach, a ...
From $184 per night (USD)VRBO
- From $745 per night (USD)
Expedia
Mi Happy Place Resort 4 Unit Resort For Family Gatherings, Large Pool
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 24
VRC's 19-000207, 19-000208, 19-000209 & 19-000210 The MI Happy Place Island Resort (formerly Garden Villas) is excited ...
From $745 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC19-000216 Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit, that s ...
From $249 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Anna Maria Beach Place 3 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000523 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $424 per night (USD)Expedia
- From $970 per night (USD)
VRBO
Sunkissed & Salty: Dreamy Amenities. Prime Location. Steps to Beach! Book Today!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Dreamy Amenities. Prime Island Location. First-class guest service. Sunkissed & Salty, just steps away from the beach in ...
From $970 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Anna Cabana Bungalow 1 Cute And Cozy 1 Bedroom With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-00211 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention t ...
From $240 per night (USD)Expedia
- From $413 per night (USD)
VRBO
Anna Cabana Bungalow 4 Cute And Cozy 2 Bedroom With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC 19-000214 Anna Cabana Bungalow is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $413 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC 21-000087 Beach Therapy is located at 6323 Gulf Dr. in Holmes Beach. This townhome is a light, bright and recently ...
From $400 per night (USD)Expedia
- From $601 per night (USD)
VRBO
Coco Cabana Beautiful 3\/2 Home With Tropical Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC 20-000211 This property has keyless, no-contact check in for your convenience. Coco Cabana located at 309 A 58th S ...
From $601 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Garden View On Beach Front Property Four Beach Lovers 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000518 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $297 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Garden View On Beach Front Property Four Beach Lovers 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000519 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to h ...
From $302 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Walk Out Your Front Door And Your Toes Will Meet The Sand Four Beach Lovers 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000516 Four Beach Lovers is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to ...
From $506 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
VRC16-000478 & VRC16-000479 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special a ...
From $284 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Sirena Del Mar 3\/2 Pool Home Short Walk To White Sandy Beach Close To Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000200 Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has ...
From $294 per night (USD)Expedia
- From $302 per night (USD)
VRBO
WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC21-000027 Waters Edge Condo 102N is a newly renovated two bedroom, two bath unit, located at 5808 Gulf Drive in Holm ...
From $302 per night (USD)VRBO
- From $139 per night (USD)
Expedia
Sandy Point 210 2\/2 Pool Condo Mangrove Preserve
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000215 Sandy Pointe Condo #210, at 3607 East Bay Drive is a cheerful, two bedroom and two bath condo in a seclude ...
From $139 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000478 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to hi ...
From $254 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Relax the Day Away - Palm Isle Village on Anna Maria Island - By Island Real Est
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Relax the Day Away - Palm Isle Village on Anna Maria Island. 3215 Gulf Drive at Palm Isle Village in Holmes Beach, FL - ...
From $282 per night (USD)Expedia
- Click For Pricing
Expedia
We Have a Last Minute Cancellation!! April 13th-23rd Now Available!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This upper and lower unit duplex home is located steps from the Gulf of Mexico on historic Anna Maria Island. These Holm ...
Click For PricingExpedia
- From $780 per night (USD)
Expedia
Bright and sunny luxury vacation home, one block to the beach w\/ Pool and Spa!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Coral Escape by Anna Maria Island Locals Home in Holmes Beach, FL Only 6 houses away from the beach! Highlights: • Gor ...
From $780 per night (USD)Expedia
- From $1088 per night (USD)
VRBO
Beautiful luxury home! Pool, rooftop deck, steps from the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Avalon by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Private Pool and Spa • Rooftop Deck with stunn ...
From $1088 per night (USD)VRBO
- From $861 per night (USD)
Expedia
Luxury home just 2 blocks to beach, private pool and spa!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beachy Keen by AMI Locals Home in Holmes Beach, Florida VRC18-000062 Welcome to Beachy Keen, an adorable coastal cottag ...
From $861 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Charming Cottage, one block off beach with a private pool and gorgeous backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Caribbean Reef by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private heated pool • Private patio ...
From $405 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Isle Haven A is the perfect home for you to make memories that will last a life time! It is a dreamy beach getaway to re ...
From $355 per night (USD)Expedia
- From $685 per night (USD)
VRBO
Luxury home with private pool and spa, short walk to beach! - Mojito Splash
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Mojito Splash by AMI Locals Home in Holmes Beach 34217 VRC18-000068 Welcome to Mojito Splash! This stunning five-bed ...
From $685 per night (USD)VRBO
- From $645 per night (USD)
Expedia
Ground level home with private pool, just steps to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaids Watch by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private backyard with a heated pool ...
From $645 per night (USD)Expedia
- Click For Pricing
Expedia
Town-home, close to beach, with a beautiful, tropical garden
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
North Beach Villa, 3 Bedrooms, 2 Baths, 1 Bonus room, (sleeps 6) Located in a condo-like complex in a quiet residentia ...
Click For PricingExpedia
- From $365 per night (USD)
Expedia
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $365 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Beautiful bungalow with private pool! Close to beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Day Break Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Pool • BBQ grill, Backyard patio po ...
From $586 per night (USD)VRBO
- From $1158 per night (USD)
Expedia
On the Beach: Sunset lovers -breathtaking 180 degree views of Gulf of Mexico.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful 5-bedroom, 4-bathroom vacation home in Holmes Beach is just steps from the beach with fantastic Gulf view ...
From $1158 per night (USD)Expedia
- From $117 per night (USD)
VRBO
SUPER CLEAN @ Sunbow Bay. Sleeps 6, easy walk to gulf\/groceries, nice amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CLEAN, CLEAN, CLEAN!! This beautiful, clean and conveniently located Holmes Beach condo is a relatively new rental list ...
From $117 per night (USD)VRBO
- From $565 per night (USD)
Expedia
5 Bedrooms*Close to Beach*Heated Pool*Tiki Hut
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Ground level home with large -heated pool and tiki bar. This spacious ground floor home is located about a block (we cou ...
From $565 per night (USD)Expedia
- From $523 per night (USD)
VRBO
Private pool and close to beach! Near shopping and dining!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Blissful Bungalow by AMI Locals Home in Holmes Beach Florida VRC21-000131 Welcome to Blissful Bungalow, a chic ranch-st ...
From $523 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Luxury home on Anna Maria Island, private heated pool, pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a pr ...
From $385 per night (USD)Expedia
- From $302 per night (USD)
VRBO
105 Tiffany Place: Beach Front Condo with Heated Resort Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
7000 Gulf Dr #105, Holmes Beach, FL 34217 What You'll Love About This Condo: Location! On the Beach! 2 Bedrooms / 2 Bat ...
From $302 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Private pool, 3 bedroom on Anna Maria Island, only minutes to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with ...
From $334 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Steps to the beach! PRIVATE HEATED POOL w covered lanai. Central location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $375 per night (USD)VRBO
- From $370 per night (USD)
Expedia
Two minute walk to beach! PRIVATE HEATED POOL w covered lanai. Great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $370 per night (USD)Expedia
- From $299 per night (USD)
VRBO
GREAT COTTAGE w\/Heated Pool, Dog*(See Note) Allowed, FREE WiFi\/Trolley, Steps...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST-MINUTE DEALS! This Anna Maria Island cottage offers relaxation in this charming two-bedroo ...
From $299 per night (USD)VRBO
- Click For Pricing
Expedia
Dog Friendly with Heated Pool! Close to Boat Ramp and Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stones Throw by Anna Maria Island Accommodations Duplex in Holmes Beach, FL 34217 Welcome to Stones Throw, a fantastic ...
Click For PricingExpedia
- Click For Pricing
VRBO
Bayfront Holmes Beach Condo w\/ Resort Perks!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Situated in the West Bay Point and Moorings Condominiums community, this Holmes Beach vacation rental is perfect for an ...
Click For PricingVRBO
- From $728 per night (USD)
Expedia
Luana Breeze in Holmes Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this ...
From $728 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Plum Cottage: Duplex with a pool centrally located on Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plum Cottage is a 2 bedroom, 2 bath ground level home that is walking distance to pristine Gulf beaches. This Triplex ha ...
From $351 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Sea Pirate Condominium in Holmes Beach - 2BR Condo with Pool - By Island Real Es
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
"Sea Pirate 2" is a bright and sunny, ground-floor vacation rental condo that features beach decor, has an oversized hea ...
From $235 per night (USD)Expedia
- From $455 per night (USD)
VRBO
Beautifully remodeled with private pool and spa! Located near beach & shopping!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Last Resort by AMI Locals Home in Holmes Beach, Florida VRC19-000160 Welcome to Last Resort, the perfect ground-level, ...
From $455 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Newly renovated condo with community pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sea You Soon by AMI Locals Condo in Holmes Beach VRC22-000162 Welcome to Sea You Soon, a newly refreshed three-level ...
From $330 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Expansive Views, Walk to Beach and Grocer, Anna Maria Island Vacation Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy quiet sunsets from your private screened balcony at this two bedroom two bathroom third floor condo with preserve ...
From $181 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Perfect Beach Front Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. Thi ...
From $315 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Beach House Anna Maria Island, FL - 1 block to beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy ...
From $314 per night (USD)VRBO
- From $161 per night (USD)
Expedia
WBC 226 Spacious 1\/1 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
VRC20-000180 West-bay Cove 226 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious one bedro ...
From $161 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Private Heated Pool and Close to the beach with beach gear and Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This nicely appointed 2 bedroom, 2 bath ground floor home with Private Pool is located one very short block to the beaut ...
From $365 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Two great beach accesses just steps away!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000097 The Palms #4 is in Holmes Beach is just a short walk to the beach, walk to the shops and grocery store and ...
From $417 per night (USD)Expedia
- From $881 per night (USD)
VRBO
Island luxury 6 bedroom home with pool, walk to beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Seas the Day by AMI Locals Home in Holmes Beach, FL Just a 2 block stroll to the turquoise Gulf waters! Highlights: • ...
From $881 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Lakefront 3BR Duplex with Private Pool - Anna Maria Island - Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you’re looking to enjoy the beaches of Anna Maria Island, as well as relaxing island life, look no further than “Suga ...
From $500 per night (USD)Expedia
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Expedia
New Ohana Beach Resort! Fabulous salt pool! Around corner from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. The location is perfectly situate ...
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- Click For Pricing
Expedia
New Ohana Beach Resort! Fabulous salt pool! Around corner from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. The location is perfectly situate ...
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- Click For Pricing
Expedia
Ohana Beach Resort! Fabulous salt pool! Around corner from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. The location is perfectly situate ...
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- From $608 per night (USD)
Expedia
Amazing home with WATERSLIDE! One Block off beach! Life is Just Beachy here!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Just Beachy on beautiful Anna Maria Island! Have the trip of a lifetime at this beautifully appointed 6 bedro ...
From $608 per night (USD)Expedia
- From $219 per night (USD)
VRBO
5400 Unit 30 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
5400 Gulf Drive, Unit 30 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 6 people. VRC22-000238 Community ...
From $219 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Martinique 505 South
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Martinique 505 South - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC#20-000110Beach Front ...
From $229 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom Beach Facing Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $738 per night (USD)VRBO
- From $755 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom Beach Front Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $755 per night (USD)Expedia
- From $728 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Front unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $728 per night (USD)VRBO
- From $824 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $824 per night (USD)Expedia
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VRBO
Gulf of Mexico On The BEACH !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom, 1 Bath with full Pullman Kitchen. Sleeps 4, Pull Out Couch in Living Room. Directly on the BEACH !! Pool and ...
Click For PricingVRBO
- From $320 per night (USD)
Expedia
Short stroll to the beach, shops, and dinning.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 21-000073 La Playita is located less than 2 blocks to the beautiful Gulf beaches and walking distance to grocery ...
From $320 per night (USD)Expedia
- From $478 per night (USD)
VRBO
Close to Beach with Private Saltwater Pool - Casa Azul
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Azul by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000108 Casa Azul is a stunning vacation home nest ...
From $478 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Beach n It: Dog Friendly, Pool, Convenient to all of AMI by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
410 Bay Palms Dr., Holmes Beach, FL 34217 What you'll love about this home: Location! 3 Blocks to the Beach Two Bedroo ...
From $249 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Fully Remodeled Steps to the Beach - Amazing Tropical Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodel ...
From $388 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Charming Ground Level Resort Style 3 unit Condo - unit C
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly updated ground level 2 beds/1bath unit C of the triplex located on the southern end of Holmes Beach ...
From $258 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Townhome near the beach with heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two Sisters by Anna Maria Island Accommodations Townhome in Holmes Beach. FL 34217 Welcome to Two Sisters, an adorable ...
From $293 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Sand Dollar: Poolside Condo 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
6604 Holmes Blvd #2, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Two blocks to the beach! 2 Bedr ...
From $247 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Close to beach, trolley, shops and restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Walk 1 is a ground level 2 bedroom, 2 bath villa, just steps from the beach and includes a shared heated pool. Uni ...
From $208 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Anna Maria Island Condo w\/Pool & Gulf Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Leave your worries behind and bring your beach gear along to this 2-bedroom, 2-bathroom vacation rental condo in Holmes ...
From $202 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Ground Level Private Pool Villa - 3BR\/3BA - Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The newly listed Salt Shack is an adorable 3 bedroom 2 bathroom beach escape on Anna Maria Island. This vacation rental ...
From $456 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Palm Isle Village - 2BR Condo with Pool - Anna Maria Island - By Island Real Est
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The peaceful and airy feeling at “Palm Isle Village 3210” is a condo style Holmes Beach vacation home located in the cen ...
From $230 per night (USD)Expedia