Holmes Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Holmes Beach, Florida on RentalSaver.com!

Holmes Beach Rentals

From $497 per night (USD)
VRBO
Beautiful Beach Home Right Near the Water with Private Pool, AC, & Fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Joy Abounds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $497 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Charming Ground Floor Condo with Shared Pool, High-Speed WiFi, and Central AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beach Villa 1B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $361 per night (USD)
Expedia
From $463 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! 5 min walk to beach! Sleeps 6
Bedrooms:
2
Bathrooms:
3
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 $463 per night (USD)
VRBO
From $254 per night (USD)
Expedia
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)
Expedia
From $1519 per night (USD)
VRBO
Large Home Directly on the Beach - By Island Real Estate Vacations
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $1519 per night (USD)
VRBO
From $1118 per night (USD)
Expedia
Private Tropical Oasis so close to BEACH with a great Pool and Spa!
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Tropical Oasis by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private pool with waterfall, hot tub ...
From $1118 per night (USD)
Expedia
From $711 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...
From $711 per night (USD)
VRBO
From $811 per night (USD)
Expedia
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Luxury Direct Gulf Front Condo Very large unit- 2100 sq ft-Top Floor, Corner Unit Panoramic Gulf views-private stairs fr ...
From $811 per night (USD)
Expedia
From $923 per night (USD)
VRBO
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
At A Glance 2-Minute Walk (500 Feet) to the Beach! Private Pool and Outdoor Spa, Heated Seasonally Outdoor Bar and Pool ...
From $923 per night (USD)
VRBO
From $396 per night (USD)
Expedia
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)
Expedia
From $434 per night (USD)
VRBO
Great Cottage with private pool, so close to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconut Cottage #4 By Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $434 per night (USD)
VRBO
$Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer\/Fall!$
From $603 per night (USD)
Expedia
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 $603 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Steps to Beach - The Cozzi Cottage by SeaBreeze Vacation
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brimming with historic character, this charming ground level 1 bedroom/1 bath cottage has a bright modern, organic feel– ...
From $368 per night (USD)
VRBO
From $555 per night (USD)
Expedia
~ 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 $555 per night (USD)
Expedia
$Twin Palms: Big House Close to Beach, Heated Lagoon Pool, Infant\/Pet friendly$
From $483 per night (USD)
VRBO
Twin Palms: Big House Close to Beach, Heated Lagoon Pool, Infant\/Pet friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Stay at the home of a NY Times best-selling food writer and her architectural designer/tech husband! Pet friendly, lots ...
From $483 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Steps from the Beach 2BR
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Casa Coconut AMI unit 1, located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale di ...
From $238 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Great location near Manatee Beach 1BR
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Great work or study from "home" while on vacation. This unit has large office space in addition to the living area and i ...
From $369 per night (USD)
VRBO
From $233 per night (USD)
Expedia
2BR Steps from Manatee Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Casa Coconut AMI unit 2 is located at 4104 4th Avenue in Holmes Beach, on Anna Maria Island, a delightful island locale ...
From $233 per night (USD)
Expedia
$Golf cart+4BR\/3B 2100sq Renovated, Large Pool and deck$
From $682 per night (USD)
VRBO
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 $682 per night (USD)
VRBO
From $1293 per night (USD)
Expedia
Incredible pool home near the beach - Take Me Away
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Take Me Away by AMI Locals Home in Holmes Beach, FL 34217 VRC20-000170 Welcome to Take Me Away, a lovely, recently reno ...
From $1293 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Terrace Condo 1 Pool Condo Relaxing Tropical Pool Deck Close To Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC 19-00237 The Terrace Condominium #1, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably fu ...
From $265 per night (USD)
VRBO
From $678 per night (USD)
Expedia
Turtle's Bay managed by Beach Retreats FL Anna Maria Island
Bedrooms:
4
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 $678 per night (USD)
Expedia
From $441 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 $441 per night (USD)
VRBO
From $1041 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 $1041 per night (USD)
Expedia
From $754 per night (USD)
VRBO
Seahorse Beach House managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
202 81 st Street - Holmes Beach - Fl 34217 VRC17-000118 Book with confidence: You may cancel your reservation up to 60 ...
From $754 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Crosswind Cottage managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
4
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 $537 per night (USD)
Expedia
$No damage to condo after hurricanes supermarket \/beach close once open. Locals book now. VR can DEC.$
From $182 per night (USD)
VRBO
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)
VRBO
$⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches$
From $254 per night (USD)
Expedia
⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $254 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Sunrise Bay Unit B! Heated pool! Walk to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a spacious completely updated ground floor 2/2. Unit B is part of a 2 unit duplex with a private porch and grill ...
From $440 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Beachside getaway! Adorable home with pool spa access! 5 min walk to beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is unit A in a 2 unit duplex. The place has been completely upgraded from top to bottom with brand new everything. ...
From $320 per night (USD)
Expedia
From $599 per night (USD)
VRBO
AMI Villa by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home ...
From $599 per night (USD)
VRBO
$Walk to Beach: Home w\/ Porch on Anna Maria Island!$
From $298 per night (USD)
Expedia
Walk to Beach: Home w\/ Porch on Anna Maria Island!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Map out your coastal Florida escape to this warm and welcoming 2-bedroom, 2-bathroom vacation rental located on Anna Mar ...
From $298 per night (USD)
Expedia
From $579 per night (USD)
VRBO
Ebb Tide by Duncan Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come to this Island home and have a vacation of a lifetime! Totally remodeled, this 3-bedroom, 3-bath pool home is well ...
From $579 per night (USD)
VRBO
Click For Pricing
Expedia
Island Get Away
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This newly updated and furnished condo in Holmes Beach is a picturesque and luxurious two bedroom two bath bay front con ...
Click For Pricing
Expedia
From $1402 per night (USD)
VRBO
Sizzling Summer Rates at Surf Side Beach House GULF VIEWS managed by Beach Retreats FL Anna Maria Island
Bedrooms:
5
Bathrooms:
5
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 $1402 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Perfect island getaway for families! Private pool, close to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconut Cottage #3 by Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $357 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Casa Sierra 203A - 2BR Condo with Pool By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdo ...
From $357 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Emerald Bay managed by Beach Retreats FL Anna Maria Island
Bedrooms:
4
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 $575 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Casa Sierra 205B - 2BR Condo with Pool - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
When you visit the quiet four unit Casa Sierra complex you’ll enjoy great amenities like the shared heated pool with per ...
From $340 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Casa Sierra 205A - 2BR Condo with Pool - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just a two minute walk to the beach! Casa Sierra 205 A 36th Street in Holmes Beach. Sleeps (6), (2) Bedroom (2) Bathroom ...
From $404 per night (USD)
Expedia
From $776 per night (USD)
VRBO
Private Heated Pool Home in Holmes Beach - Fernweh - By Island Real Estate Vaca
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Fernweh! (Means to crave for travel; being homesick for a place you've never been) New Luxury Home located at ...
From $776 per night (USD)
VRBO
$Beautiful 3BR \/2BA, Family Friendly Home w\/Private pool\/patio area$
From $345 per night (USD)
Expedia
Beautiful 3BR \/2BA, Family Friendly Home w\/Private pool\/patio area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom 2 bathroom vacation home on beautiful Anna Maria Island, Just two short blocks from the most breathtaking whit ...
From $345 per night (USD)
Expedia
$Beautiful 3Bed\/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine Beach,...$
From $547 per night (USD)
VRBO
Beautiful 3Bed\/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine Beach,...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Forget your cares at this thoughtfully renovated 3 bedroom, 3 bath, pool hom ...
From $547 per night (USD)
VRBO
$Fountainhead Condo 3 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool$
From $244 per night (USD)
Expedia
Fountainhead Condo 3 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC21-000076 Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful b ...
From $244 per night (USD)
Expedia
Click For Pricing
VRBO
Two bedroom private heated pool and hot tub, on AMI- pet friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Island Delight is a cozy 2 bedroom one bath duplex with a private heated saltwater pool and hot tub in the Seaside Garde ...
Click For Pricing
VRBO
From $1071 per night (USD)
Expedia
Tiki a Gulf-Front Escape with Unmatched Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000568 Tiki | Gulf-Front Escape with Unmatched Views Your Private Slice of Paradise Awaits! Perched directly on ...
From $1071 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Yellowfin Cottage located just 2 houses from the Gulf beaches on Anna Maria Island. Yellowfin Cottage is a gr ...
From $408 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $448 per night (USD)
Expedia
$A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches$
From $312 per night (USD)
VRBO
A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000511 A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside ...
From $312 per night (USD)
VRBO
From $898 per night (USD)
Expedia
Breakers 1 | A Classic Old Florida Beach Cottage – Fully Restored
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Some homes are more than just a place to stay—they hold a story. Breakers 1 is one of the few remaining Old Florida coas ...
From $898 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Island Cottage with open living area, pool, ground floor very close to beach located in Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bluefin Cottage located a few houses from the Gulf beaches of Anna Maria Island. Bluefin Cottage is a half d ...
From $445 per night (USD)
VRBO
From $569 per night (USD)
Expedia
3 bedroom, luxury beach house on Anna Maria Island, private pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palm Villa welcomes you to sunny AMI! Palm Villa is a very comfortable, casual, but well-appointed Florida island getawa ...
From $569 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Holmes Beach Cottage Steps to the Beach with Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Starfish Shack located just a few houses from the Gulf beaches of Anna Maria Island. The Starfish Shack i ...
From $439 per night (USD)
VRBO
From $398 per night (USD)
Expedia
SS Salamander South | Steps to the Beach + Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
VRC16-000500 Your Holmes Beach Escape Awaits Tucked just one block from the pristine Gulf beaches, SS Salamander South ...
From $398 per night (USD)
Expedia
$Peace N Paradise Private Relaxing Pool\/Spa 300 Yards To White Sandy Beach$
From $393 per night (USD)
VRBO
Peace N Paradise Private Relaxing Pool\/Spa 300 Yards To White Sandy Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC20-000280 Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath dup ...
From $393 per night (USD)
VRBO
$Sea Pirate 3 Attractive 2\/1 Condo With Pool Just Steps To Beach$
From $327 per night (USD)
Expedia
Sea Pirate 3 Attractive 2\/1 Condo With Pool Just Steps To Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC16-000556 Sea Pirate Condo #3, located at 3303 Gulf Drive in the heart of Holmes Beach is just across the street fro ...
From $327 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The cozy front porch of Gulf Winds A invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $268 per night (USD)
VRBO
From $663 per night (USD)
Expedia
Beachside | Private Pool Home Steps To Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
VRC16-000521 Beachside is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high tou ...
From $663 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Breakers 3 | Classic Old Florida Beachfront Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC20-000178 Timeless Charm with Panoramic Gulf Views Step back in time to the charm of Old Florida at Breakers 3, a cl ...
From $341 per night (USD)
VRBO
From $1086 per night (USD)
Expedia
One house to the Beach with expansive heated pool!! Sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Sunset Beach House just a few steps away from the Gulf beaches of Anna Maria Island. Sunset Beach is a 4 bed ...
From $1086 per night (USD)
Expedia
Click For Pricing
VRBO
Updated 2 bedroom, beach condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a bright and well maintained two bedroom/ two bath condo in desirable Westbay Pointe & Moorings Condominiums sit ...
Click For Pricing
VRBO
From $380 per night (USD)
Expedia
Seaside Beach House 102 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000503 Seaside Beach House #102 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $380 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Seaside Beach House 205 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000508 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two bedroo ...
From $531 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Two Bedroom Cozy Island Home Right Around the Corner from Gulf Beaches. Lots of Amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Loggerhead Beach House just a few houses from the Gulf beaches on Anna Maria Island. Loggerhead Beach House i ...
From $430 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Beautiful cottage just around the corner from the beach with Private Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Seahorse Beach House located just a few houses from the Gulf beaches of Anna Maria Island. Seahorse Beach Hou ...
From $430 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Castaway Cottage located 2 houses down from the Gulf beaches of Anna Maria Island. Castaway Cottage is a grou ...
From $367 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Heated Pool & Spa FREE WiFi & Trolley, Close to Beach & Bay with Dock on the...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**ASK ABOUT LAST-MINUTE DEALS! We at Beachrentals.mobi LOVE Sunbow Bay for its awesome amenities and afford ...
From $239 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Two Bedroom Ground Floor Island Home Sleeps 5 and Includes Heated Pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Sand Dollar Shack located just a few houses from the Gulf beaches on Anna Maria Island. The Sand Dollar S ...
From $434 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Cove At Sandy Point 208 Overlooking Natural Preserve With A Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC19-000217 Unit 208 is a two-bedroom, two-bathroom condo located at the Cove at Sandy Pointe. Under new ownership, ma ...
From $245 per night (USD)
VRBO
From $322 per night (USD)
Expedia
MI Happy Place Sea Horse 3 | Beach Across St | Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000207 Newly renovated in late 2024, this 2BR/1BA retreat features a brand-new kitchen with granite counter tops, ...
From $322 per night (USD)
Expedia
From $277 per night (USD)
VRBO
MI Happy Place Sea Turtle 4 | Beach Across St | Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000208 Fully renovated in late 2024, this 2BR/1BA coastal retreat features a brand-new kitchen with granite count ...
From $277 per night (USD)
VRBO
From $267 per night (USD)
Expedia
MI Happy Place Sand Dollar 2 | Beach Across St | Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000210 Fully renovated in late 2024, this 2BR/1BA retreat now features a brand-new kitchen with granite counter t ...
From $267 per night (USD)
Expedia
From $313 per night (USD)
VRBO
MI Happy Place Sand Castle1 Beach Across St & Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000209 Your Relaxing Getaway on Anna Maria Island Freshly renovated in late 2024, MI Happy Place Sand Castle 1 no ...
From $313 per night (USD)
VRBO
From $1449 per night (USD)
Expedia
Absolutely Perfect Private Beach Front Pool Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
VRC16-000512 Absolutely Perfect is thoroughly cleaned and sanitized prior to your arrival. We pay special attention ...
From $1449 per night (USD)
Expedia
From $1424 per night (USD)
VRBO
Valhalla Both Units Duplex On Beach Covered Deck Unforgettable Sunsets
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
VRC's 16-000569 & VRC 16-000570 The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three ba ...
From $1424 per night (USD)
VRBO
$Gulf Sands 201 2\/2 Condo Gulf Front With Large Pool$
From $414 per night (USD)
Expedia
Gulf Sands 201 2\/2 Condo Gulf Front With Large Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC16-000492 *DUE TO HURRICANES THE ELEVATOR AT THIS PROPERTY IS OUT OF SERVICE AT THIS TIME Gulfsands Condo #201, loca ...
From $414 per night (USD)
Expedia
$Fountainhead Condo 4 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool$
From $235 per night (USD)
VRBO
Fountainhead Condo 4 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000542 Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach only a few steps from the beautiful beac ...
From $235 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC 21-000063 Anna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $308 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is ...
From $409 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus Cottage is a ground level hal ...
From $435 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Palm Cay 5, Newly Remodeled Townhome Steps from the Beach. Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000555 The New Pictures Are Coming Very Soon!! Palm Cay 5 | Newly Remodeled Townhome Steps from the Beach Freshly ...
From $430 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Seaside Beach House 101 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000502 Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $387 per night (USD)
Expedia
$GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...$
From $711 per night (USD)
VRBO
GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! This direct Gulf-front property is sure to be a hit! It has been completely ...
From $711 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Seaside Beach House 105 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000506 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two-bedroo ...
From $496 per night (USD)
Expedia
From $1040 per night (USD)
VRBO
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Coconut Hideaway located just steps away from the Gulf beaches of Anna Maria Island. This beach house has a p ...
From $1040 per night (USD)
VRBO
From $496 per night (USD)
Expedia
3 bedroom home on Anna Maria Island, private heated pool, super location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This stunning tropical oasis called Sunbreeze features hardwood and tile floors throughout the home, front and back deck ...
From $496 per night (USD)
Expedia
From $1040 per night (USD)
VRBO
Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Aqua Oasis located just steps from the Gulf beaches of Anna Maria Island. This beach house has a private pati ...
From $1040 per night (USD)
VRBO
$Bradenton Beach Club unit D | 3\/2 Beach Front Condo$
From $807 per night (USD)
Expedia
Bradenton Beach Club unit D | 3\/2 Beach Front Condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*DUE TO HURRICANES THE ELEVATOR AT THIS PROPERTY IS OUT OF SERVICE AT THIS TIME Welcome to your dream getaway – a stunn ...
From $807 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a gro ...
From $421 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $448 per night (USD)
Expedia
$Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...$
From $285 per night (USD)
VRBO
Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sandy Point 109 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000084 Distan ...
From $285 per night (USD)
VRBO
From $938 per night (USD)
Expedia
Paradise Beach House managed by Beach Retreats FL Anna Maria Island
Bedrooms:
7
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 $938 per night (USD)
Expedia
From $175 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 $175 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Island Townhouse - 200 Steps to the Beach
Bedrooms:
2
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 $264 per night (USD)
Expedia
$1 BR \/ 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo$
From $358 per night (USD)
VRBO
1 BR \/ 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Perfect summer or winter hideaway!!! Located on Quiet Avenue E not busy Gulf Drive. Completely renovated one bedroom, o ...
From $358 per night (USD)
VRBO
From $423 per night (USD)
Expedia
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)
Expedia
From $416 per night (USD)
VRBO
Royal Palm: Pool, 2 Blocks to Beach, Close to Dining & Shopping by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Royal Palm by Anna Maria Life Vacation Rentals 5701 Holmes Blvd, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $416 per night (USD)
VRBO
From $543 per night (USD)
Expedia
Tiki Cottage: 2.5 Blocks to Beach, Pool with Swim up Tiki Bar by Anna Maria Live Vacation Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Tiki Cottage by Anna Maria Life Vacation Rentals 303 64th St, Unit B, Holmes Beach, FL 34217 2.5 Blocks to the Beach! ...
From $543 per night (USD)
Expedia
From $418 per night (USD)
VRBO
Happy Place: 1.5 Blocks to Beach, Pool Home, Florida Room by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Happy Place by Anna Maria Life Vacation Rentals 210 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: L ...
From $418 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Chiki Tiki West: Eclectic Beach House, Tiki Bar & Pool, 2.5 Blocks to Beach by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Chiki Tiki West by Anna Maria Life Vacation Rentals 303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $434 per night (USD)
Expedia

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