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From $1291 per night (USD)
VRBO
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 $1291 per night (USD)
VRBO
From $1261 per night (USD)
Expedia
Yellowbird: AMI North End, Gulf Views, Pool, Tiki Hut, Elevator by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
705 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End of AMI - Quick Walk to ...
From $1261 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Longboat Village Getaway: House on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into tranquility with Longboat Village Getaway, a charming two-bedroom, two-bathroom stilted home nestled on the pe ...
From $348 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Sunny 1-bedroom island cottage with shared pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kick back and relax in this calm and stylish space. Is only 5 houses from the beach and 1 house away from the bay! Makin ...
From $348 per night (USD)
Expedia
From $336 per night (USD)
VRBO
3 BR Pool Home in West Bradenton ☀️ Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy Pool Home in West Bradenton. Are you looking for a quiet and peaceful place for your next vacation? Then this home ...
From $336 per night (USD)
VRBO
From $255 per night (USD)
Expedia
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 $255 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Private Pool House 6 miles from the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Single family home in West Bradenton. Only 6 miles from Anna Maria Island Bradenton Beach and 2 miles from IMG Academy. ...
From $264 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Bay Breeze Cottages #1 (The Mahi-Mahi)
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the ...
From $419 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Beach Club at Anna Maria Island #10 Resort by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
RVA features The Beach Club at Anna Maria. Old Florida charm meets modern, designer-decorated decor at this private, un- ...
From $475 per night (USD)
VRBO
From $523 per night (USD)
Expedia
Canal front home with boat access and and private pool and spa with fountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Sapphire Sea Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $523 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Pet friendly 3 BR Pool Home ⚓ on quiet cul-de-sac
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Paradise found! This comfortable 3 bedroom home is located in West Bradenton, only a short drive to Florida´s most bea ...
From $179 per night (USD)
VRBO
Click For Pricing
Expedia
Experience the passion of hospitality, cleaning, and good location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLAYA ESMERALDA INN on beautiful Anna Maria Island a charming Bungalow 20 steps to the beach. This one-bedroom unit is ...
Click For Pricing
Expedia
From $1316 per night (USD)
VRBO
Paradise on the Bay - Snead Island FL Waterfront - pool featured on Insane Pools
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Paradise on the Bay - Snead Island, Palmetto FL Relax in the hammock or fish off the dock on this waterfront gem on Terr ...
From $1316 per night (USD)
VRBO
From $439 per night (USD)
Expedia
2 BR Beach front villa with enclosed lanai overlooking the pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2 bedroom home with a split floor plan works beautifully to accommodate your family's vacation. You walk into a wel ...
From $439 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Tropical Oasis Awaits! Any day check-ins until November with plenty of Fall dates available!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming 2 bedroom/ 2 bathroom, 1st floor condo is truly an island treasure, with style that reflects the island it ...
From $250 per night (USD)
VRBO
Click For Pricing
Expedia
Experience the passion of hospitality, cleaning, and good location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLAYA ESMERALDA INN on beautiful Anna Maria Island a charming Bungalow 20 steps to the beach. This one-bedroom unit is ...
Click For Pricing
Expedia
From $238 per night (USD)
VRBO
❤️ Family Friendly ❤️ Lovely 3 BR Pool Home ❤️ Fiberoptic Internet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy and modern vacation home is located in West Bradenton. It´s only a short drive to Florida´s most beautiful bea ...
From $238 per night (USD)
VRBO
Click For Pricing
Expedia
Experience the passion of hospitality, cleaning, and good location!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLAYA ESMERALDA INN on beautiful Anna Maria Island a charming Bungalow 20 steps to the beach. This one-bedroom unit is ...
Click For Pricing
Expedia
$⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches$
From $235 per night (USD)
VRBO
⚓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 $235 per night (USD)
VRBO
From $486 per night (USD)
Expedia
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 $486 per night (USD)
Expedia
$3\/2 Lakefront Pool Home ☀️ NW Bradenton ☀️ Pool South Exposure$
From $284 per night (USD)
VRBO
3\/2 Lakefront Pool Home ☀️ NW Bradenton ☀️ Pool South Exposure
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This exceptional Lakefront Pool Home is located in a small and quaint community in Northwest Bradenton. Sit on the fres ...
From $284 per night (USD)
VRBO
From $388 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 $388 per night (USD)
Expedia
$4BR Htd Pool-Golf View\/Near IMG\/Siesta\/Lido Beach$
From $665 per night (USD)
VRBO
4BR Htd Pool-Golf View\/Near IMG\/Siesta\/Lido Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to The Siesta Retreat! We are delighted to have you. This gorgeous home has been completely renovated in a peac ...
From $665 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Welcome to Chrissie's Cay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Home away from home! This 2 bedroom 1 1/2 bath townhome is fully furnished ready for your get away. Both bedrooms are lo ...
From $289 per night (USD)
Expedia
From $535 per night (USD)
Expedia
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 $535 per night (USD)
Expedia
From $144 per night (USD)
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 ...
From $144 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Updated Resort Retreat 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 $433 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Rare! Adorable Cottage on Snead Island, Fish Dock,Tiki & Bch 250 ft. away. Pets
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Snead Island is surrounded by the Manatee River & Tampa Bay & connected to the city of Palmetto by a small bridge. Fish ...
From $198 per night (USD)
Expedia
From $1602 per night (USD)
VRBO
Rooftop Deck, Private Pool, Spa, close to Beach and Bay - Sea Forever
Bedrooms:
7
Bathrooms:
8
Sleeps:
18
Sea Forever by AMI Locals Home in Bradenton Beach, Florida TPL21-000115 Discover Sea Forever, your ultimate beach re ...
From $1602 per night (USD)
VRBO
From $431 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 $431 per night (USD)
Expedia
From $551 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 $551 per night (USD)
VRBO
From $406 per night (USD)
Expedia
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 $406 per night (USD)
Expedia
From $419 per night (USD)
VRBO
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 $419 per night (USD)
VRBO
From $966 per night (USD)
Expedia
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 $966 per night (USD)
Expedia
$Beautiful 3BR \/2BA, Family Friendly Home w\/Private pool\/patio area$
From $477 per night (USD)
VRBO
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 $477 per night (USD)
VRBO
$Beautiful 3Bed\/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine Beach,...$
From $412 per night (USD)
Expedia
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 $412 per night (USD)
Expedia
$Fountainhead Condo 3 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool$
From $224 per night (USD)
VRBO
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 $224 per night (USD)
VRBO
From $464 per night (USD)
Expedia
HEATED POOL & SPA ON CANAL, FREE WiFi & Trolley, Close to Beach & Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
**ASK ABOUT LAST MINUTE DEALS! Families or groups of friends love this big open house with plenty of room a ...
From $464 per night (USD)
Expedia
From $506 per night (USD)
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 ...
From $506 per night (USD)
VRBO
From $753 per night (USD)
Expedia
TIKI AMAZING BEACH FRONT VIEWS- Just Renovated December 2021
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000568 The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directl ...
From $753 per night (USD)
Expedia
From $461 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 $461 per night (USD)
VRBO
From $424 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 $424 per night (USD)
Expedia
From $478 per night (USD)
VRBO
Heated Pool Ranch Home, Steps to Beach, FREE WiFi and Trolley, Dog*(See Note)...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
**ASK ABOUT LAST MINUTE DEALS! Vacationers who like the old Florida ambiance of Anna Maria Island, Bradento ...
From $478 per night (USD)
VRBO
$A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches$
From $285 per night (USD)
Expedia
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 $285 per night (USD)
Expedia
From $1042 per night (USD)
VRBO
Watch Spectacular Sunsets Beach Front Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
VRC16-000530 Breakers 1 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high to ...
From $1042 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Heated Pool & Spa, FREE WiFi, Near AMI Beach & Village, Dog* (See Note)...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly updated to become your favorite place to stay on the Island, Lakeview Cottage boasts a private heated pool and spa ...
From $427 per night (USD)
Expedia
From $420 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 $420 per night (USD)
VRBO
$Lake By The Beach Pool\/Spa Home Overlooking Secluded Lake Native Landscaping$
From $534 per night (USD)
Expedia
Lake By The Beach Pool\/Spa Home Overlooking Secluded Lake Native Landscaping
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
VRC16-000495 The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two b ...
From $534 per night (USD)
Expedia
From $696 per night (USD)
VRBO
Beautiful Luxury Southern Style Home located in Anna Maria - Walk easily to Beach, Sleeps 6!
Bedrooms:
5
Bathrooms:
3
Sleeps:
6
Welcome to Southern Belle Beach House located just steps away from the Gulf beaches of Anna Maria Island. Southern Belle ...
From $696 per night (USD)
VRBO
From $553 per night (USD)
Expedia
3 bedroom, luxury beach house on Anna Maria Island, private pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palm Villa is a New England style cottage and Florida Keys getaway all rolled into one. The vaulted main room ceiling gi ...
From $553 per night (USD)
Expedia
From $429 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 $429 per night (USD)
VRBO
From $309 per night (USD)
Expedia
SS Salamander S Updated Pool Duplex Quiet Residential Location Steps To Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
VRC16-000500 Welcome to the SS Salamander, South unit at 121 50th Street in Holmes Beach. This recently updated two bed ...
From $309 per night (USD)
Expedia
$Peace N Paradise Private Relaxing Pool\/Spa 300 Yards To White Sandy Beach$
From $449 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 $449 per night (USD)
VRBO
$Sea Pirate 3 Attractive 2\/1 Condo With Pool Just Steps To Beach$
From $311 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 $311 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Three Bedroom Ground Floor Home with Retro Finishes and many Amenities!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Lime Cottage located just 2 blocks from the Gulf beaches of Anna Maria Island. Lime Cottage is a ground level ...
From $556 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Beach Palms 6B-Beach 1 Minute WalkHeated Pool-Free Wi-Fi-Dock-Surrounded By Wate
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Anna Maria Island Beach Palms is located 125 yards from the beach. You can walk to the beach in one minute. Addition ...
From $299 per night (USD)
VRBO
From $285 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 $285 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Beautiful Private Pool Home Just A Few Steps To The Beach Beachside
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 $635 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Beautiful three-bedroom two-bath elevated beach front home in Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC20-000178 Breakers 3, is a beautiful elevated three-bedroom, two-bath Gulf-front beach home located on a quiet, sec ...
From $259 per night (USD)
VRBO
From $764 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 $764 per night (USD)
Expedia
Click For Pricing
VRBO
Heated Pool FREE WiFi, Close to Beach Dock your Boat Dog* (See Note) Friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! You and your family will love staying in this beautiful three-bedroom, three ...
Click For Pricing
VRBO
From $303 per night (USD)
Expedia
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 ...
From $303 per night (USD)
Expedia
From $812 per night (USD)
VRBO
Anna Maria Island Beach Palace-Private Pool-Private Outdoor Kitchen-Free Wi-Fi
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Anna Maria Island Beach Palace offers incredible views in every direction because it’s situated in the best location on ...
From $812 per night (USD)
VRBO
$LAST MINUTE DEAL, Charming 2 Bed\/2 Bath, FREE WiFi, Anna Maria Island Is Just...$
From $202 per night (USD)
Expedia
LAST MINUTE DEAL, Charming 2 Bed\/2 Bath, FREE WiFi, Anna Maria Island Is Just...
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
**ASK ABOUT LAST MINUTE DEALS! This Charming elevated duplex will soon be your new favorite beach getaway! ...
From $202 per night (USD)
Expedia
From $378 per night (USD)
VRBO
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 $378 per night (USD)
VRBO
From $713 per night (USD)
Expedia
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 $713 per night (USD)
Expedia
From $498 per night (USD)
VRBO
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 $498 per night (USD)
VRBO
$Anna Maria Island Beach Condo w\/ Stunning Views!$
From $358 per night (USD)
Expedia
Anna Maria Island Beach Condo w\/ Stunning Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your ultimate Sunshine State getaway starts here at this 2-bedroom, 2-bath Holmes Beach vacation rental, situated right ...
From $358 per night (USD)
Expedia
From $352 per night (USD)
VRBO
GULF BEACH & BAY VIEWS, Heated Pool, FREE WiFi & Trolley, Great Sunsets
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
**ASK ABOUT LAST MINUTE DEALS! You'll absolutely love spending your vacation in this cheery three-bedroom, ...
From $352 per night (USD)
VRBO
From $498 per night (USD)
Expedia
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 $498 per night (USD)
Expedia
From $439 per night (USD)
VRBO
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 $439 per night (USD)
VRBO
From $327 per night (USD)
Expedia
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 $327 per night (USD)
Expedia
From $82 per night (USD)
VRBO
ATTENTION SNOWBIRDS-ESCAPE AND RELAX IN THIS BEAUTIFUL SETTING!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
BRADENTON, FLORIDA- ATTENTION SNOWBIRDS-ESCAPE AND RELAX IN THIS BEAUTIFUL SETTING! 55 + GATED COMMUNITY. CONDO HOA REQ ...
From $82 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Cute Cottage with 2 Master Suites and Expansive Pool Two Blocks from Beautiful Anna Maria Beaches!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Lemon Cottage located just 2 blocks from the Gulf beaches of Anna Maria Island. Lemon Cottage is a ground lev ...
From $430 per night (USD)
Expedia
From $399 per night (USD)
VRBO
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 $399 per night (USD)
VRBO
From $177 per night (USD)
Expedia
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 $177 per night (USD)
Expedia
$MI Happy Place Sea Horse Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $317 per night (USD)
VRBO
MI Happy Place Sea Horse Fresh And Fun Updated 2\/1 Unit Shared Large Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000207 Welcome to the Sea Horse unit at MI Happy Place Island Resort! Fresh and fun, this recently updated unit ...
From $317 per night (USD)
VRBO
$MI Happy Place Sea Turtle Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $354 per night (USD)
Expedia
MI Happy Place Sea Turtle Fresh And Fun Updated 2\/1 Unit Shared Large Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000208 A fun and relaxing vacation beckons at the Sea Turtle unit at MI Happy Place Island Resort! This unit fea ...
From $354 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Bliss and Tonic Down Updated and Close To The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bliss and Tonic is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas ...
From $221 per night (USD)
VRBO
$MI Happy Place Sand Dollar Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $283 per night (USD)
Expedia
MI Happy Place Sand Dollar Fresh And Fun Updated 2\/1 Unit Shared Large Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000210 The Sand Dollar unit at MI Happy Place Island Resort is a fantastic two bedroom, one bath unit that sleeps ...
From $283 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Just Blocks From Unforgettable Sunsets Bliss and Tonic Both
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Bliss and Tonic is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas ...
From $426 per night (USD)
VRBO
$MI Happy Place Sand Castle Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $379 per night (USD)
Expedia
MI Happy Place Sand Castle Fresh And Fun Updated 2\/1 Unit Shared Large Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
VRC19-000209 MI Happy Place Island Resort - Sand Castle is a delightful Anna Maria Island locale situated directly acro ...
From $379 per night (USD)
Expedia
From $1918 per night (USD)
VRBO
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 $1918 per night (USD)
VRBO
From $1232 per night (USD)
Expedia
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 $1232 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Charming Cottage, FREE Wi-Fi & Trolley, Close to Gulf & Bay Beach, Stroll the...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**ASK ABOUT LAST MINUTE DEALS! This absolutely charming cottage can be yours for an affordable vacation in ...
From $345 per night (USD)
VRBO
$Beautiful 2\/2 ground floor condo ⚓ resort style community$
From $220 per night (USD)
Expedia
Beautiful 2\/2 ground floor condo ⚓ resort style community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2 Bedroom, 2 Bathroom ground floor end unit in very private setting! Sit on your back porch and enjoy the view ...
From $220 per night (USD)
Expedia
$Gulf Sands 201 2\/2 Condo Gulf Front With Large Pool$
From $304 per night (USD)
VRBO
Gulf Sands 201 2\/2 Condo Gulf Front With Large Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC16-000492 Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, ...
From $304 per night (USD)
VRBO
$CHARMING COTTAGE W\/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi\/Trolley,...$
From $385 per night (USD)
Expedia
CHARMING COTTAGE W\/HEATED POOL, Close to Gulf & Bay Beach, FREE WiFi\/Trolley,...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**ASK ABOUT LAST-MINUTE DEALS! All of the comforts of home in this tastefully designed 4-bedroom 3-bath gro ...
From $385 per night (USD)
Expedia
$Fountainhead Condo 4 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool$
From $189 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 $189 per night (USD)
VRBO
From $321 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 $321 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 $367 per night (USD)
Expedia
Heated Pool, FREE WiFi, Close to Anna Maria Island Beach, Dog* (See Note)...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Enjoy an affordable Florida vacation at Three Dolphins, located in West Brad ...
From $367 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Anna Maria Island Beach Sands 201-Private Beach Access-Free Wi-Fi-Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Anna Maria Island Beach Sands #201 is located with-in walking distance of Anna Maria Island's best waterfront restau ...
From $475 per night (USD)
VRBO
$Siboney 3\/2 Private Pool Home$
From $732 per night (USD)
Expedia
Siboney 3\/2 Private Pool Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
VRC16-000563 The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a priva ...
From $732 per night (USD)
Expedia
From $455 per night (USD)
VRBO
Anna Maria Island Beach Sands-Private Beach Access-Heated Pool-Free Wi-Fil
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The Beach Sands condo is completely surrounded by water with the Gulf of Mexico to the west, the Intra-Coastal Waterway ...
From $455 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Anna Maria Island Beach Sands 101-Private Beach Access-Heated Pool-Free Wi-Fi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Anna Maria Island Beach Sands 101 overlooks the Gulf of Mexico is located with-in walking distance of Anna Maria Isl ...
From $371 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Beach View 207-Private Beach Access-Free Wi-Fi-Heated Pool-2 Balconies
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Anna Maria Island Beach View 207 is a beautiful two bedroom, two bathroom condo that sleeps six, directly overlookin ...
From $300 per night (USD)
VRBO
From $431 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 $431 per night (USD)
Expedia
$Palm Cay 5 3\/2 Pool Condo Near White Sandy Beach$
From $303 per night (USD)
VRBO
Palm Cay 5 3\/2 Pool Condo Near White Sandy Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000555 Palm Cay Condominium #5 located at 3000 Gulf Drive in Holmes Beach is a very spacious three bedroom, two b ...
From $303 per night (USD)
VRBO
From $705 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 $705 per night (USD)
Expedia

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