Holmes Beach Rentals
- From $117 per night (USD)
VRBO
Island Get Away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This newly updated and furnished condo in Holmes Beach is a picturesque and luxurious two bedroom two bath bay front con ...
From $117 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Perfect island getaway for families! Private pool, close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Cottage #3 by Anna Maria Island Locals Condo in Holmes Beach, FL Located across the street from the Manatee Pub ...
From $299 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Casa Sierra 203A - 2BR Condo with Pool By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $264 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Osprey in Blue Lagoon - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Blue Lagoon is a small upscale 6 unit complex and this holiday rentals is just a short stroll from the best beaches ...
From $347 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Casa Sierra 205B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $280 per night (USD)VRBO
- From $253 per night (USD)
Expedia
Casa Sierra 205A - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $253 per night (USD)Expedia
- From $450 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 $450 per night (USD)VRBO
- From $404 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 $404 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Two bedroom private heated pool, on Anna Maria Island - pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island Delight is a cozy 2 bedroom one bath half-duplex with a private heated saltwater pool in the Seaside Gardens neig ...
From $258 per night (USD)VRBO
- From $947 per night (USD)
Expedia
TIKI AMAZING BEACH FRONT VIEWS- Just Renovated December 2021
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated December 2021 VRC16-000568 The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three ...
From $947 per night (USD)Expedia
- From $272 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 $272 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $350 per night (USD)Expedia
- From $210 per night (USD)
VRBO
1 King bedroom, on Anna Maria Island with private heated, Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's Beach House East is a vibrant, well maintained and equipped island duplex. Just steps from the white sands and ...
From $210 per night (USD)VRBO
- From $284 per night (USD)
Expedia
A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000511 A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside ...
From $284 per night (USD)Expedia
- From $774 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 $774 per night (USD)VRBO
- From $460 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 $460 per night (USD)Expedia
- Click For Pricing
VRBO
2 bedroom, Gulf front condo in Anna Maria Island with pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Marbella! This gorgeous vacation villa is located on the top floor of a beach front condo complex. Enjoy the ...
Click For PricingVRBO
- From $323 per night (USD)
Expedia
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 $323 per night (USD)Expedia
- From $231 per night (USD)
VRBO
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 $231 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Peace N Paradise Private Relaxing Pool\/Spa 300 Yards To White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $274 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Sea Pirate 3 Attractive 2\/1 Condo With Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $293 per night (USD)VRBO
- From $413 per night (USD)
Expedia
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 $413 per night (USD)Expedia
- From $405 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 $405 per night (USD)VRBO
- From $163 per night (USD)
Expedia
Fountainhead Condo 3 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $163 per night (USD)Expedia
- From $307 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 $307 per night (USD)VRBO
- From $338 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 $338 per night (USD)Expedia
- From $171 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 $171 per night (USD)VRBO
- From $596 per night (USD)
Expedia
Beautiful Private Pool Home Just A Few Steps To The Beach Beachside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VRC16-000521 Beachside is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high tou ...
From $596 per night (USD)Expedia
- From $345 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 $345 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Anna Maria Island Beach Paradise 5-Heated Pool-Free Wi-Fi-Linen Service
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Steps away from the ""Beach Paradise 5"" you’ll find the West Coast Surf Shop that has been in business for 99+ years an ...
From $250 per night (USD)VRBO
- From $145 per night (USD)
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 ...
From $145 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Seaside Beach House 102 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $361 per night (USD)Expedia
- From $435 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 $435 per night (USD)VRBO
- From $335 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 $335 per night (USD)Expedia
- Click For Pricing
VRBO
Anna Maria Island Beach Condo w\/ Stunning Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your ultimate Sunshine State getaway starts here at this 2-bedroom, 2-bath Holmes Beach vacation rental, situated right ...
Click For PricingVRBO
- From $315 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 $315 per night (USD)Expedia
- From $347 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 $347 per night (USD)VRBO
- From $228 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 $228 per night (USD)Expedia
- From $335 per night (USD)
VRBO
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 $335 per night (USD)VRBO
- From $301 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 $301 per night (USD)Expedia
- From $192 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 $192 per night (USD)VRBO
- From $152 per night (USD)
Expedia
MI Happy Place Sea Horse Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000207 Welcome to the Sea Horse unit at MI Happy Place Island Resort! Fresh and fun, this recently updated unit ...
From $152 per night (USD)Expedia
- From $173 per night (USD)
VRBO
MI Happy Place Sea Turtle Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $173 per night (USD)VRBO
- From $439 per night (USD)
Expedia
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 $439 per night (USD)Expedia
- From $183 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 $183 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC 21-000063 Anna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attent ...
From $356 per night (USD)Expedia
- From $320 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 $320 per night (USD)VRBO
- Click For Pricing
Expedia
Gerties B, a cozy 1\/1 king bedroom just steps to the beach, pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's B is a vibrant, fully equipped island duplex. Just steps from the white sands and turquoise waters of the Gulf ...
Click For PricingExpedia
- From $416 per night (USD)
VRBO
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 $416 per night (USD)VRBO
- From $195 per night (USD)
Expedia
1 king bedroom duplex on Anna Maria Island, pet friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Gertie's A is a vibrant, fully equipped island duplex. Just steps from the white sands and turquoise waters of the Gulf ...
From $195 per night (USD)Expedia
- From $347 per night (USD)
VRBO
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 $347 per night (USD)VRBO
- From $375 per night (USD)
Expedia
NEWLY REDECORATED 11\/2021 Palm Cay 5 3\/2 Pool Condo Near White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**11/03/21 JUST REFURNISHED AND DECORATED, NEW PICTURES ARE POSTED!!** VRC16-000555 Palm Cay Condominium #5 located at ...
From $375 per night (USD)Expedia
- From $457 per night (USD)
VRBO
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 $457 per night (USD)VRBO
- From $706 per night (USD)
Expedia
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 $706 per night (USD)Expedia
- From $480 per night (USD)
VRBO
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 $480 per night (USD)VRBO
- From $893 per night (USD)
Expedia
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 $893 per night (USD)Expedia
- From $331 per night (USD)
VRBO
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 $331 per night (USD)VRBO
- From $630 per night (USD)
Expedia
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 $630 per night (USD)Expedia
- From $653 per night (USD)
VRBO
Bradenton Beach Club 3\/2 Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream getaway – a stunning 3-bedroom, 2-bathroom gulf-front condo that embodies beauty, tranquility, and ...
From $653 per night (USD)VRBO
- From $326 per night (USD)
Expedia
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 $326 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $350 per night (USD)VRBO
- From $211 per night (USD)
VRBO
Anna Maria Island Beach Paradise 6-Heated Pool, Free Wi-Fi-Linen Service
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Steps away from the ""Beach Paradise 6"" you’ll find the West Coast Surf Shop that has been in business for 99+ years an ...
From $211 per night (USD)VRBO
- From $551 per night (USD)
VRBO
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 $551 per night (USD)VRBO
- From $165 per night (USD)
Expedia
MI Happy Place Sand Castle Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC19-000209 MI Happy Place Island Resort - Sand Castle is a delightful Anna Maria Island locale situated directly acro ...
From $165 per night (USD)Expedia
- From $1152 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 $1152 per night (USD)VRBO
- From $1245 per night (USD)
Expedia
Valhalla Both Units Duplex On Beach Covered Deck Unforgettable Sunsets
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
VRC's 16-000569 & VRC 16-000570 The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three ba ...
From $1245 per night (USD)Expedia
- From $399 per night (USD)
VRBO
90sec walk to beach, quiet, sunny pool, clean, 500mb, solar system, PS4
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We have developed a comprehensive Safety / Cleaning / Sanitation Plan and work with an amazing team to ensure the home & ...
From $399 per night (USD)VRBO
- From $173 per night (USD)
Expedia
MI Happy Place Sand Dollar Fresh And Fun Updated 2\/1 Unit Shared Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $173 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Sandy Point 109 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point 109 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000084Distance to the Beac ...
From $221 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Nestled Cottage! Sleeps 6-POOL-Short walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lovely, conveniently located ground level home in the heart of Holmes Beach. This two bedroom home has it all. Newly ins ...
Click For PricingExpedia
- From $366 per night (USD)
VRBO
Royal Palm: Pool, 2 Blocks to Beach, Close to Dining & Shopping by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
5701 Holmes Blvd, Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2 Blocks to the Beach! 2 B ...
From $366 per night (USD)VRBO
- From $259 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:
- 3
- 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 $259 per night (USD)Expedia
- From $560 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
210 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 4 Bedrooms / ...
From $560 per night (USD)VRBO
- From $525 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
303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 2.5 Blocks to the Beach! 3 Bed ...
From $525 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Castnetter Beach Resort 5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $282 per night (USD)VRBO
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Expedia
Updated Canal Front Home with Elevator and Heated Pool/Spa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beach and Boat House by AMI Locals House in Holmes Beach VRC19-000169 Welcome to Beach and Boat House, a gorgeous canal ...
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- From $219 per night (USD)
VRBO
Casa Sierra 203B - 2BR Condo with Pool - By Island Real Estate Vacations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. Th ...
From $219 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Sugaree - 2bedroom Private Pool Property in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Anna Maria Island vacation rental offers one king bed, two twin beds and a queen sleeper sofa all covered in premiu ...
From $203 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Chapter 2: Newly renovated pool home, tiki hut and close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chapter II Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater ...
From $286 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Adorable cottage just across the street from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage #2 By AMI Locals Condo in Holmes Beach, FL Located across the street from the Manatee Public Beach! Hi ...
From $255 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
“The Coconuts Beach Resort 108” is a 1 bed 1 bath beach front condo, nestled in the heart of Holmes Beach. Apart of the ...
From $245 per night (USD)VRBO
- From $529 per night (USD)
Expedia
🌴”Kiwi Cottage at Holmes Beach” - Private Heated Pool +Spa+Walk to the Beach! 🌞
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kiwi Coastal Cottage is under new ownership and every space has been thoughtfully redecorated with a cozy coastal island ...
From $529 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Sunbow Bay 213 - gorgeous 2 bed\/2 bath condo in excellent location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You will enjoy this 2 bedroom/2 bath condo that is part of the well maintained Sunbow Bay Condominiums with a heated com ...
From $168 per night (USD)VRBO
- From $550 per night (USD)
Expedia
Island Retreat- Stunning 4 bedroom with private heated pool and walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
At A Glance Luxury Island style home Two minute stroll to the beach Tropical heated pool/Tiki Bar West-facing, view of ...
From $550 per night (USD)Expedia
- From $800 per night (USD)
VRBO
Blue Water View- 6 bedrooms with amazing rooftop deck and private heated pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
At A Glance On our Professional Linen Service Program Beautiful Gulf water views, only 1 minute walk to the beach-locat ...
From $800 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Enjoy pool and beach views! Perfect location on AMI!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Highlights: • Private Lanai with direct beach and pool ...
From $425 per night (USD)Expedia
- From $801 per night (USD)
VRBO
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida This grand, waterfront, four-bedroom, and three-and-a-ha ...
From $801 per night (USD)VRBO
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Expedia
Amazing Resort Sixty-Six, Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For PricingExpedia
- From $295 per night (USD)
VRBO
Newly updated 2 bedroom condo on the beach block!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kitchen and Dining area, Living Room, Private Lanai with beach and pool views The view from this condo is absolutely fa ...
From $295 per night (USD)VRBO
- From $299 per night (USD)
Expedia
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is ...
From $299 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Comfortable and just-updated 1 bedroom beachfront condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Coconuts Beachfront #110! Highlights: -Newly remodeled with updated furniture and decor -Large bay of window ...
From $565 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Dog Friendly Holmes Beach Condo with Pool - Palm Isle Village 3211 - By Island R
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. With ...
From $306 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Lakeside Beach House 3\/2 Pool Home Outdoor Kitchen Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC16-000807 The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private heated ...
From $421 per night (USD)VRBO
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Expedia
Fun and updated 1 bedroom condo! Beachfront complex with shared pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlights: -Direct access to the Pool Area ...
Click For PricingExpedia
- From $336 per night (USD)
VRBO
Vibrant retreat with pool, beach access, tennis, balcony, & stunning ocean views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Place 19 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $336 per night (USD)VRBO
- From $297 per night (USD)
Expedia
BEACH FRONT, 2 Bd\/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $297 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Water-view condo near the beach with pools, dock, pickleball - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $186 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Beach front view and only steps to the white sandy beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers pictures ...
From $394 per night (USD)Expedia
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Expedia
Come relax in paradise under the palms with with private pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise Palms East is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally loca ...
Click For PricingExpedia
- From $520 per night (USD)
Expedia
Gulf Front 1 Bedroom Condo - Amazing Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Coconuts Beachfront #112 Condo in Holmes Beach, Florida VRC21-000175 Your dream beach vacation awaits at Coconuts Beach ...
From $520 per night (USD)Expedia