Holmes Beach Rentals
- From $321 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 $321 per night (USD)VRBO
- From $387 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 $387 per night (USD)Expedia
- From $426 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 $426 per night (USD)VRBO
- From $228 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 $228 per night (USD)Expedia
- From $234 per night (USD)
VRBO
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 $234 per night (USD)VRBO
- From $865 per night (USD)
Expedia
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 $865 per night (USD)Expedia
- From $486 per night (USD)
VRBO
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 $486 per night (USD)VRBO
- From $384 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 $384 per night (USD)Expedia
- From $292 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 $292 per night (USD)VRBO
- From $398 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 $398 per night (USD)Expedia
- From $321 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 $321 per night (USD)VRBO
- From $418 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 $418 per night (USD)Expedia
- From $257 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 $257 per night (USD)VRBO
- From $614 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 $614 per night (USD)Expedia
- From $444 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 $444 per night (USD)VRBO
- From $692 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 $692 per night (USD)Expedia
- From $178 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 $178 per night (USD)VRBO
- From $367 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 $367 per night (USD)Expedia
- From $346 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 $346 per night (USD)VRBO
- From $346 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 $346 per night (USD)Expedia
- From $438 per night (USD)
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 ...
From $438 per night (USD)VRBO
- From $373 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 $373 per night (USD)Expedia
- From $387 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 $387 per night (USD)VRBO
- From $322 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 $322 per night (USD)Expedia
- From $376 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 $376 per night (USD)VRBO
- From $340 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 $340 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 $257 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 $257 per night (USD)Expedia
- From $231 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 $231 per night (USD)VRBO
- From $326 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 $326 per night (USD)Expedia
- From $195 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 $195 per night (USD)VRBO
- From $290 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 $290 per night (USD)Expedia
- From $378 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 $378 per night (USD)VRBO
- From $454 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 $454 per night (USD)Expedia
- From $408 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 $408 per night (USD)VRBO
- From $328 per night (USD)
Expedia
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 $328 per night (USD)Expedia
- From $404 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 $404 per night (USD)VRBO
- From $585 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 $585 per night (USD)Expedia
- From $469 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 $469 per night (USD)VRBO
- From $737 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 $737 per night (USD)Expedia
- From $419 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 $419 per night (USD)VRBO
- From $710 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 $710 per night (USD)Expedia
- From $618 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 $618 per night (USD)VRBO
- From $384 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 $384 per night (USD)Expedia
- From $406 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 $406 per night (USD)VRBO
- From $395 per night (USD)
Expedia
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 $395 per night (USD)Expedia
- From $318 per night (USD)
VRBO
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 $318 per night (USD)VRBO
- From $229 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 $229 per night (USD)Expedia
- From $243 per night (USD)
VRBO
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 $243 per night (USD)VRBO
- From $1542 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 $1542 per night (USD)Expedia
- From $933 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 $933 per night (USD)VRBO
- From $284 per night (USD)
Expedia
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 $284 per night (USD)Expedia
- From $351 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 $351 per night (USD)VRBO
- From $452 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 $452 per night (USD)Expedia
- From $606 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 $606 per night (USD)VRBO
- From $469 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 $469 per night (USD)Expedia
- From $332 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 $332 per night (USD)VRBO
- From $289 per night (USD)
Expedia
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 $289 per night (USD)Expedia
- From $356 per night (USD)
VRBO
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 $356 per night (USD)VRBO
- From $377 per night (USD)
Expedia
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 $377 per night (USD)Expedia
- From $289 per night (USD)
VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $289 per night (USD)VRBO
- From $314 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 $314 per night (USD)Expedia
- From $196 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 $196 per night (USD)VRBO
- From $364 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 $364 per night (USD)Expedia
- From $507 per night (USD)
VRBO
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 $507 per night (USD)VRBO
- From $717 per night (USD)
Expedia
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 $717 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Pool and Beach Access: Ultimate Friends Getaway! - Coconuts Gulf View #117
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Coconuts Gulf View #117 is the ultimate spot for a fri ...
From $750 per night (USD)VRBO
- From $1097 per night (USD)
Expedia
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida This grand, waterfront, four-bedroom, and three-and-a-ha ...
From $1097 per night (USD)Expedia
- From $772 per night (USD)
VRBO
2nd floor Condo with Beach and Pool Access - Coconuts Gulf View #118
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconuts Gulf Views #118 by AMI Locals Condo in Holmes Beach, Florida VRC21-000172 Let the good times roll at Coconu ...
From $772 per night (USD)VRBO
- From $609 per night (USD)
Expedia
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 $609 per night (USD)Expedia
- From $359 per night (USD)
VRBO
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 $359 per night (USD)VRBO
- From $418 per night (USD)
Expedia
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 $418 per night (USD)Expedia
- From $353 per night (USD)
VRBO
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 $353 per night (USD)VRBO
- From $355 per night (USD)
Expedia
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 $355 per night (USD)Expedia
- From $547 per night (USD)
VRBO
Sandy Turtle by SeaBreeze Vacation
- 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 $547 per night (USD)VRBO
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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 $610 per night (USD)
VRBO
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 $610 per night (USD)VRBO
- Click For Pricing
Expedia
Paradise Palms all you need for your beach getaway with private pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise Palms West is a 2 bedroom/2 bath duplex with its own private heated pool & spa. This property is centrally loca ...
Click For PricingExpedia
- From $742 per night (USD)
VRBO
Mango Bay - Gorgeously Renovated Spacious Home w\/Pool, Spa, Game Room, Bikes, Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Mango Bay! On Anna Maria Island (Holmes Beach, FL) Gorgeously Renovated Spacious Home w/Pool, Spa, Game Room ...
From $742 per night (USD)VRBO
- From $1052 per night (USD)
Expedia
Golf Cart, Salty Shamrock by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
From $1052 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Island Beach Club 1 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 1 - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000745Beach/Gulf Front - Community ...
From $388 per night (USD)VRBO
- From $402 per night (USD)
Expedia
BAY PALMS - SPACIOUS POOL HOME WITH WONDERFUL AMENITIES. WALK TO A GREAT BEACH! A MUST SEE!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bay Palms..... Exceptional, newer 3 bedroom, 2.5 bath villa located just a short walk to the beach. This wonderful renta ...
From $402 per night (USD)Expedia
- From $424 per night (USD)
VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $424 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Sun Plaza West 105 - Two Bedroom condo, Sleeps 6- on the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AT A GLANCE Recently remodeled gulf front condo 2 Bedrooms and 2 Bathrooms with two balconies Complex equipped with a l ...
From $412 per night (USD)Expedia
- From $316 per night (USD)
VRBO
217 84th Street in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113Private Pool - Dis ...
From $316 per night (USD)VRBO
- From $403 per night (USD)
Expedia
Island Beach Club 22
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC20-000254Beach/Gu ...
From $403 per night (USD)Expedia
- Click For Pricing
VRBO
LIME IN DE COCONUT- DOWNSTAIRS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
LIME IN DE COCONUT- DOWNSTAIRS..... Adorable, ground level two bedroom, two bath in a 2 unit cottage. Cheery beach de ...
Click For PricingVRBO
- Click For Pricing
Expedia
WONDERFUL TOWNHOME WITH VIEWS OF THE GULF! 2 BEDROOM, 2.5 BATH WITH HEATED POOL AND EASY WALK TO TH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE SANDY OWL AT HOLMES BEACH Part of the Beach Townhouses complex, #107 The Sandy Owl sits directly across from Manatee ...
Click For PricingExpedia
- From $669 per night (USD)
VRBO
Sand Of Times-Beautiful 6 bedrooms with private pool\/spa with a water slide
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 Sands of Time is a newly built 6 bedroom, 4.5 bathroom vacation ...
From $669 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Island Beach Club 21
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000067 Gulf/Be ...
From $336 per night (USD)Expedia
- From $192 per night (USD)
VRBO
WBC 212 Spacious 2\/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC20-000174 Westbay Cove 212 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $192 per night (USD)VRBO
- From $377 per night (USD)
Expedia
FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3706 Gulf Drive, Holmes Beach, FL Anna Maria Island Fantastic, recently renovated home located just steps to the beach. ...
From $377 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Island Beach Club 24
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. VRC16-000069Max 1 vehicleBea ...
From $335 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Restored 1920's Anna Maria Island Cottage . 1 block to the beach with no roads to cross! Quaint, ch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
110 31st St., Holmes Beach, FL 34217 "Almost to the Beach" ... Charming, updated 1920's cottage with 2 bedrooms and 1 b ...
From $323 per night (USD)Expedia
- From $166 per night (USD)
VRBO
White Palm-2 bedroom monthly condo getaway awaits you with beautiful bay views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
At a Glance Newly redecorated condo located on the northeastern Bayfront of Anna Maria Island 2 bedrooms and 2 bathro ...
From $166 per night (USD)VRBO
- From $630 per night (USD)
Expedia
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $630 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Sandy Point 111 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Point 111 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. VRC16-000289Distance to the Beac ...
From $369 per night (USD)VRBO
- Click For Pricing
Expedia
Lime In De Coconut - Upstairs 1 bedroom, 1 bath shared pool. Walk to beaches!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
LIME IN DE COCONUT- UPSTAIRS..... Adorable, one bedroom, one bath in a 2 unit cottage. Cheery beach decor and a shared ...
Click For PricingExpedia
- From $394 per night (USD)
VRBO
Sandy Point Cove 112
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Point Cove 112 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000139Distance to the ...
From $394 per night (USD)VRBO
- From $509 per night (USD)
Expedia
4 Free Bikes for New Fall Stays Sep 3-Nov 16
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (P ...
From $509 per night (USD)Expedia