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 $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 $419 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 $419 per night (USD)
Expedia
$Beautiful 3Bed\/3 Bath, Heated Pool, WiFi & Trolley, Stroll to Pristine Beach,...$
From $412 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 $412 per night (USD)
VRBO
$Fountainhead Condo 3 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool$
From $229 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 $229 per night (USD)
Expedia
$A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches$
From $308 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 $308 per night (USD)
VRBO
From $1554 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 $1554 per night (USD)
Expedia
From $553 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 $553 per night (USD)
VRBO
From $346 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 $346 per night (USD)
Expedia
From $294 per night (USD)
VRBO
SS Salamander S Updated Pool Duplex Quiet Residential Location Steps To Beach
Bedrooms:
2
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 $294 per night (USD)
VRBO
$Peace N Paradise Private Relaxing Pool\/Spa 300 Yards To White Sandy Beach$
From $460 per night (USD)
Expedia
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 $460 per night (USD)
Expedia
$Sea Pirate 3 Attractive 2\/1 Condo With Pool Just Steps To Beach$
From $309 per night (USD)
VRBO
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 $309 per night (USD)
VRBO
From $556 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 $556 per night (USD)
Expedia
From $304 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 $304 per night (USD)
VRBO
From $383 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 $383 per night (USD)
Expedia
From $725 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 $725 per night (USD)
VRBO
From $498 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 $498 per night (USD)
Expedia
$Anna Maria Island Beach Condo w\/ Stunning Views!$
From $358 per night (USD)
VRBO
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)
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 $431 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 $431 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 $441 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 $441 per night (USD)
VRBO
From $399 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 $399 per night (USD)
Expedia
From $177 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 $177 per night (USD)
VRBO
$MI Happy Place Sea Horse Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $324 per night (USD)
Expedia
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 $324 per night (USD)
Expedia
$MI Happy Place Sea Turtle Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $381 per night (USD)
VRBO
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 $381 per night (USD)
VRBO
From $284 per night (USD)
Expedia
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 $284 per night (USD)
Expedia
From $640 per night (USD)
VRBO
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 $640 per night (USD)
VRBO
From $339 per night (USD)
Expedia
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 $339 per night (USD)
Expedia
From $810 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 $810 per night (USD)
VRBO
From $463 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 $463 per night (USD)
Expedia
$Lake By The Beach Pool\/Spa Home Overlooking Secluded Lake Native Landscaping$
From $530 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 $530 per night (USD)
VRBO
$MI Happy Place Sand Dollar Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $284 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 $284 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
$Fountainhead Condo 4 2\/2 Condo Steps To white Sugar Sand Beach, Large Pool$
From $189 per night (USD)
Expedia
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)
Expedia
From $315 per night (USD)
VRBO
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 $315 per night (USD)
VRBO
From $409 per night (USD)
Expedia
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)
Expedia
$Siboney 3\/2 Private Pool Home$
From $468 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 $468 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 $751 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 $751 per night (USD)
Expedia
$GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...$
From $611 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 $611 per night (USD)
VRBO
From $520 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 $520 per night (USD)
Expedia
From $737 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 $737 per night (USD)
VRBO
From $396 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 $396 per night (USD)
Expedia
From $786 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 $786 per night (USD)
VRBO
$Bradenton Beach Club 3\/2 Beach Front Condo$
From $741 per night (USD)
Expedia
Bradenton Beach Club 3\/2 Beach Front Condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your dream getaway – a stunning 3-bedroom, 2-bathroom gulf-front condo that embodies beauty, tranquility, and ...
From $741 per night (USD)
Expedia
From $399 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 $399 per night (USD)
VRBO
From $500 per night (USD)
VRBO
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 $500 per night (USD)
VRBO
$MI Happy Place Sand Castle Fresh And Fun Updated 2\/1 Unit Shared Large Pool$
From $313 per night (USD)
VRBO
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 $313 per night (USD)
VRBO
From $2123 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 $2123 per night (USD)
Expedia
From $1271 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 $1271 per night (USD)
VRBO
$Sandy Point 109 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...$
From $292 per night (USD)
Expedia
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 $292 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Royal Palm: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Royal Palm is ready for your vacation! We had to take a brief pause to regroup but…Royal Palm is ready for you! We ca ...
From $446 per night (USD)
VRBO
From $356 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 $356 per night (USD)
Expedia
From $1053 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 $1053 per night (USD)
VRBO
From $835 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 $835 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Castnetter Beach Resort 5
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $356 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Casa Sierra 203B - 2BR Condo with Pool - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casa Sierra Resort is a private Mediterranean style four unit complex in Holmes Beach on beautiful Anna Maria Island. Th ...
From $368 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Sugaree - 2bedroom Private Pool Property in Holmes Beach
Bedrooms:
2
Bathrooms:
3
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 $377 per night (USD)
VRBO
$Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations$
From $532 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 $532 per night (USD)
Expedia
From $686 per night (USD)
VRBO
Chapter 2: Renovated pool home, tiki hut and close to beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Chapter II Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater ...
From $686 per night (USD)
VRBO
From $558 per night (USD)
Expedia
Adorable cottage just across the street from the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Coconut Cottage #2 By AMI Locals Condo in Holmes Beach, FL Located across the street from the Manatee Public Beach! Hi ...
From $558 per night (USD)
Expedia
$Sunbow Bay 213 - gorgeous 2 bed\/2 bath condo in excellent location$
From $207 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 $207 per night (USD)
VRBO
From $408 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 $408 per night (USD)
Expedia
From $553 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 $553 per night (USD)
VRBO
From $1109 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 $1109 per night (USD)
Expedia
From $907 per night (USD)
VRBO
Pool and Beach Access: Ultimate Friends Getaway! - Coconuts Gulf View #117
Bedrooms:
2
Bathrooms:
3
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 $907 per night (USD)
VRBO
From $1189 per night (USD)
Expedia
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
Bedrooms:
5
Bathrooms:
5
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 $1189 per night (USD)
Expedia
From $359 per night (USD)
VRBO
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
Bedrooms:
2
Bathrooms:
4
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
$Lakeside Beach House 3\/2 Pool Home Outdoor Kitchen Close to Beach$
From $431 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 $431 per night (USD)
Expedia
From $832 per night (USD)
VRBO
2nd floor Condo with Beach and Pool Access - Coconuts Gulf View #118
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconuts Gulf Views #118 by AMI Locals Condo in Holmes Beach, Florida VRC21-000172 Let the good times roll at Coconu ...
From $832 per night (USD)
VRBO
From $412 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 $412 per night (USD)
Expedia
$BEACH FRONT, 2 Bd\/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets$
From $507 per night (USD)
VRBO
BEACH FRONT, 2 Bd\/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $507 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Water-view condo near the beach with pools, dock, pickleball - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunrise Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $356 per night (USD)
Expedia
From $494 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 $494 per night (USD)
VRBO
From $696 per night (USD)
Expedia
Gulf Front 1 Bedroom Condo - Amazing Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Coconuts Beachfront #112 Condo in Holmes Beach, Florida VRC21-000175 Your dream beach vacation awaits at Coconuts Beach ...
From $696 per night (USD)
Expedia
From $978 per night (USD)
VRBO
Mango Bay - Ready for Guests, November 2024!
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 $978 per night (USD)
VRBO
From $842 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 $842 per night (USD)
Expedia
$WBC 212 Spacious 2\/2 Pool Tennis Condo Close To White Sand Beach Shopping$
From $227 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 $227 per night (USD)
VRBO
From $516 per night (USD)
Expedia
FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3706 Gulf Drive, Holmes Beach, FL Anna Maria Island Fantastic, recently renovated home located just steps to the beach. ...
From $516 per night (USD)
Expedia
$Island Beach Club 24 - Anna Maria Island - Condo 2 Bedroom \/ 1 Bath gulf...$
From $329 per night (USD)
VRBO
Island Beach Club 24 - Anna Maria Island - Condo 2 Bedroom \/ 1 Bath gulf...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. VRC16-000069 Max 1 veh ...
From $329 per night (USD)
VRBO
$Island Beach Club 1- Anna Maria Island-Condo 2 Bedroom\/2 Bath gulf front,...$
From $618 per night (USD)
Expedia
Island Beach Club 1- Anna Maria Island-Condo 2 Bedroom\/2 Bath gulf front,...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Beach Club 1 - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000745 Beach/Gulf Front - Com ...
From $618 per night (USD)
Expedia
From $402 per night (USD)
VRBO
BAY PALMS - SPACIOUS POOL HOME WITH WONDERFUL AMENITIES. WALK TO A GREAT BEACH! A MUST SEE!
Bedrooms:
2
Bathrooms:
4
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)
VRBO
From $498 per night (USD)
Expedia
AM I Dreaming: Heated Pool, Family Friendly Home, 3-min walk to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom c ...
From $498 per night (USD)
Expedia
From $458 per night (USD)
VRBO
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 $458 per night (USD)
VRBO
$217 84th - Anna Maria Island- Private home 3 Bedroom\/ 2 Bath with private...$
From $398 per night (USD)
Expedia
217 84th - Anna Maria Island- Private home 3 Bedroom\/ 2 Bath with private...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113 Private Poo ...
From $398 per night (USD)
Expedia
$Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom \/ 1 Bath gulf...$
From $347 per night (USD)
VRBO
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom \/ 1 Bath gulf...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC20-000254 ...
From $347 per night (USD)
VRBO
Click For Pricing
Expedia
LIME IN DE COCONUT- DOWNSTAIRS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
LIME IN DE COCONUT- DOWNSTAIRS..... Adorable, ground level two bedroom, two bath in a 2 unit cottage. Cheery beach de ...
Click For Pricing
Expedia
$Sand Of Times-Beautiful 6 bedrooms with private pool\/spa with a water slide$
From $773 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 $773 per night (USD)
VRBO
$Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom \/ 2 Bath gulf...$
From $404 per night (USD)
Expedia
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom \/ 2 Bath gulf...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Gulf/Beach Fr ...
From $404 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Restored 1920's Anna Maria Island Cottage . 1 block to the beach with no roads to cross! Quaint, ch
Bedrooms:
1
Bathrooms:
3
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 $358 per night (USD)
VRBO
From $171 per night (USD)
Expedia
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 $171 per night (USD)
Expedia
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $886 per night (USD)
VRBO
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
If you are looking to enjoy Anna Maria Island in a beautiful home, look no further than "Sunny Side of the Beach" on 66t ...
From $886 per night (USD)
VRBO
$Sandy Point 111 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...$
From $408 per night (USD)
Expedia
Sandy Point 111 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sandy Point 111 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. VRC16-000289 Distan ...
From $408 per night (USD)
Expedia
Click For Pricing
VRBO
Lime In De Coconut - Upstairs 1 bedroom, 1 bath shared pool. Walk to beaches!
Bedrooms:
1
Bathrooms:
2
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 Pricing
VRBO
$Sandy Point Cove 112 - Anna Maria Island -Condo 2 Bedroom\/ 2 Bath, maximum...$
From $422 per night (USD)
Expedia
Sandy Point Cove 112 - Anna Maria Island -Condo 2 Bedroom\/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sandy Point Cove 112 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC19-000138 Distance ...
From $422 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cuddlefish Cove Your flip flops have found a new retreat by the beach! Stay for a week or a month at this dazzling Key W ...
From $515 per night (USD)
VRBO
From $633 per night (USD)
Expedia
Casa Morado-Pet Friendly Pool Home West of Gulf Dr-By Island Real Estate Vacatio
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Just a few short blocks with no busy roads to cross to get to the beach. The home is very spacious with 4 bedrooms. Th ...
From $633 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Anna Maria Island Sunshine Kiss Villa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, an ...
From $257 per night (USD)
VRBO
$Island Walk 313 - Anna Maria Island - Townhouse 3 Bedroom\/ 2 .5 Bath with...$
From $354 per night (USD)
Expedia
Island Walk 313 - Anna Maria Island - Townhouse 3 Bedroom\/ 2 .5 Bath with...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Walk 313 - Anna Maria Island - Townhouse - 3 Bedroom/ 2 .5 Bath, maximum occupancy of 6 people. VRC16-000052 ...
From $354 per night (USD)
Expedia

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