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 $209 per night (USD)
VRBO
POOL HOME OPEN FOR THE SUMMER! BRING YOUR BOAT! MONTH MINIMUM - GREAT PRICE AND A GREAT LOCATION!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
239 85th Street, Holmes Beach, Anna Maria Island Bailey's Home ... Lovely and spacious 3 bedroom, 2 bath home. Recently ...
From $209 per night (USD)
VRBO
From $444 per night (USD)
Expedia
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 $444 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Seaside Beach House 203 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
VRC20-000296 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $342 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Sea La Vie: 1.5 Blocks to Beach, Pool, Tropical Backyard & Pool by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sea La Vie by Anna Maria Life Vacation Rentals 205 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: Lo ...
From $370 per night (USD)
Expedia
From $436 per night (USD)
VRBO
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 $436 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Windshore A! - 2 Minute Walk to Beach, Private Heated Pool, WIFI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Built new in 2011, Windshore A leaves no wishes open when it comes to your vacation on Anna Maria Island. Within walking ...
From $537 per night (USD)
VRBO
From $337 per night (USD)
VRBO
(2) Bedroom (2) Bath with Private 10' x 30' Sun Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre " ...
From $337 per night (USD)
VRBO
From $875 per night (USD)
Expedia
ISLAND LIFE VILLA is Luxury at it's Finest! Incredible Water Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
*During high season, we currently rent Saturday – Saturday. Please adjust your date range or contact our reservations of ...
From $875 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Frangipani Villa by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Frangipani Villa is a tr ...
From $189 per night (USD)
VRBO
$Turtle Nest! New Holiday House w\/ Pool, Wifi, and Access to the Beach$
From $537 per night (USD)
VRBO
Turtle Nest! New Holiday House w\/ Pool, Wifi, and Access to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This comfortable and tastefully furnished vacation home was built in 2012 and offers everything you need for a relaxed v ...
From $537 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Home with Private Outdoor Living Space, Community Pool - Sea La Vie
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea La Vie by AMI Locals Condo in Holmes Beach, Florida VRC21-000203 Welcome to Sea La Vie! This three-bedroom, three- ...
From $316 per night (USD)
VRBO
From $177 per night (USD)
VRBO
Anthony Beach Cottages - Bare Feet Retreat - 2 bedroom pool cottage - Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Florida home backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably ...
From $177 per night (USD)
VRBO
From $434 per night (USD)
VRBO
Bayfront & dog-friendly home with heated private boat dock, pool & spa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Royale View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $434 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Charming Private Home, Private Pool and Spa. Fenced Yard, Updates Throughout
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Seahorse Cottage by AMI Locals Home in Holmes, Beach Florida VRC16-000110 Enjoy a luxury vacation with friends and fami ...
From $545 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Great Island Getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2 BR/2 BA condo is all about charm and comfort. You will have no problem leaving your cares behind and en ...
From $300 per night (USD)
VRBO
$1\/1 Condo, Blocks from the Beach$
From $154 per night (USD)
Expedia
1\/1 Condo, Blocks from the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Updated 1/1 Condo in a quiet community on gorgeous Anna Maria Island. You will be blocks away from the beautiful white ...
From $154 per night (USD)
Expedia
From $409 per night (USD)
VRBO
4 Free Bikes for New Fall Stays Sep 3-Nov 16
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
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 $409 per night (USD)
VRBO
Click For Pricing
Expedia
Luxurious Resort Sixty-Six, Studio, Not Far From Your Savory Delights
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 Pricing
Expedia
From $336 per night (USD)
VRBO
WONDERFUL BEACH VIEWS AND LARGE POOL!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
4200 Gulf Drive, Holmes Beach, Anna Maria Island Gulf Sands # 203 ... Beautiful views of the gulf from this updated 2 b ...
From $336 per night (USD)
VRBO
Click For Pricing
Expedia
Resort Sixty-Six, Holmes Beach, Florida, 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 Pricing
Expedia
Click For Pricing
VRBO
Resort Sixty-Six, Holmes Beach, Florida, 1 Bedroom Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
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 Pricing
VRBO
Click For Pricing
Expedia
Amazing Resort Sixty-Six, 1 Bedroom Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
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 Pricing
Expedia
From $359 per night (USD)
VRBO
Closer to the beach does not work: comfortable apartment at ground level on the beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ATTENTION: We rent with 1 week minimum: Saturday to Saturday Old Florida Feeling: bungalow right on the beach on level - ...
From $359 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Isle Haven B will let you make beautiful memories - it's the perfect beach getaway to relax and enjoy the classic Florid ...
From $317 per night (USD)
Expedia
From $783 per night (USD)
VRBO
⚓Private pool home 5 min> walk to beach!⚓🐕🏖🌅
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Sweet Home Anna Maria! ⚓Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! ⚓Private ...
From $783 per night (USD)
VRBO
From $144 per night (USD)
VRBO
Carissa Beach House: Affordable & cute apartment on Anna Maria Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Carissa Beach House is a vacation rental on Anna Maria Island (between Tampa & Sarasota), situated about 350 steps from ...
From $144 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Egret at Blue Lagoon on Anna Maria Island - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just perfect! From the tasteful beachy decor to the fully appointed kitchen you won’t find more welcoming accommodations ...
From $376 per night (USD)
VRBO
From $538 per night (USD)
Expedia
Private 3BR Heated Pool Villa - Sea Glass on Anna Maria - By Island Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
When you arrive at “SeaGlass” you are greeted with pleasant landscaping, a gorgeous brick driveway, and an adorable home ...
From $538 per night (USD)
Expedia
From $669 per night (USD)
VRBO
Perfect 1-bedroom Beachfront Getaway!! See the sunsets and feel the breeze!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Highlights: -large bay of windows perfectly frame the beach from the kitchen, living, and dining areas -Screened porch - ...
From $669 per night (USD)
VRBO
From $704 per night (USD)
VRBO
TRUE BEACHFRONT HOME DIRECTLY ON SUGAR WHITE SANDS WITH HEATED POOL - IDYLLIC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We are excited to announce some upgrades to this very popular vacation home. The house has been painted throughout in De ...
From $704 per night (USD)
VRBO
$Dragonfly Breeze - Private Home w\/ Heated Pool, Fee Wifi, Steps to Beach$
From $474 per night (USD)
VRBO
Dragonfly Breeze - Private Home w\/ Heated Pool, Fee Wifi, Steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Dragonfly Breeze, a 3 bedroom and 2 bathroom elevated private pool home located in Holmes Beach, just a short ...
From $474 per night (USD)
VRBO
From $439 per night (USD)
Expedia
4 Free Bikes for New Fall Stays Sep 3-Nov 16
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
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 $439 per night (USD)
Expedia
$Island Time - Home w\/Enclosed Lagoon Style Pool & Spa, Walk to Beach!$
From $675 per night (USD)
VRBO
Island Time - Home w\/Enclosed Lagoon Style Pool & Spa, Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Island Time! On Anna Maria Island (Holmes Beach, FL) Ground Level Spacious Home w/Lagoon Style Enclosed Heat ...
From $675 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Luxury Beachfront Condo with Elevator
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Gulfsands is one of the premier low density complexes and one of the most highly sought after condo complexes on Anna Ma ...
From $280 per night (USD)
VRBO
From $489 per night (USD)
VRBO
One block to beach! 3 bedroom home with pool and backyard oasis.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Walking on Sunshine by AMI Locals Home in Holmes Beach, Florida VRC19-000232 Your dream vacation awaits at Walking on S ...
From $489 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Island Hideaway East: 5 Minute Walk to Beach, Private Pool by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
308B 67th St., Holmes Beach, FL 34217 What you'll love about this home: Location! 5 minute walk to the white sand beac ...
From $240 per night (USD)
Expedia
$Cute 3\/2 Cottage close to Beach and centrally located.$
From $385 per night (USD)
VRBO
Cute 3\/2 Cottage close to Beach and centrally located.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC21-000048 Swizzle On The Sound is just a short stroll to the beautiful beaches of Anna Maria Island from your own pi ...
From $385 per night (USD)
VRBO
From $233 per night (USD)
Expedia
LOCATION!! Cabana just steps from the beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Anna Maria Island the # 1 spot for a perfect getaway. Bask in the tropical paradise of AMI with white sugar ...
From $233 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Dream luxury home on Anna Maria Island, heated private pool - pet friendly!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
This lovely new island 2 bedrooms, 2.5 baths luxury home with private heated pool is a dream. Fishful Thinking is positi ...
From $462 per night (USD)
VRBO
From $703 per night (USD)
Expedia
Villa by the Sea managed by Beach Retreats
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa by the Sea is an immaculate beach retreat in the exclusive beachfront La Plage condominium complex which offers a ...
From $703 per night (USD)
Expedia
From $1492 per night (USD)
VRBO
AMI’s Largest Rental, 4 kitchens, Spa, Heated Pool, Tiki Bar, Rooftop Deck.
Bedrooms:
9
Bathrooms:
10
Sleeps:
28
This large fully updated 6000 square foot home is a unique property to the vacation rental market with its 8 person spa, ...
From $1492 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Salty Harbor AMI pool retreat near the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our charming Salty Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immedi ...
From $346 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Large Beach Home 5 houses to beach, Heated Pool, Game Room, Sun deck, Tiki bar
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This spacious property has a Tiki Bar by the heated pool, large kitchen with 4 bedrooms and 4 bathrooms, a large second ...
From $495 per night (USD)
VRBO
From $180 per night (USD)
Expedia
Enjoy the Island Life on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The location is very quiet and private. It's a short walk to Holmes Beach, Duffy s Tavern, Hurricane Hanks, The Feast, ...
From $180 per night (USD)
Expedia
From $396 per night (USD)
VRBO
3 bedroom, on Anna Maria Island, heated private pool, PET FRIENDLY!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The family friendly Florida vacation you need is waiting at Mykonos! This Anna Maria Island beach rental has it all. Fro ...
From $396 per night (USD)
VRBO
From $957 per night (USD)
Expedia
Conch House - 7 Homes to the Beach - Amazing Pool Area with TV
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to the Conch House, a Charleston inspired beach house unlike any other home and without compromise in craftsmans ...
From $957 per night (USD)
Expedia
From $295 per night (USD)
VRBO
3 bedroom home on Anna Maria Island, great location, pet friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summer, season, or in between - this 3 bedroom, 3 bath home is your island retreat. Located in a quiet residential neigh ...
From $295 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Cozy Retro Cottage located less then 2 blocks from the Gulf Beach - Heated Pool in Private Oasis!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Welcome to Flip Cottage located just 1 block from the Gulf beaches of Anna Maria Island. Flip is a ground level half dup ...
From $328 per night (USD)
Expedia
$Beachfront Condo w\/ Large Balcony & Beautiful Views of Gulf of Mexico$
From $621 per night (USD)
VRBO
Beachfront Condo w\/ Large Balcony & Beautiful Views of Gulf of Mexico
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Imagine waking up every morning to a million dollar view and never being more than a few steps away from the pristine wh ...
From $621 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Crow's Nest Spinnakers Cottages: 250 Steps to Beach! Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Crow's Nest Spinnakers Cottages by Anna Maria Life Vacation Rentals 202 56th St. #2, Holmes Beach, FL 34217 What You'll ...
From $217 per night (USD)
Expedia
From $614 per night (USD)
VRBO
Starfish Isle managed by Beach Retreats
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VRC 21-000046 5803 Holmes Blvd Holmes Beach, FL 34217 At 4 bedrooms and 3 full bathrooms, this is a great option for one ...
From $614 per night (USD)
VRBO
From $664 per night (USD)
Expedia
Conch Out Beach House managed by Beach Retreats
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
303 68th St, Holmes Beach 34217 VRC - 19-000273 You may cancel your reservation up to 60 days before check-in for a ful ...
From $664 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Starfish Cove managed by Beach Retreats
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
302 60th Street Holmes Beach, FL 34217 VRC19-000274 At 3 bedrooms and 2 full bathrooms, this is a beautiful choice for y ...
From $469 per night (USD)
VRBO
From $255 per night (USD)
Expedia
AMI Sand Dollar: Dog Friendly, Private Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
AMI Sand Dollar by Anna Maria Life Vacation Rentals 6403 B Holmes Blvd, Holmes Beach, FL 34217 What You'll Love About T ...
From $255 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Sunset Beach 102: Gulf Front, Stunning Views, On the Beach, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2716 Gulf Dr., #102, Holmes Beach, FL 34217 What You'll Love About This Homes: Location! Beach Front with Gulf Views! ...
From $329 per night (USD)
VRBO
From $492 per night (USD)
Expedia
Barefoot Bungalow:Dog Friendly, Screened Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Barefoot Bungalow by Anna Maria Life Vacation Rentals 213 70th St., Holmes Beach, FL 34217 What You'll Love About This ...
From $492 per night (USD)
Expedia
From $364 per night (USD)
VRBO
AMI Starfish: Private Pool, Dog Friendly, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AMI Starfish by Anna Maria Life Vacation Rentals 6403 A Holmes Blvd., Holmes Beach, FL 34217 What You'll Love About Thi ...
From $364 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Island villa with heated private pool, tranquil courtyard, easy beach access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Blue Wave Villa West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $275 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Stylish & relaxing villa with heated pool - blocks from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Turtle Cove East and West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $536 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Peaceful condo with pool, tennis, fishing dock, & tennis - serenity awaits
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
West Bay Point 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $223 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Beautiful condo with pool, easy beach access & balcony - walk to everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Latitude Adjustment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $356 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Stylish duplex with pool & easy beach access plus free WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Turtle Cove East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $223 per night (USD)
Expedia
$Beautiful lakeside home w\/ upscale amenities, heated private pool & fishing dock$
From $433 per night (USD)
VRBO
Beautiful lakeside home w\/ upscale amenities, heated private pool & fishing dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spectacular Saltwater Seas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $433 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Convenient cottage with pool - easy access to trolley stops & the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sunfish 104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $349 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Dog-friendly seaside home - heated private pool & spa, great location near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tropical Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $356 per night (USD)
VRBO
$Dog-friendly cottage w\/ island views, shared pool & private patio - beach nearby$
From $259 per night (USD)
Expedia
Dog-friendly cottage w\/ island views, shared pool & private patio - beach nearby
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Starfish Beach Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $259 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Welcoming condo with pool, Gulf views & great location - walk to the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Palm Isle Village 3208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $393 per night (USD)
VRBO
From $1017 per night (USD)
Expedia
Luxury beachside home with heated private pool - tranquil & close to everything
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Wine Down Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1017 per night (USD)
Expedia
From $537 per night (USD)
VRBO
Historic beach cottage with private pool - walk 1 block to beach & free trolley
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea Palm Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $537 per night (USD)
VRBO
From $730 per night (USD)
Expedia
Oceanview getaway with pool & private patio - steps from the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palm Gables 106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $730 per night (USD)
Expedia
From $417 per night (USD)
VRBO
Waterfront condo with pool and easy access to sugar sand beach
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
A Gulf Front Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $417 per night (USD)
VRBO
$Brand new dog-friendly home w\/ heated private pool in prime locale$
From $313 per night (USD)
Expedia
Brand new dog-friendly home w\/ heated private pool in prime locale
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sunset Glow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $313 per night (USD)
Expedia
From $425 per night (USD)
VRBO
Waterfront condo with furnished balcony overlooking the pristine beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Shores 205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $425 per night (USD)
VRBO
$Darling beachside villa w\/ space & privacy - a cozy coastal florida experience$
From $717 per night (USD)
Expedia
Darling beachside villa w\/ space & privacy - a cozy coastal florida experience
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Playa Casanas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $717 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Modern home near Gulf beaches with private heated pool & WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Neolinda 305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $471 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Charming condo with heated pool - near beach, wetlands, & trolley stop
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sandy Pointe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $233 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Ocean-front condo with WiFi, pool & Gulf views - steps to the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Martinique 401S Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $263 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Delightful condo with pool, two lanais - walk to beach, dining, shopping
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach View 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $250 per night (USD)
Expedia
$Tropical-themed getaway w\/ heated private pool - walk to free trolley, shopping$
From $483 per night (USD)
VRBO
Tropical-themed getaway w\/ heated private pool - walk to free trolley, shopping
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $483 per night (USD)
VRBO
From $659 per night (USD)
Expedia
Beachfront condo with WiFi, two decks, Gulf views & pool - walk to the trolley
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Hidden Cove Unit 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $659 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Gulf-front home with deck and direct beach access - steps to trolley
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sea La Vie Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $409 per night (USD)
VRBO
$Spacious dog-friendly home w\/ heated private pool, a few blocks from the beach$
From $764 per night (USD)
Expedia
Spacious dog-friendly home w\/ heated private pool, a few blocks from the beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Almost Gulf Front Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $764 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Comfortable island villa with private heated pool, courtyard & easy beach access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Blue Wave Villa East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $268 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Seaside family-friendly condo with WiFi, pool & prime location
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Serenity Now Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $240 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Conveniently located home with WiFi & pool - near beach, dining, shopping
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Turtle Cove West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $230 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Island-style townhome with WiFi & pool - minutes from the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
North Beach Village 27 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $427 per night (USD)
Expedia
From $631 per night (USD)
VRBO
Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
3 Oars Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dat ...
From $631 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Home near the Beach. SUP Paddleboards, Large Private Pool - Pure Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pure Beach by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000101 Welcome to Pure Beach, a luxurious three- ...
From $445 per night (USD)
Expedia
From $783 per night (USD)
VRBO
1 Minute Walk To The Beach - Large Updated One Level Updated Beach House
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy every minute of your stay in our ...
From $783 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Summer Breeze by SeaBreeze Vacation
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3 ...
From $537 per night (USD)
VRBO
From $300 per night (USD)
VRBO
One Bedroom Island Luxury Cottage located less than 2 blocks from the beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Flop Cottage located 1 block from the Gulf beaches of Anna Maria Island. Flop Cottage is a ground level half ...
From $300 per night (USD)
VRBO
From $1309 per night (USD)
Expedia
Beach Front Home on Anna Maria Island - Great Views! Pool! Sleeps 10!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Experience Anna Maria Island at its best! This luxury beach-front home located in Holmes Beach is in the monthly rental ...
From $1309 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Holmes Beach Family Home: Private Pool & 3 Decks!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Explore Florida’s beautiful Anna Maria Island from ‘Salty Dogs Beach House,’ a 3-bedroom, 2.5-bathroom, single family Ho ...
From $334 per night (USD)
VRBO
$Inviting Coastal Getaway w\/ Easy Beach Access, Full Kitchen$
From $253 per night (USD)
Expedia
Inviting Coastal Getaway w\/ Easy Beach Access, Full Kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $253 per night (USD)
Expedia
Click For Pricing
VRBO
Breezy condo with ocean views and shared pool - near beaches and restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Water's Edge 109 N Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
VRBO
From $161 per night (USD)
Expedia
A night full of stillness - a breeze comes telling the stars too many to count.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The review that says backyard not divided is correct. Not stated and the photos show it not divided. There is a measu ...
From $161 per night (USD)
Expedia
$Ground Floor Luxury Villa in Prime Location, Steps to Beach, Heated Pool\/Spa$
From $561 per night (USD)
VRBO
Ground Floor Luxury Villa in Prime Location, Steps to Beach, Heated Pool\/Spa
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Prime Location! VERY CLOSE TO BEACH!!! Luxurious ground level home located at 124 50th Street, Holmes Beach, in the „Gol ...
From $561 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Cabin 2 Spinnakers Cottages: Dog Friendly - 250 Steps to Beach Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin 2 Spinnakers Cottages by Anna Maria Life Vacation Rentals 204 56th St. #2, Holmes Beach, FL 34217 What You'll Lov ...
From $169 per night (USD)
Expedia
From $1235 per night (USD)
VRBO
BUENA VISTA LUXURY BEACHFRONT 4BR - Anna Maria Island - By Island Real Estate Va
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buen ...
From $1235 per night (USD)
VRBO
From $1462 per night (USD)
Expedia
DIRECT BEACH FRONT - Luxury 4BR Condo - Anna Maria Island- By Island Real Estate
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
DIRECT BEACH FRONT - Luxury 4BR Condo - Buena Vista #3 - 101 67th Street - 4 Bedrooms and 3 and a 1/2 Baths - Bed/s: 3 ...
From $1462 per night (USD)
Expedia

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