Anna Maria, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anna Maria, Florida on RentalSaver.com!

Anna Maria Rentals

From $1283 per night (USD)
VRBO
Beach Bliss - Water View, heated pool, putt putt
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to paradise at our stunning vacation rental, on beautiful Anna Maria Island. This exquisite property offers the u ...
From $1283 per night (USD)
VRBO
From $999 per night (USD)
Expedia
Gulf Shore Retreat: Private Pool, managed by Beach Retreats
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
You may cancel your reservation up to 60 days before check-in for a full refund minus a $495 processing fee and less 3rd ...
From $999 per night (USD)
Expedia
From $394 per night (USD)
VRBO
ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Quaint and quiet Northshore Villa nestled in the heart of the village of Anna Maria, on Anna Maria Island. Our 2 bedroo ...
From $394 per night (USD)
VRBO
From $504 per night (USD)
VRBO
Preferred AMI Spot, Beach-Rod&Reel Pier Across Street! Newly back on VRBO.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THIS IS THE BEST LOCATION AND BEST PRICE FOR LOCATION, COMFORT, AND CONVENIENCE. Enjoy our remodeled and comfortable is ...
From $504 per night (USD)
VRBO
From $1149 per night (USD)
VRBO
The Veranda on Jacaranda by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Views, views, views! Experience the peace and beauty of the North end of Anna Maria from this sprawling home named for i ...
From $1149 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Beach Don't Kill My Vibe by Beach Boutique Rentals
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two bedroom apartment in the heart of Pine Avenue. One block to the beach! *Features include* * Brand new vacation ren ...
From $597 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Whispering Winds by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This custom crafted two bedroom/two bath bayside beauty is your perfect beach escape. *Features include* * Balcony w ...
From $643 per night (USD)
VRBO
From $1175 per night (USD)
Expedia
Paradise Blu by Beach Boutique Rentals
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Paradise Blu! Your luxury vacation awaits in this newly built 4 bedroom, 4.5 bath treasure. Perched in the mo ...
From $1175 per night (USD)
Expedia
From $766 per night (USD)
VRBO
Close to the beach with private pool and lanai
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Surf Side by AMI Locals Home in Anna Maria, FL Gulf beaches are just a short 3-minute walk away! Highlights: • Privat ...
From $766 per night (USD)
VRBO
From $1079 per night (USD)
Expedia
Willow Walk: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Willow Walk is ready for your vacation! We had to take a brief pause to regroup but…Willow Walk is ready for you! We ...
From $1079 per night (USD)
Expedia
From $1390 per night (USD)
VRBO
H2O Bungalow by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $1390 per night (USD)
VRBO
From $893 per night (USD)
Expedia
My Mistress by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $893 per night (USD)
Expedia
$La Grande Maison - 4 Bed \/ 4 Bath Luxury Home$
From $1253 per night (USD)
VRBO
La Grande Maison - 4 Bed \/ 4 Bath Luxury Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make your next vacation one you will never forget by booking La Grande Maison. With plenty of room for the entire family ...
From $1253 per night (USD)
VRBO
From $1122 per night (USD)
Expedia
Sand Trap by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Views, views, views! Experience all the best of the North end of Anna Maria from this waterfront home with pool, spa and ...
From $1122 per night (USD)
Expedia
From $816 per night (USD)
VRBO
Spacious Island Home with Lagoon-Style Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Mangoes on Magnolia by Anna Maria Island Accommodations Home in Anna Maria, Florida Your island getaway awaits at Mang ...
From $816 per night (USD)
VRBO
From $1668 per night (USD)
Expedia
AcquaLuxe - Professionally Restored and Ready for Guests, November 2024!
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to AcquaLuxe! On Anna Maria Island (Anna Maria, FL) 3137 sq. ft. HIGHLIGHTS: - Open layout and spacious Kitche ...
From $1668 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Shady Mango by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Shady Mango! An inviting ground-level vacation home just three blocks from the beach! With two bedrooms and t ...
From $441 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Coccoloba by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Coccoloba! This beautiful single-family home is located across from the sugar sand beaches in Holmes Beach. Y ...
From $434 per night (USD)
Expedia
$“Sea Haven AMI\ on Spring Lake, 3 min walk to the beach, Mid-Island location!$
Click For Pricing
VRBO
“Sea Haven AMI\" on Spring Lake, 3 min walk to the beach, Mid-Island location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This property usually rents SATURDAY to SATURDAY*** Minimum 7 night rental. If you book for arrival on any other day, t ...
Click For Pricing
VRBO
$Direct Gulf Beach 3 Bed\/2Bath w\/ Heated Pool, FREE WiFi & Trolley, Great...$
From $553 per night (USD)
Expedia
Direct Gulf Beach 3 Bed\/2Bath w\/ Heated Pool, FREE WiFi & Trolley, Great...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! If you like to be close to everything AND have the beach right out your back ...
From $553 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Quiet Nights of Quiet Stars on Anna Maria Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet street, oh how lovely. Maximum 3 adults ...
From $169 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Spacious 3 bedroom town home on Anna Maria Island, community pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
For your relaxing and family fun, Anna Maria Island vacation, check out this spacious beautiful 3 bedroom, 2.5 bath town ...
From $379 per night (USD)
Expedia
From $1157 per night (USD)
VRBO
1 Block to the Beach - LARGE Private Pool - Newly Renovated 6 Bdrm Luxury House
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Holmes Beach House For Rent - Luxury Vacation Rental on Anna Maria Island, Florida *All New Flooring, New Bathrooms (3 ...
From $1157 per night (USD)
VRBO
From $712 per night (USD)
Expedia
Perfect Family Vacation home, private pool - so Close to BEACH!
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
Beach Time AMI by AMI Locals Home in Holmes Beach, Florida VRC19-000030 Welcome to Beach Time AMI! This five bedroom, ...
From $712 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Blue Bayou: No Storm Damage! Dog Friendly by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Blue Bayou is ready for your vacation! We had to take a brief pause to regroup but…Blue Bayou is ready for you! We ca ...
From $290 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Beautiful 1 bedroom Condo with Beach views! Rest and relaxation await!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Condo Unit Layout: Located on the 2nd Level, elevator on site • King Master bedroom, ensuite bathroom with shower/tub co ...
From $290 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Palm Oasis Villa East is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $298 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Anna Maria Island Direct Beachfront Condo- Awesome View and Amazing Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out ...
From $268 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Private pool, 3 bedroom on Anna Maria Island, only minutes to the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with ...
From $361 per night (USD)
VRBO
From $840 per night (USD)
Expedia
Beautifully remodeled with private pool and spa! Located near beach & shopping!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Last Resort by AMI Locals Home in Holmes Beach, Florida VRC19-000160 Welcome to Last Resort, the perfect ground-level, ...
From $840 per night (USD)
Expedia
From $1092 per night (USD)
VRBO
Luana Breeze in Holmes Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this ...
From $1092 per night (USD)
VRBO
From $464 per night (USD)
Expedia
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $464 per night (USD)
Expedia
From $628 per night (USD)
VRBO
Beautiful bungalow with private pool! Close to beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Day Break Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Pool • BBQ grill, Backyard patio po ...
From $628 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Steps to the beach! PRIVATE HEATED POOL w covered lanai. Central location.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $495 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Two minute walk to beach! PRIVATE HEATED POOL w covered lanai. Great location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $495 per night (USD)
VRBO
From $800 per night (USD)
Expedia
Private Heated Pool and Close to the beach with beach gear and Dog friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This nicely appointed 2 bedroom, 2 bath ground floor home with Private Pool is located one very short block to the beaut ...
From $800 per night (USD)
Expedia
From $561 per night (USD)
VRBO
Lakefront 3BR Duplex with Private Pool - Anna Maria Island - Island Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you’re looking to enjoy the beaches of Anna Maria Island, as well as relaxing island life, look no further than “Suga ...
From $561 per night (USD)
VRBO
From $841 per night (USD)
Expedia
Luxury Home, Pool, Games, Multiple Kitchen areas, Rooftop Deck - Seas the Day
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Seas the Day by AMI Locals Home in Holmes Beach, Florida VRC22-000025 Welcome to Seas the Day! This stunning three-l ...
From $841 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Beach House Anna Maria Island, FL - 1 block to beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy ...
From $489 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Newly renovated condo with community pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sea You Soon by AMI Locals Condo in Holmes Beach VRC22-000162 Welcome to Sea You Soon, a newly refreshed three-level ...
From $355 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Palm Oasis Villa West is a 2 bedroom, 1 bath ground level condo that is walking distance to pristine Gulf beaches. This ...
From $336 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Cozy 'Day' Side Cottage with Heated Pool Pet Friendly No size restrictions
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC# 19-000218 Cozy 'Day' Side Cottage is located in Holmes Beach on Anna Maria Island. It offers 2 bedrooms and 1 1/ ...
From $408 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Pristine Anna Maria Island Beachfront Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking to experience Old World Florida charm with a modern twist, "The Sandy Turtle" - Gulf Place Condominium #D15 on A ...
From $605 per night (USD)
VRBO
From $367 per night (USD)
Expedia
209 83rd unit B in Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
209 83rd Street, Unit B - Anna Maria Island -Duplex with your Private Pool -2 Bedroom / 2 Bath, maximum occupancy of 4. ...
From $367 per night (USD)
Expedia
From $1081 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Facing Unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $1081 per night (USD)
VRBO
From $915 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $915 per night (USD)
Expedia
From $919 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
The stunning newly rennovated interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The ...
From $919 per night (USD)
VRBO
From $833 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $833 per night (USD)
Expedia
From $987 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2 ba ...
From $987 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Townhome near the beach with heated pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Two Sisters by Anna Maria Island Accommodations Townhome in Holmes Beach. FL 34217 Welcome to Two Sisters, an adorable ...
From $364 per night (USD)
Expedia
From $970 per night (USD)
VRBO
Amazing home with WATERSLIDE! One Block off beach! Life is Just Beachy here!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to Just Beachy on beautiful Anna Maria Island! Have the trip of a lifetime at this beautifully appointed 6 bedro ...
From $970 per night (USD)
VRBO
From $1281 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom Beach Facing Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $1281 per night (USD)
Expedia
From $811 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom Beach Front Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $811 per night (USD)
VRBO
From $1091 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $1091 per night (USD)
Expedia
From $1040 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Townhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $1040 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Sand Dollar: Poolside Condo 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
6604 Holmes Blvd #2, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Two blocks to the beach! 2 Bedr ...
From $366 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Beach n It: Dog Friendly, Pool, Convenient to all of AMI by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach n It by Anna Maria Life Vacation Rentals 410 Bay Palms Dr., Holmes Beach, FL 34217 What you'll love about this ho ...
From $387 per night (USD)
VRBO
Click For Pricing
Expedia
Gulf of Mexico On The BEACH !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom, 1 Bath with full Pullman Kitchen. Sleeps 4, Pull Out Couch in Living Room. Directly on the BEACH !! Pool and ...
Click For Pricing
Expedia
From $746 per night (USD)
VRBO
Close to Beach with Private Saltwater Pool - Casa Azul
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Casa Azul by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000108 Casa Azul is a stunning vacation home nest ...
From $746 per night (USD)
VRBO
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $850 per night (USD)
Expedia
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bed 2 bath island oasis will take you back to the days of old Florida charm, but in a modern and well appointed s ...
From $850 per night (USD)
Expedia
$The Idle House - 4 bedroom\/4 bath dream home on the canal on Key Royale$
From $504 per night (USD)
VRBO
The Idle House - 4 bedroom\/4 bath dream home on the canal on Key Royale
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Everything is brand new from A-Z. This one-story ranch style house was completely remodeled with the addition of two bed ...
From $504 per night (USD)
VRBO
From $780 per night (USD)
VRBO
Flip Flops Forever by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Flip Flops Forever is a traditional Florida home just steps from the beach nestled in the quiet residential area in the ...
From $780 per night (USD)
VRBO
From $567 per night (USD)
VRBO
Blue Haven Beach House - Ready for Guests, November 2024!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to Blue Haven Beach House! On Anna Maria Island (Holmes Beach, FL) Recently updated & AMAZING LOCATION! This L ...
From $567 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Luxury home in the perfect location, 2 blocks to beach - Island Princess
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Island Princess by AMI Locals Home in Holmes Beach, FL VCR19-000296 Welcome to Island Princess! This stunning custom-b ...
From $457 per night (USD)
Expedia
From $302 per night (USD)
VRBO
2 bedroom unit, West of Gulf Drive. Only steps to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome! This quaint 2-bedroom, 1-bathroom single level home is nestled on Anna Maria Island. The master suite has a ...
From $302 per night (USD)
VRBO
From $1519 per night (USD)
Expedia
Luxury home just steps away from the beach with pool, spa & rooftop!
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
The Ritz by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Rooftop deck • Heated pool and spa • Coffee ...
From $1519 per night (USD)
Expedia
$GULF FRONT Beautiful Condo w\/Heated Pool, FREE WiFi & Trolley, Great Sunsets!$
From $451 per night (USD)
VRBO
GULF FRONT Beautiful Condo w\/Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $451 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Large Private Pool Home with Spa - 150 yards to the Beach - By Island Real Estat
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
“Catchin’ Rays” is an excellent choice for your next Anna Maria Island vacation! This centrally located home offers ever ...
From $660 per night (USD)
Expedia
From $560 per night (USD)
VRBO
1 Bedroom Condo at Beachfront Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Courtyard! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $560 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Rum Dog by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath dup ...
From $344 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Sam's Cove! Second Floor Condo Overlooking Water
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
IMPORTANT: Per homeowner's association, a minimum monthly stay is required, as well as an application. Please allow at l ...
From $215 per night (USD)
VRBO
From $782 per night (USD)
Expedia
Blue Palm Paradise: No Storm Damage! Pool Open, Dog friendly, by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Blue Palm Paradise is ready for your vacation! We had to take a brief pause to regroup but…Blue Palm Paradise is ready ...
From $782 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Great Villa! Just updated, private pool and 1 block to the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
AMI Sunrise by AMI Locals Home in Holmes Beach VRC20-000165 Welcome to AMI Sunrise! This fantastic ground-level home i ...
From $433 per night (USD)
VRBO
From $530 per night (USD)
Expedia
Lovely 3 bd island cottage with a private pool + close to the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
AMI Sunset by Anna Maria Island Locals Home in Holmes Beach, FL Only 75 yards to the beach! Highlights: • Private back ...
From $530 per night (USD)
Expedia
From $873 per night (USD)
VRBO
One Day More: Spectacular Oasis Backyard with Pool & Spa by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
403 72nd St., Holmes Beach, FL 34217 What You'll Love About this Home: Location! 4 Blocks to the Beach! Centrally Locat ...
From $873 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Beautiful Beach House with Heated Pool and Fenced Backyard!
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Sol y Mar by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Outdoor Shower • 2 Paddle Boards • 1 Kaya ...
From $511 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Luxury home just 2 blocks to beach, private pool and spa!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Beachy Keen by AMI Locals Home in Holmes Beach, Florida VRC18-000062 Welcome to Beachy Keen, an adorable coastal cottag ...
From $481 per night (USD)
VRBO
From $787 per night (USD)
Expedia
Charming Cottage, one block off beach with a private pool and gorgeous backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Caribbean Reef by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private heated pool • Private patio ...
From $787 per night (USD)
Expedia
From $791 per night (USD)
VRBO
Luxury home with private pool and spa, short walk to beach! - Mojito Splash
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Mojito Splash by AMI Locals Home in Holmes Beach 34217 VRC18-000068 Welcome to Mojito Splash! This stunning five-bed ...
From $791 per night (USD)
VRBO
From $602 per night (USD)
Expedia
Ground level home with private pool, just steps to the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Mermaids Watch by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private backyard with a heated pool ...
From $602 per night (USD)
Expedia
From $523 per night (USD)
VRBO
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This upper and lower unit duplex home is located steps from the Gulf of Mexico on historic Anna Maria Island. These Holm ...
From $523 per night (USD)
VRBO
From $982 per night (USD)
Expedia
Mainsail Beach Inn Charming Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on the first floor of Mainsail Beach Inn, offering a small patio and close proximity to the pool, an amazing val ...
From $982 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Sapphire Beach House by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perf ...
From $585 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Stylish Duplex Retreat with Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000510 Discover The While Away at 6203 Holmes Blvd., where modern elegance meets island charm. This 2-bedroom, 2- ...
From $235 per night (USD)
Expedia
$WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach$
From $174 per night (USD)
VRBO
WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC21-000074 Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a spacious one b ...
From $174 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Seaside Beach House 201 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000507 Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $427 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Ideal Family Getaway: Private Pool 2 Mins from the Beach - Lay'By, Too
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lay'By, Too by AMI Locals Home in Holmes Beach, Florida VRC16-000175 Welcome to Lay'By, Too! This vibrant ground-level ...
From $554 per night (USD)
VRBO
From $404 per night (USD)
Expedia
FantaSea, a single family pool home located in Holmes Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**Security cameras in use** Come feel right at home while staying at this updated, well appointed, beach hideaway! The ...
From $404 per night (USD)
Expedia
$WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach$
From $288 per night (USD)
VRBO
WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC21-000027 Waters Edge Condo 102N is a newly renovated two bedroom, two bath unit, located at 5808 Gulf Drive in Holm ...
From $288 per night (USD)
VRBO
From $805 per night (USD)
Expedia
Sunkissed & Salty: Guest Favorite! Prime Island Location with Dreamy Amenities
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Dreamy Amenities. Prime Island Location. First-class guest service. Sunkissed & Salty sits just steps away from the beac ...
From $805 per night (USD)
Expedia
$Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining$
From $251 per night (USD)
VRBO
Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC19-000216 Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit, that s ...
From $251 per night (USD)
VRBO
$Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches$
From $408 per night (USD)
Expedia
Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC 21-000087 Beach Therapy is located at 6323 Gulf Dr. in Holmes Beach. This townhome is a light, bright and recently ...
From $408 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
VRC16-000478 & VRC16-000479 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special a ...
From $304 per night (USD)
VRBO
From $220 per night (USD)
Expedia
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
VRC16-000478 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to hi ...
From $220 per night (USD)
Expedia
From $732 per night (USD)
VRBO
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 $732 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 $409 per night (USD)
VRBO
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is ...
From $409 per night (USD)
VRBO
From $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
From $705 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 $705 per night (USD)
VRBO
$GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...$
From $584 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 $584 per night (USD)
Expedia

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