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 $771 per night (USD)
VRBO
Perfectly Located Near Bay Beaches and Pine Ave!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Highlights • Less than a 5-minute drive to the beach • Private pool and outdoor shower • Less than a 5-minute walk to ...
From $771 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Spacious Canal Home Perfect For Family Vacations!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Highlights • Canal Front • 1-mile from the Beach • Private Pool and Hot Tub • Ping pong table Gypsy Sol by ...
From $724 per night (USD)
Expedia
From $1094 per night (USD)
VRBO
Family Fun Anna Maria Vacation Home, Just Steps from Bean Point - Called In Sic
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Called In Sic by Anna Maria Island Accommodations Home in Anna Maria, Florida Welcome to Called In Sic, your luxurious ...
From $1094 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Shared Pool, Private Patio, Only 2 Houses to the Beach - Sand and Sea 113 B
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sand and Sea 113 B by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Se ...
From $391 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Private Home with Pool and Hot Tub, 2 Blocks to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Highlights • 3-minute walk to the beach • Private pool and hot tub • Outdoor shower • Washer and dryer Little Pink Hou ...
From $660 per night (USD)
VRBO
From $1687 per night (USD)
Expedia
Anna Maria Island Home with Pool, Spa, 1-minute to the Beach - Water Colors
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Water Colors by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR18-000060 Welcome to Water Colors! T ...
From $1687 per night (USD)
Expedia
From $682 per night (USD)
VRBO
Private Home 1 Block to Beach with Pool and Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Highlights • 3-minute walk from Beach • Private pool and hot Tub • Outdoor shower • Washer and dryer Beach You To I ...
From $682 per night (USD)
VRBO
From $1154 per night (USD)
Expedia
Anna Maria Friends Getaway: Private Pool Close to the Beach - Coral Kai
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Coral Kai by Anna Maria Island Accommodations Home in Anna Maria, Florida VR20-000067 Welcome to Coral Kai, your ide ...
From $1154 per night (USD)
Expedia
From $821 per night (USD)
VRBO
Private pool, 1 Block to beach, Putting Green - Lady from the Sea
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Highlights • Less than a 10-minute walk from the beach • Private pool • Putting Green • Outdoor living space • Nea ...
From $821 per night (USD)
VRBO
From $657 per night (USD)
Expedia
Private Home with Caged Pool, 1 Block to Beach, Great for Family!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Highlights • Less than a 5-minute walk to the beach • Private pool • Separate guest suite • Hammock • Washer and d ...
From $657 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Beach Condo with Shared Pool, Only 2 Houses to the Beach - Sand And Sea 113 A
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sand And Sea 113 A by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Se ...
From $392 per night (USD)
VRBO
From $789 per night (USD)
Expedia
Casa Allegria: Remodeled Home with Private Pool, Just Over a Block to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Casa Allegria by Anna Maria Island Accommodations 209 Archer Way Anna Maria, FL 34216 VR16-000015 Welcome to Casa Alle ...
From $789 per night (USD)
Expedia
From $1079 per night (USD)
VRBO
Private Home with Heated Pool, Just 5 Houses to Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Highlights • Less than a 5-minute walk to the beach • Private Pool • Washer and Dryer Palm Paradise by Anna Maria Is ...
From $1079 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Quaint Condo with Shared Pool, Only 2 Houses to the Beach - Sand And Sea 109 A
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sand And Sea 109 A by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000422 Welcome to Sand and Se ...
From $406 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful Bay Front Home with Panoramic Views and Open Balcony!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Dolphin Watch by Anna Maria Island Accommodations Bayfront home in Anna Maria, FL 34216 VR16-000325 Your dream bayfront ...
Click For Pricing
VRBO
From $587 per night (USD)
Expedia
Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Turtle Crawl by Anna Maria Island Accommodations Duplex in Anna Maria, FL 34216 VR16-000350 Welcome to Turtle Crawl, a ...
From $587 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Quiet North End Home Only 2 Blocks to Beach with Private Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our Place By The Sea Anna Maria, FL 34216 VR16-000359 Welcome to Our Place By The Sea, an inviting vacation home with a ...
From $607 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Adorable Remodeled Duplex with Heated Pool, Just 2 Blocks to the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Highlights • Less than a 5-minute walk from the beach • Shared Pool • Less than 1 mile from Pine Ave restaurants and s ...
From $496 per night (USD)
Expedia
From $787 per night (USD)
VRBO
Beautiful Home with Pool, Outside Living Area, Near the Beach! - Coconut Lagoon
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000285 Welcome to Coconut Lagoo ...
From $787 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Quaint Condo with Shared Pool, Only 2 Houses to the Beach - Sand And Sea 109 B
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sand And Sea 109 B by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000422 Welcome to Sand and S ...
From $390 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Quaint Condo with Heated Pool, Only 2 Houses to the Beach - Sand and Sea 111 B
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sand and Sea 111 B by Anna Maria Island Accommodations Condo in Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Se ...
From $438 per night (USD)
VRBO
From $774 per night (USD)
Expedia
Private Home with Heated Pool and Screened Lanai, 2 Houses to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Mermaid's Purse 107 Palm Ave Anna Maria, FL 34216 VR16-000364 Welcome to Mermaid’s Purse, a perfectly located north-en ...
From $774 per night (USD)
Expedia
From $805 per night (USD)
VRBO
Luxury home near the beach and shopping! Private backyard and pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Highlights • 2-minute walk from the beach • Private Pool • Near free Anna Maria Island Trolley stop • Outdoor living spa ...
From $805 per night (USD)
VRBO
Click For Pricing
Expedia
Private Home 1 House From Beach with Heated Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Highlights • 1-minute walk to the Beach • Private Pool • Outdoor Shower Blue Mermaid by Anna Maria Island Accommoda ...
Click For Pricing
Expedia
$Sea La Vie Beach House - Luxurious 4BR Home W\/ Pool, Spa, Dock, & Canal Access on Anna Maria Island$
From $1255 per night (USD)
VRBO
Sea La Vie Beach House - Luxurious 4BR Home W\/ Pool, Spa, Dock, & Canal Access on Anna Maria Island
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Sea La Vie Beach House! On Anna Maria Island (Anna Maria, FL) A luxurious 2,825 sq. ft. canal-front home fea ...
From $1255 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Anna Maria Island, NORTH END 3 bedroom, pet friendly, private pool home!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Paradise found in this 3 bedroom, 2 bath pet friendly, home on Anna Maria Island! This family home is just 1 block from ...
From $567 per night (USD)
Expedia
From $584 per night (USD)
VRBO
Canal Home with Private Pool and Dock - North End Zen
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
North End Zen by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000360 Recharge your batteries N ...
From $584 per night (USD)
VRBO
From $722 per night (USD)
Expedia
Private Home Situated Near Bean Point with Spacious Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Absolutely Anna by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000095 Escape to paradise at ...
From $722 per night (USD)
Expedia
From $891 per night (USD)
VRBO
Bella Vita: Canal front, pool, perfect location!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
SECURITY CAMERAS IN USE LIFE IS BEAUTIFUL AND ALWAYS BETTER AT THE BEACH! BELLA VITA. YOUR NEW CORNER OF PARADISE! THI ...
From $891 per night (USD)
VRBO
From $765 per night (USD)
Expedia
Luxury Home with Pool, Spa, and Deck! - AMI Breeze
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AMI Breeze by AMI Locals Home in Anna Maria VR20-000022 Welcome to AMI Breeze, a beautiful two bedroom and two bathroo ...
From $765 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Coquina Cottage A by Duncan Real Estate
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Coquina Cottage! Relax stress-free in this two-bedroom ground level duplex accommodation with water views, ac ...
From $360 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Desirable North-End Gem on Canal with Dock, Heated Pool. Clean and Spacious.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to paradise! Pelican Perch is a spacious, three-bedroom, two-bath house, located on a canal and a quiet cul-de- ...
From $525 per night (USD)
Expedia
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VRBO
Hunt's Hideaway: *Putting Green *Pool *Hot Tub *5 min walk to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to Hunt's Hideaway, a luxurious vacation rental that promises an unforgettable retreat. With four bedrooms and th ...
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VRBO
From $811 per night (USD)
Expedia
Upscale waterfront home, private pool, beautiful views!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The heart of Anna Maria Island is captured in Paradise on Pine! Highlights • Waterfront home with a private dock accomm ...
From $811 per night (USD)
Expedia
From $1033 per night (USD)
VRBO
White Pearl-New Premier AMI Home with Sunset Views-January 2025 Discounted
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Welcome to White Pearl. This brand new elevated custom home (2019) on Anna Maria Island located within AMI city limits ...
From $1033 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Dog friendly cottage - One block to the Bay!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Slo M'Ocean by Anna Maria Island Locals Home in Anna Maria, FL 1 easy block to the Bay Highlights: - Recently refresh ...
From $369 per night (USD)
Expedia
From $888 per night (USD)
VRBO
Mangroves and Magnolias- Tropical island pool home on North end.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Vacation in luxury at the most desirable location on the north end of Anna Maria Island. The perfect home to unite and u ...
From $888 per night (USD)
VRBO
From $835 per night (USD)
Expedia
Beach Bliss: Perfect location, pool, views, steps to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beach Bliss offers something special for everyone in the family! Come enjoy this beautiful 3 bedroom 2 bath home just st ...
From $835 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Island Oasis: Ground level canal front pool home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking to escape to a beautiful tropical oasis? This is the place for you! Refreshed with gorgeous coastal decor in the ...
From $573 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Sharks Eye- Original island cottage on historic Pine Ave.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Cozy and quaint and perfectly nestled in the hustle and bustle of Anna Maria’s Pine Avenue, you’ll fall in love with Sha ...
From $573 per night (USD)
Expedia
$Ground-Floor Suite w\/Full Kitchen, Free WiFi, Shared Pool & Washer\/Dryer$
From $322 per night (USD)
VRBO
Ground-Floor Suite w\/Full Kitchen, Free WiFi, Shared Pool & Washer\/Dryer
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunrise Garden #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $322 per night (USD)
VRBO
From $1395 per night (USD)
Expedia
Villa Marianne: AMI North End, Steps to Beach, West of Gulf, Pool by Anna Maria Life
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Villa Marianne by Anna Maria Life Vacation Rentals 111 Maple Ave, Anna Maria, FL 34216 What You'll Love About This Home ...
From $1395 per night (USD)
Expedia
$Discounted April 26th thru May 17th stays w\/ Private Pool & Dock!$
From $577 per night (USD)
VRBO
Discounted April 26th thru May 17th stays w\/ Private Pool & Dock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
DESCRIPTION:  It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $577 per night (USD)
VRBO
From $568 per night (USD)
Expedia
Bayside Cutie at Bayside Bungalow: Anna Maria Island Getaway Near Pine Avenue!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bayside Cutie at Bayside Bungalow by AMI Locals Villa in Bradenton Beach, FL 34217 VR18-000088 Experience coastal ...
From $568 per night (USD)
Expedia
From $745 per night (USD)
VRBO
Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Blissful Bay at Bayside Bungalow by AMI Locals Condo in Bradenton Beach, FL 34217 VR18-000088 Welcome to Blissful Ba ...
From $745 per night (USD)
VRBO
From $599 per night (USD)
Expedia
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Barefoot by the Bay at Bayside Bungalow by AMI Locals Condo in Anna Maria, FL 34217 VR18-000088 Welcome to Barefo ...
From $599 per night (USD)
Expedia
From $1082 per night (USD)
VRBO
Experience Family Fun at Blue Pearl: Steps from Beaches, Shops, and Dining!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Pearl By AMI Locals Home in Anna Maria VR19-000007 Discover paradise at Blue Pearl! This beautiful three-bedroom, ...
From $1082 per night (USD)
VRBO
From $664 per night (USD)
Expedia
AMI Boathouse:Dog Friendly Canal Front Pool Home North End of AMI by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
AMI Boathouse by Anna Maria Life Vacation Rentals 520 Loquat, Anna Maria, FL 34216 What You'll Love About This Home: Lo ...
From $664 per night (USD)
Expedia
From $843 per night (USD)
VRBO
Gulf Front Vacation Rental- Anna Maria Island, Florida
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our Gulf Front vacation home is located on Anna Maria's North Shore Drive with Magnificent Panoramic views of the Gulf o ...
From $843 per night (USD)
VRBO
From $855 per night (USD)
Expedia
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Bay Vista at Bayside Bungalow by AMI Locals Home in Bradenton Beach, FL 34217 VR18-000088 Welcome to Bay Vista, a lu ...
From $855 per night (USD)
Expedia
From $689 per night (USD)
VRBO
Bay Breezes at Bayside Bungalow: Enjoy Resort-Style Pool Steps from Pine Ave!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bay Breezes at Bayside Bungalow by AMI Locals Villa in Bradenton Beach, FL 34217 VR18-000088 Welcome to Bay Breezes ...
From $689 per night (USD)
VRBO
From $979 per night (USD)
Expedia
BGs Bungalow - by Island Real Estate Vacations
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
BG’s Bungalow is your perfect island getaway! Spectacular proximity to the amazing beaches of Bean Point, meticulously d ...
From $979 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Heated Pool, FREE WiFi, Close to Beach, Dock your Boat, Dog* Friendly (See...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! A contemporary aesthetic combined with a top-notch location is sure to make ...
From $433 per night (USD)
VRBO
From $658 per night (USD)
Expedia
Beach Basket Cottage: Cute Old Florida Style Beach Cottage just steps to the Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach Basket is a 1920's cottage located on Oak Ave which dead ends to the white sandy beaches and emerald waters of Ann ...
From $658 per night (USD)
Expedia
$1 block from the Beach w\/Pool, Spa, & Game Room -Castaway Cove$
From $1152 per night (USD)
VRBO
1 block from the Beach w\/Pool, Spa, & Game Room -Castaway Cove
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Castaway Cove by AMI Locals Home in Anna Maria, Florida VR16-000471 Welcome to Castaway Cove, a canal-front home with ...
From $1152 per night (USD)
VRBO
$Newly-Renovated, Dog-Friendly Home w\/ Private Heated Pool & Streaming Services$
From $792 per night (USD)
Expedia
Newly-Renovated, Dog-Friendly Home w\/ Private Heated Pool & Streaming Services
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beach to Bay Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $792 per night (USD)
Expedia
From $796 per night (USD)
VRBO
Lake La Vista Beach House: Canal front beauty in quiet neighborhood, pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located north of Pine Avenue, in the heart of Anna Maria, you'll find the lovely Lake LaVista Beach House. This four be ...
From $796 per night (USD)
VRBO
$Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks\/Bikes$
From $1317 per night (USD)
Expedia
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks\/Bikes
Bedrooms:
5
Bathrooms:
7
Sleeps:
8
Newly renovated December 2024, with state of the art finishes! 5 BR + 2 King Sleep Sofas, 1.5 Chaise Lounger, 5 BA Duple ...
From $1317 per night (USD)
Expedia
$Knot 4 Reel: Gorgeous canal front w\/pool, hot tub, dock and steps to the Bay!$
From $1089 per night (USD)
VRBO
Knot 4 Reel: Gorgeous canal front w\/pool, hot tub, dock and steps to the Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This stunning, custom, canal home is 4 bedroom, 3 bathroom on desirable North End of Anna Maria Island. Conveniently loc ...
From $1089 per night (USD)
VRBO
From $753 per night (USD)
Expedia
Isle Relax: Close to Gulf of Mexico and Pine Ave.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Isle Relax! This elevated beach home with three bedrooms, two bathrooms, and a private heated pool, is locat ...
From $753 per night (USD)
Expedia
From $459 per night (USD)
VRBO
EV Charger, Blue Lagoon South by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon i ...
From $459 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Blue Lagoon North by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come enjoy this 2 bedroom/2 bath duplex that can sleep up to 6 people with the add-on of the sleeper sofa. Blue Lagoon i ...
From $459 per night (USD)
Expedia
From $953 per night (USD)
VRBO
EV Charger, Blue Lagoon by SeaBreeze Vacation
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Come enjoy this 4 bedroom/4 bath duplex that can sleep up to 12 people with the add-on of the sleeper sofas. Blue Lagoon ...
From $953 per night (USD)
VRBO
$Pool\/Spa - Anchor Splash by SeaBreeze Vacation$
From $848 per night (USD)
Expedia
Pool\/Spa - Anchor Splash by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
If you're looking for the perfect spot to drop anchor on Anna Maria Island— look no further than this spacious four-bedr ...
From $848 per night (USD)
Expedia
From $914 per night (USD)
VRBO
Ship Watch: Private Beach, North End, Dog Friendly by Anna Maria Life Vacation Rentals
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
895 North Shore Dr., Anna Maria, FL 34216 What You'll Love About This Home: Location! Relax on your own Private Beach ...
From $914 per night (USD)
VRBO
From $1697 per night (USD)
Expedia
Luxury island home with a private pool and spa - close to beach!
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
A Wave from it All by AMI Accommodations Home in Anna Maria, FL Highlights: • 5-minute walk from the Beach • Private Po ...
From $1697 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Waterfront home with beautiful views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bay Haven by Anna Maria Island Locals Home in Anna Maria, FL Welcome to Bay Haven, an inviting waterfront ho ...
From $390 per night (USD)
VRBO
From $689 per night (USD)
Expedia
3 bedroom 2 bathroom canal front home with a heated pool located in Anna Maria
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a beautiful newly remodeled 3-bedroom, 2-bathroom private home situated right on the canal in the quiet, private ...
From $689 per night (USD)
Expedia
From $971 per night (USD)
VRBO
Luxury waterfront home with a heated pool and spa!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A beautifully furnished 4-bedroom, 3.5-bathroom home, this canal front property is in the heart of the Historic Anna Mar ...
From $971 per night (USD)
VRBO
From $658 per night (USD)
Expedia
Luxury 4 bedroom, 3 bath private home with a heated pool in the heart of Anna Maria.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This luxury Key West style home has 4-bedrooms and 3-bathrooms and is situated in Anna Maria. The kitchen has lovely gr ...
From $658 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Tropical Island Sea-Cret. Now Remodeled. New floors and paint. New pictures.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Tropical and very private 3 bedroom canal home with heated pool and spa on private drive. Two bedrooms have king sized ...
From $605 per night (USD)
VRBO
$Willow Hideaway: Luxury Canal Front Home w\/Pool and Spa$
From $1183 per night (USD)
Expedia
Willow Hideaway: Luxury Canal Front Home w\/Pool and Spa
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Come enjoy this luxury canal home that is located only 2 short blocks to the world-famous beaches of Anna Maria Island. ...
From $1183 per night (USD)
Expedia
Click For Pricing
VRBO
Sea'Esta north end of AMI, steps to the bay beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sea'Esta on gorgeous Anna Maria Island! Sea'Esta is a ground level Home that offers all the luxuries and comf ...
Click For Pricing
VRBO
From $605 per night (USD)
Expedia
Seabatical -Beachy Chic Canalfront Home with Large Pool, Hot Tub & Dock!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring your boat or jetskis to this Anna Maria Canal Home with a large 40 ft Private Pool and Spa. Newly remodeled home ...
From $605 per night (USD)
Expedia
From $1121 per night (USD)
VRBO
Beautiful Beach House, Pool, Spa, Water Views! Great Location! - AMI I Dreaming
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
AM I Dreaming by AMI Locals Home in Anna Maria VR19-000055 Welcome to AM I Dreaming, a luxurious three bedrooms and ...
From $1121 per night (USD)
VRBO
From $2128 per night (USD)
Expedia
Ground Floor Lakefront Resort, Private Dock, Heated Pool & Spa 🏖️🏖️🏖️🏖️🏖️
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
Welcome to AMI Beach Lagoon, your dream vacation on Anna Maria Island! In our lakefront luxury resort (12,500 sqft) we ...
From $2128 per night (USD)
Expedia
$Resort-Style Ground Floor Suite Heated Pool\/Spa 🐢$
From $675 per night (USD)
VRBO
Resort-Style Ground Floor Suite Heated Pool\/Spa 🐢
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Resort-Style Ground Floor Suite, Prime Location, Lakefront, Heated Pool & Spa 🐢 In our lakefront luxury resort (12,500 ...
From $675 per night (USD)
VRBO
$Lakefront Groundfloor Suite Heated Pool\/Spa 🦭🦭🦭$
From $916 per night (USD)
Expedia
Lakefront Groundfloor Suite Heated Pool\/Spa 🦭🦭🦭
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to the Manatee Suite of AMI Beach Lagoon on Anna Maria Island! In our luxury resort (12,500 sqft) located right ...
From $916 per night (USD)
Expedia
From $658 per night (USD)
VRBO
Resort-Style Ground Floor Suite On Vista Lake, Heated Pool & Spa 🦤🦤🦤
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to the Pelican Suite of AMI Beach Lagoon on Anna Maria Island! In our lakefront luxury resort (12,500 sqft) we ...
From $658 per night (USD)
VRBO
From $477 per night (USD)
Expedia
AMI North End Private Heated Pool. 1.2 blocks to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
What You’ll Love About This House: Location! 1.2 blocks to the Beach and steps away from the Free Trolley. Clean No Stai ...
From $477 per night (USD)
Expedia
$Amazing dog-friendly duplex near beach with private lanai, W\/D, patio & WiFi$
From $530 per night (USD)
VRBO
Amazing dog-friendly duplex near beach with private lanai, W\/D, patio & WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
21 Palms on Anna Maria Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $530 per night (USD)
VRBO
From $754 per night (USD)
Expedia
Anna Maria island 3 bedroom, private pool and pet friendly!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Coconut Bayou is a 3 bedroom, 3.5 bath Key West style beauty with all the comforts you may think of. Just a few minutes ...
From $754 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Mermaid House Rooftop deck, Gulf views, beautiful home, steps to the sand!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
🤩 If you love this rental but are not getting a quote with the dates you've selected contact us so we can check the a ...
From $580 per night (USD)
VRBO
$Dog-friendly family home with WiFi, central AC, private W\/D - close to beach$
From $269 per night (USD)
Expedia
Dog-friendly family home with WiFi, central AC, private W\/D - close to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
21 Palms Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $269 per night (USD)
Expedia
From $1237 per night (USD)
VRBO
Our Great Escape by Duncan Real Estate
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This beautiful luxury pool home is one of a kind in a secluded prestigious North end location directly on the canal with ...
From $1237 per night (USD)
VRBO
From $961 per night (USD)
Expedia
Unique Island Home on the beach block! Private pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Blue Crush by Anna Maria Island Accommodations Home in Anna Maria, Florida VR21-000015 Welcome to Blue Crush, a fan ...
From $961 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Angel Fish Cottage, Sweet 2 BR 1 B, Private Pool, Steps to Gulf and Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly Renovated Angel Fish Cottage with new flooring, beds and furniture. Located on the north, quiet end of Anna Maria ...
From $367 per night (USD)
VRBO
From $2074 per night (USD)
Expedia
Large Canal Front Family Rental on Anna Maria with Pool, Dock & Mini Golf!
Bedrooms:
5
Bathrooms:
7
Sleeps:
13
Serenity Beach by AMI Locals Home in Anna Maria, Florida VR16-000464 Welcome to Serenity Beach! This stunning canal-f ...
From $2074 per night (USD)
Expedia
From $1183 per night (USD)
VRBO
Brand New Putting Green! Close to beach!
Bedrooms:
5
Bathrooms:
6
Sleeps:
8
Blue Marlin by AMI Locals Home in Anna Maria, FL Highlights • 10-minute walk from the Beach • Private Pool and Hot Tub ...
From $1183 per night (USD)
VRBO
From $809 per night (USD)
Expedia
Anna Maria Home with Saltwater Pool Near Beaches & Shopping - Sunrise Shore
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Sunrise Shore by Anna Maria Island Locals Duplex in Anna Maria, FL Welcome to Sunrise Shore, your dream Anna Maria Isl ...
From $809 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Beachy Boathouse Cottage, 2 BR,1BA, Private Pool, Steps to Beach and Bay-
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly Renovated Boathouse Cottage is ready to welcome guests. New flooring, new beds, new furniture. Located on the we ...
From $359 per night (USD)
VRBO
Click For Pricing
Expedia
Seaswept Mermaid - Undergoing Repairs, Guest Availability Anticipated 2025
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Seaswept Mermaid! On Anna Maria Island (Anna Maria, FL) Need More Space? Expand your island getaway by reser ...
Click For Pricing
Expedia
$Canalfront Anna Maria Cottage w\/ Pool & Hot Tub!$
From $752 per night (USD)
VRBO
Canalfront Anna Maria Cottage w\/ Pool & Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to the sandy shores of Anna Maria Island at ‘Easy Breezy’, a recently renovated canalfront vacation rental cottag ...
From $752 per night (USD)
VRBO
From $1518 per night (USD)
Expedia
Three Little Birds - Luxury Gulf Views, Heated Pool, Steps to Bean Point on Anna Maria Island
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Three Little Birds! On Anna Maria Island (Anna Maria, FL) Luxury Waterfront Living with Gulf Views, Heated P ...
From $1518 per night (USD)
Expedia
From $568 per night (USD)
VRBO
3 bedroom on Pine in Anna Maria Island, private pool and PET friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Seashell is 3 bedroom 2 bath condo that is set up like a single family home. It features wood floors, a king size bed in ...
From $568 per night (USD)
VRBO
From $3481 per night (USD)
Expedia
Beachfront Home | Pool + Spa | Games | Ocean Views
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to the exclusive Beachfront Bliss - a custom-built luxury vacation home nestled directly on a sandy beach. This ...
From $3481 per night (USD)
Expedia
From $1196 per night (USD)
VRBO
Visit AMI in Luxury! Pool, Spa, and AMAZING Rooftop Deck Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Beach Escape by AMI Locals Home in Anna Maria, FL Highlights • 5-minute walk from the Beach • Private Pool and Hot Tub ...
From $1196 per night (USD)
VRBO
From $937 per night (USD)
Expedia
1 block to the beach! Adorable bungalow with Pool and Spa, great for families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Highlights • 3-minute walk from the Beach • 2-minute walk from Pine Ave • Private Pool and Hot Tub • Dog friendly w ...
From $937 per night (USD)
Expedia
$Hidden Oasis - DIRECT BEACHFRONT DUPLEX - 1BR\/1BA Anna Maria - By Island Real Es$
From $509 per night (USD)
VRBO
Hidden Oasis - DIRECT BEACHFRONT DUPLEX - 1BR\/1BA Anna Maria - By Island Real Es
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Hidden Oasis is beautiful 1-bedroom 1-bathroom duplex that’s perfect for an island stay. The décor will make you feel ri ...
From $509 per night (USD)
VRBO
From $807 per night (USD)
Expedia
The Salty Beach Cottage: Canal-front pool home with local personality!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to The Salty Beach Cottage, a comfortable and inviting family vacation home. Decorated with a refreshing palette ...
From $807 per night (USD)
Expedia

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