Anna Maria Rentals
- From $306 per night (USD)
VRBO
Beautifully remodeled villa near the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaid's Hideaway by AMI Accommodations Home in Holmes Beach, FL 100 Steps to the Beach Highlights: • Tropical lands ...
From $306 per night (USD)VRBO
- From $397 per night (USD)
Expedia
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 ...
From $397 per night (USD)Expedia
- From $330 per night (USD)
VRBO
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 $330 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Quiet North End Home Only 2 Blocks to Beach with Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • 5-minute walk from the beach • Private Pool • Outdoor shower Our Place By The Sea 761 Jacaranda Rd Anna Ma ...
From $346 per night (USD)Expedia
- From $300 per night (USD)
VRBO
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 $300 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Perfect family vacation home near the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Addison's Beach House by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000188 Location, loca ...
From $455 per night (USD)Expedia
- From $412 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 $412 per night (USD)VRBO
- From $243 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 $243 per night (USD)Expedia
- From $203 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 $203 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Perfect family vacation home with private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aggies Treasure by Anna Maria Island Accommodations 203 70th St, Unit A (West Unit) Holmes Beach, FL 34217 One Block to ...
From $320 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Private Home with Heated Pool and Screened Lanai, 2 Houses to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $369 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Luxury home near the beach and shopping! Private backyard and pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • 2-minute walk from the beach • Private Pool • Near free Anna Maria Island Trolley stop • Outdoor living spa ...
From $415 per night (USD)Expedia
- From $601 per night (USD)
VRBO
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 ...
From $601 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Canal Home with Private Dock and Heated Pool, Just 3 Houses to the Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wade 'N Sea by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 3 Minutes to Bay Highlights: -Newly renov ...
From $326 per night (USD)Expedia
- From $1036 per night (USD)
VRBO
Sea La Vie Beach House - Stunning New Luxury Waterfront Home w\/Pool, Dock, Elevator, Close to Pine
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sea La Vie Beach House! On Anna Maria Island (Anna Maria, FL) 2825 sq. ft. HIGHLIGHTS: - Open layout and sp ...
From $1036 per night (USD)VRBO
- From $338 per night (USD)
Expedia
Anna Maria Island, NORTH END 3 bedroom, pet friendly, private pool home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $338 per night (USD)Expedia
- From $616 per night (USD)
VRBO
Holmes Beach Home: Pool, Hot Tub, Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in a quiet cul-de-sac on the west side of Anna Marie Island, this 3-bedroom, 2.5-bathroom home is a vision of pe ...
From $616 per night (USD)VRBO
- Click For Pricing
Expedia
Sea Mist - Gorgeous Home w\/Pool! Walk to Beach\/Pine Ave, Awesome Location, Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sea Mist! On Anna Maria Island (Anna Maria, FL) Elevated 3 Bed, 2 Bath in Anna Maria, Florida just STEPS to ...
Click For PricingExpedia
- Click For Pricing
Expedia
BEDROOM TO BEACH IN 5 SECONDS FLAT in this 2 Bedroom 1 Bath Beachfront Suite at Bali Hai
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This beachfront ground floor Two bedroom suite is the only of its kind offered at Bali Hai. It is located directly on th ...
Click For PricingExpedia
- From $385 per night (USD)
Expedia
GULF FRONT Beautiful Condo, Heated Pool, FREE WiFi & Trolley, Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two-bedroom ...
From $385 per night (USD)Expedia
- Click For Pricing
Expedia
MUST...BUILD...SANDCASTLES!...... Tons of room in these 2 bedroom suites at Bali Hai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sip your after-dinner coffee or cocktail on the terrace while gazing out into our verdant resort grounds and sun drenche ...
Click For PricingExpedia
- Click For Pricing
Expedia
WARM SALTY BREEZES FRESH FROM THE SEA in These One Bedroom Suites at Bali Hai
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
These BRAND NEW luxury suites have been impeccably furnished to provide the very latest in both style and ambiance. If a ...
Click For PricingExpedia
- From $394 per night (USD)
VRBO
Bella Vita: 3 BR, 3 BA House in Anna Maria, Sleeps 6
- 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 $394 per night (USD)VRBO
- From $1141 per night (USD)
Expedia
Once Upon a Tiki: Canal, Dock, Backyard Paradise, Games, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
211 Chilson Ave, Anna Maria, FL 34216 What You'll Love About This Home: Location! One Block to the Beach! On a Canal! 5 ...
From $1141 per night (USD)Expedia
- From $1247 per night (USD)
VRBO
Precious Memories: North End! Quick Walk to Beach! Elevator,Pool,Ping Pong & Pool by Anna Maria Life
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
753 Jacaranda, Anna Maria, FL 34216 What You'll Love About This Home: Location! AMI North End! Quick Walk to Beach! 5 B ...
From $1247 per night (USD)VRBO
- From $493 per night (USD)
VRBO
Dog Friendly Home with Private Pool and Spa, Close to Beach - Sunset and Sands
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset and Sands by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Gather your crew for unforgettab ...
From $493 per night (USD)VRBO
- From $330 per night (USD)
VRBO
Fun family vacation home, just one block to the AMI beach. You'll love the pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Pineapple by AMI Locals Home in Holmes Beach, Florida CAA20-000023 Paradise awaits at Blue Pineapple, a gorgeo ...
From $330 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Casa de Playa Cozy, ground-level cottage, across the street from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located at the quiet North end of Anna Maria this 2BR/2BA home is located just across from the Gulf of Mexico. Interior ...
From $227 per night (USD)Expedia
- From $590 per night (USD)
VRBO
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 $590 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Coconuts 116 in Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Coconuts 116 - Anna Maria Island - 1 Bedroom/ 1 Bath - maximum occupancy of 6 people. VRC21-000194Distance to the Beach: ...
From $214 per night (USD)Expedia
- From $1186 per night (USD)
VRBO
Beautiful, Gulf-Front Home on Bean Point--Halcyon House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
As seen in Coastal Living Magazine, this is a quintessential, beachfront home on desirable Bean Point with with direct a ...
From $1186 per night (USD)VRBO
- From $442 per night (USD)
Expedia
Sunsets on Carissa - Lovely Island Home w\/Pool, Sunset Views, Ping Pong, 5 Min Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sunsets on Carissa! On Anna Maria Island (Holmes Beach, FL) 1950 sq. ft. HIGHLIGHTS: - Open layout and spac ...
From $442 per night (USD)Expedia
- From $398 per night (USD)
VRBO
Fins Up! - New Home w\/Private Heated Pool & 4 Min Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Fins Up! On Anna Maria Island (Holmes Beach, FL) New Home w/Private Heated Pool & 4 Min Walk to Beach w/Beac ...
From $398 per night (USD)VRBO
- Click For Pricing
Expedia
BEACHFRONT ROOM WITH BEACHFRONT CHARM at Bali Hai Beach Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
These beachfront one bedroom suites are located directly on the Gulf of Mexico with amazing views and direct access from ...
Click For PricingExpedia
- From $503 per night (USD)
VRBO
Upscale waterfront home, private pool, beautiful views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Paradise on Pine by AMI Locals Home in Anna Maria, FL Features: • Waterfront home with private dock • Elevator for gues ...
From $503 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Anna Maria Island!1 Block to the Beach. Private Heated Pool. No steps climb!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the ultimate luxury of this beautiful private home just minutes from the white private sandy beaches of Anna ...
From $399 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Coquina Cottage A by Duncan Real Estate
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Coquina Cottage A! Family friendly Coquina Cottage A is exceptionally located at the northern end of Anna Mar ...
From $263 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Perfect Vacation Home! Just steps to the Beach - Gulf Breeze
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Breeze by AMI Locals Home in Holmes Beach, Florida VRC21-000001 Welcome to Gulf Breeze, a three-bedroom and two-ba ...
From $279 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Awesome home with pool and gorgeous tropical backyard! Close to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Breeze by AMI Locals Home in Holmes Beach, Florida VRC21-000002 Fun and relaxation await you at Sea Breeze, a thr ...
From $250 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Charming cottage with Pool, close to the Beach! Don't Miss Out!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Escape by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Ground-level home, very accessi ...
From $277 per night (USD)Expedia
- From $503 per night (USD)
VRBO
Golf cart Inc + 4bd\/2bth + private pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Recent Review: "This is an incredible place to stay. The location is awesome, the communication is phenomenal and the ho ...
From $503 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Spacious, Desirable North-End Gem on Canal w\/ Dock & Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to paradise! Pelican Perch is a spacious, three-bedroom, two-bath house, located on a canal and a quiet cul-de- ...
From $295 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Hunt's Hideaway: *Putting Green *Pool *Hot Tub *5 Mins 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 ...
From $444 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Newly renovated Cozy Beach Cottage B 1\/2 of a duplex, 3min walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/1bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Anna ...
From $230 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Newly renovated Cozy Beach Cottage A1\/2 of a duplex, 3min walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly remodeled 2beds/1bath 1/2 of the duplex, UNIT A - just short walk (3-5min)to the white sandy beach ...
From $229 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Moondance- Breathtaking views and beachfront with steps from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
At A Glance Gulf-front elevated home Washer and dryer in-unit Smart TV in the living room Part of our Professional Linen ...
From $300 per night (USD)Expedia
- From $799 per night (USD)
VRBO
White Pearl-New Premier AMI Home with Sunset Views
- 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 $799 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Dog friendly cottage - One block to the Bay!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Slo M'Ocean by Anna Maria Island Locals Home in Anna Maria, FL 1 easy block to the Bay Highlights: - Recently refresh ...
From $215 per night (USD)Expedia
- From $1350 per night (USD)
VRBO
Paradise Point-5 bedroom luxury with private pool across the street from beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
At A Glance Private heated poolJust across the street from the beachElevator accessMultiple Balconies and Outdoor Seatin ...
From $1350 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Golf Cart, Island Haven 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 23, 2023! All Drivers must be o ...
From $347 per night (USD)Expedia
- From $691 per night (USD)
VRBO
Hook Wine & Sinker by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Hook Wine and Sinker, a gorgeous 2000 square foot canal-front home situated in the coveted North end of Anna ...
From $691 per night (USD)VRBO
- From $616 per night (USD)
Expedia
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 $616 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Beach Bliss: 3 BR, 2.5 BA House in Anna Maria, Sleeps 8
- 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 $529 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Island Oasis: Ground level canal front pool home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking to escape to a beautiful tropical oasis? This is the place for you! Refreshed with gorgeous coastal decor in the ...
From $363 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Sharks Eye- Original island cottage on historic Pine Ave.
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $306 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Ground-Floor Suite w\/Full Kitchen, Free WiFi, Shared Pool & Washer\/Dryer
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunrise Garden #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $202 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Perfect Family Vacation home just off the beach! Private Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Hideaway by AMI Locals Home in Holmes Beach, FL Features: • Private heated pool • Ground-level home, very access ...
From $255 per night (USD)VRBO
- From $889 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
111 Maple Ave., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End - 100 Steps to Beach! 5 Bed ...
From $889 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Private 30' Pool and Boat Dock - Rated best on AMI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
DESCRIPTION: It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the ...
From $412 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Beachy Villa with Shared Pool - Bayside Cutie at Bayside Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bayside Cutie at Bayside Bungalow by AMI Locals Villa in Bradenton Beach, FL 34217 VR18-000088 Welcome to Bayside ...
From $200 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Blissful Bay at Bayside Bungalow by AMI Locals Condo in Bradenton Beach, FL 34217 VR18-000088 Welcome to Blissful Ba ...
From $300 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Shared Pool, Bay Views! - Barefoot by the Bay at Bayside Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Barefoot by the Bay at Bayside Bungalow by AMI Locals Condo in Bradenton Beach, FL 34217 VR18-000088 Welcome to B ...
From $220 per night (USD)Expedia
- From $621 per night (USD)
VRBO
Experience the BEST Backyard Pool on AMI! Beautifully Renovated Beach Cottage!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Highlights • 8-minute walk to the beach • 7-minute walk to AMI City Pier • Private pool and hot tub • Separate Private ...
From $621 per night (USD)VRBO
- From $314 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
520 Loquat Dr., Anna Maria, FL 34216 What You'll Love About This Home: Location! North End on a Canal and Steps from t ...
From $314 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Going Coastal by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal fron ...
From $288 per night (USD)VRBO
- From $682 per night (USD)
Expedia
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 $682 per night (USD)Expedia
- From $536 per night (USD)
VRBO
Dog friendly home with private pool and spa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Shack by Anna Maria Island Locals Home in Anna Maria, FL Features: • Living Room with sofa sleeper • Full Kitchen ( ...
From $536 per night (USD)VRBO
- From $825 per night (USD)
Expedia
The Veranda on Jacaranda by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Views, views, views! Experience the peace and beauty of the North end of Anna Maria from this sprawling luxury home name ...
From $825 per night (USD)Expedia
- From $650 per night (USD)
VRBO
Exclusive North End of AMI One Level Saltwater Heated Pool Canal Front Boat Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Only 8-minute stroll to the White Sandy Beach...! 3 bedrooms, 3 baths, Canal front, Saltwater Heated Pool This beauti ...
From $650 per night (USD)VRBO
- Click For Pricing
Expedia
Gorgeous elevated villa with private, heated pool and fenced yard – snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Outpost Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- Click For Pricing
Expedia
DIRECT BAY FRONT, Sleeps 8, FREE WiFi\/Trolley, Steps to Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a super fun family vacation at the beach in this four-bedroom, three-bath quirky, older house absolutely PACKED wi ...
Click For PricingExpedia
- From $960 per night (USD)
Expedia
Private Home with Pool + Spa - One Block to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
Fortunate Sol by AMI Locals Home in Anna Maria, FL One block to beach! Highlights: • Game room with Foosball and Pinb ...
From $960 per night (USD)Expedia
- From $400 per night (USD)
VRBO
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $400 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Adorable luxury Resort Unit in a perfect location! Great Pool area!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Bay Breezes at Bayside Bungalow by Anna Maria Island Locals Condo in Anna Maria, FL Features: • Shared Heated Pool and ...
From $250 per night (USD)Expedia
- From $747 per night (USD)
VRBO
Anna Maria Island Private Waterfront Oasis on Bimini Bay | IG: AMIBlueHeron
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Imagine your own private oasis overlooking Bimini Bay on a quiet street on Anna Maria Island. Well, imagine no further. ...
From $747 per night (USD)VRBO
- From $597 per night (USD)
Expedia
BGs Bungalow - by Island Real Estate Vacations
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
BG’s Bungalow is your perfect island getaway! Spectacular proximity to the amazing beaches of Bean Point, meticulously d ...
From $597 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Rum Dog by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $209 per night (USD)VRBO
- Click For Pricing
Expedia
BEAUTIFUL APARTMENT AT BEAN POINT RESIDENCE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The house at 784 North Shore Dr. is located directly across from the Bean Point beach entrance, one of the most luxuriou ...
Click For PricingExpedia
- From $407 per night (USD)
VRBO
Willow Cottage: 3 BR, 2 BA House in Anna Maria, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to “Willow Cottage” a charming sunny cottage just steps to the white sandy beaches on the north end of Anna Mari ...
From $407 per night (USD)VRBO
- From $295 per night (USD)
Expedia
Great Villa! Just updated, private pool and 1 block to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AMI Sunrise by AMI Locals Home in Holmes Beach VRC20-000165 Welcome to AMI Sunrise! This fantastic ground-level home i ...
From $295 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Lovely 3 bd island cottage with a private pool + close to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
AMI Sunset by Anna Maria Island Locals Home in Holmes Beach, FL Only 75 yards to the beach! Highlights: • Private back ...
From $340 per night (USD)VRBO
- From $443 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 $443 per night (USD)Expedia
- From $408 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 $408 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Sunset Shores: 3 BR, 2.5 BA House in Anna Maria, Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dreaming of the perfect beach vacation home? Dreaming of sipping coffee on your choice of decks with views of the Gulf? ...
From $453 per night (USD)Expedia
- From $792 per night (USD)
VRBO
The Oasis at AMI: 4 BR, 3.5 BA House in Anna Maria, Sleeps 8
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Oasis at AMI! This charming 4 Bedroom 3.5 Bath home is the perfect place to escape it all! With no busy s ...
From $792 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Dog-friendly home - short walk to beach with private pool, spa, AC, & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gumbo Limbo 21 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $328 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Dog-friendly home with a pool, spa, terrace, & fast WiFi - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gumbo Limbo 22 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $320 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Island Dream- 4 bedroom with private heated pool and great views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Island Dream 157 Crescent Drive, Anna Maria What you will love about this property: • Exclusive North End location-Eas ...
From $450 per night (USD)Expedia
- From $1127 per night (USD)
VRBO
Emma's Cottage: Gulf View Pet Friendly Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
"Emma's Cottage" is located on the north end of Anna Maria Island in the City of Anna Maria. It is offered exclusively t ...
From $1127 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Beautiful Beach House with Heated Pool and Fenced Backyard!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Sol y Mar by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Outdoor Shower • 2 Paddle Boards • 1 Kaya ...
From $225 per night (USD)Expedia
- From $204 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 $204 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Beach Basket, 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 $380 per night (USD)Expedia
- From $841 per night (USD)
VRBO
1 block from the Beach w\/Pool, Spa, & Game Room -Castaway Cove
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Castaway Cove by AMI Locals Home in Anna Maria, Florida VR16-000471 Welcome to Castaway Cove, a canal-front home with ...
From $841 per night (USD)VRBO
- From $220 per night (USD)
Expedia
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 $220 per night (USD)Expedia
- From $364 per night (USD)
VRBO
Lake La Vista Beach House
- 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 $364 per night (USD)VRBO
- From $220 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 $220 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Just updated 2020, with state of the art finishes! 5 BR + 2 King Sleep Sofas, 1.5 Chaise Lounger, 5 BA Duplex can sleep ...
From $700 per night (USD)VRBO
- From $309 per night (USD)
Expedia
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 $309 per night (USD)Expedia
- From $497 per night (USD)
VRBO
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 $497 per night (USD)VRBO
- From $853 per night (USD)
Expedia
Knot 4 Reel: Gorgeous canal front w\/pool, hot tub, dock and steps to the Bay!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
JANUARY 2023 UPDATE: This home now has a completed hot tub! A poolside cabana is also being added and will be completed ...
From $853 per night (USD)Expedia