Anna Maria Vacation Rentals, Private Rental Homes & Cottages.
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Private Vacation Home
4.7 Star Review
Anna Maria, Florida
4 Bedrooms
3 Bath(s) Sleeps 8
Newer Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK
Cottage
4.9 Star Review
Anna Maria, Florida
2 Bedrooms
1 Bath(s) Sleeps 6
BEAUTIFUL BEAN POINT LOCATION 200 FEET TO ROD AND REEL PIER! EVERYTHING INCLUDED
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
4 Bedrooms
4 Bath(s) Sleeps 10
Nov 11 - Dec 9 2023 Deals! - Waterfront/HotTub/ Pool/Dock/PuttGreen/Beach
Private Vacation Home
4.8 Star Review
ANNA MARIA, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Water Front Sea Waves Cottage With Private Dock, Access To Bimini Bay
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
5 Bedrooms
6 Bath(s) Sleeps 12
Nov 11 - Dec 16 Deals -Putting Green/Waterfront/Dock//Pool/ Hot Tub/StepstoBeach
Cottage
4.7 Star Review
Anna Maria, Florida
2 Bedrooms
2 Bath(s) Sleeps 6
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Private Vacation Home
4.6 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Bean Point Cottage: North End Pool Home, Close to Beach & Bay by Anna Maria Life Vacation Rentals
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Unique beach house near Bean Point, heated pool and just 2 min to beach.
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
2 Bedrooms
2 Bath(s) Sleeps 4
Seahorse Cottage: Heated pool, north of Pine Ave, close to Bean Point
Private Vacation Home
4.8 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 8
Breathtaking Views and Lasting Memories - Beachfront Fun & Relaxation
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
3 Bedrooms
3 Bath(s) Sleeps 6
Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
4 Bedrooms
3 Bath(s) Sleeps 8
Nirvana:Pool & Hot Tub, Dock, On Canal with Gorgeous Water Views by Anna Maria Life Vacation Rentals
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
4 Bedrooms
3 Bath(s) Sleeps 12
Nov 11 - Dec 9 Deals! -Canal /Hot Tub/Htd Pool/ Dock/Backyard Beach Sirenia Cove
Private Vacation Home
4.6 Star Review
Anna Maria, Florida
7 Bedrooms
8 Bath(s) Sleeps 16
Luxury waterfront home with private pool and putting green!
Private Vacation Home
4.7 Star Review
Anna Maria, Florida
4 Bedrooms
7 Bath(s) Sleeps 8
Perfect Family Vacation Home with Putting Green & Waterslide! Close to Beach!
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
4 Bedrooms
5 Bath(s) Sleeps 8
Hear The Surf/Feel The Breeze... Steps To The Gulf Beach From This 4 Bd/4Ba
Private Vacation Home
4.8 Star Review
Anna Maria, Florida
6 Bedrooms
5 Bath(s) Sleeps 12
On the BEACH block! Luxury home, Pool and Spa, stay and relax with your friends!
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
2 Bedrooms
1 Bath(s) Sleeps 5
Bungalow On The Bayou (Best Location on the Island)
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
4 Bedrooms
3 Bath(s) Sleeps 8
Once Upon A Time managed by Beach Retreats
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 8
Anna Belle by Beach Boutique Rentals
Private Vacation Home
4.8 Star Review
Anna Maria, Florida
7 Bedrooms
5 Bath(s) Sleeps 16
Luxury home close to beach! Pool & putting green
Private Vacation Home
4.7 Star Review
Anna Maria, Florida
4 Bedrooms
6 Bath(s) Sleeps 14
Beautiful Anna Maria Island beach house with waterslide, pool, and rooftop deck
Private Vacation Home
4.5 Star Review
Anna Maria, Florida
3 Bedrooms
3 Bath(s) Sleeps 8
Soulshine: Dog Friendly! Pool, On a Canal with Dock by Anna Maria Life Vacation Rentals
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
5 Bedrooms
7 Bath(s) Sleeps 8
Luxury home close to beach! Private pool, spa, and putting green!
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
4 Bedrooms
3 Bath(s) Sleeps 8
Sandy Rose: Putting green, heated pool, outdoor living spaces
Cottage
5.0 Star Review
Anna Maria, Florida
1 Bedrooms
3 Bath(s) Sleeps 4
Blue Heron Cottage - Anna Maria Island
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
2 Bedrooms
3 Bath(s) Sleeps 5
HUGE SALE: 299/NIGHT SEPT - DEC ! 3 blocks to beach! Heated pool/20 ft dock.
Private Vacation Home
4.8 Star Review
Anna Maria, Florida
3 Bedrooms
3 Bath(s) Sleeps 8
La Buena Vida - Bright Beachy & Canal Front! Steps to Beach, Pool/Spa, Dock, Beach Gear, Dogs OK
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
4 Bedrooms
5 Bath(s) Sleeps 8
Luxe Island Escape by Beach Boutique Rentals
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
3 BR, 2 BA Home with Private Pool and Spa on the North End of Anna Maria Island
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Aqua Marine: 3 BR, 2 BA House in Anna Maria, Sleeps 6
Private Vacation Home
4.8 Star Review
Anna Maria, Florida
4 Bedrooms
2 Bath(s) Sleeps 8
The Happy Hibiscus Island Oasis With Ocean Views
Private Vacation Home
4.8 Star Review
Anna Maria, Florida
4 Bedrooms
4 Bath(s) Sleeps 8
Bella Vista: Bay front with gorgeous views and outdoor living space.
Private Vacation Home
4.7 Star Review
Anna Maria, Florida
4 Bedrooms
4 Bath(s) Sleeps 8
BellaBlu: Beautifully Renovated Canal Front Home!
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
4 Bedrooms
5 Bath(s) Sleeps 8
Reef Romance managed by Beach Retreats
Private Vacation Home
4.5 Star Review
Anna Maria, Florida
3 Bedrooms
1 Bath(s) Sleeps 5
Dog Friendly Cottage - Near the Beach and Shopping!
Private Vacation Home
4.8 Star Review
Anna Maria, Florida
4 Bedrooms
5 Bath(s) Sleeps 8
Luxury Home with Private Pool and Putting Green!
Private Vacation Home
4.4 Star Review
Anna Maria, Florida
2 Bedrooms
1 Bath(s) Sleeps 3
Dog Friendly Cottage - Near the Beach and Shopping!
Private Vacation Home
4.6 Star Review
Anna Maria, Florida
4 Bedrooms
3 Bath(s) Sleeps 8
Beautiful Home with Breathtaking Views and Private Pool!
Private Vacation Home
4.3 Star Review
Anna Maria, Florida
2 Bedrooms
1 Bath(s) Sleeps 5
Dog friendly home near the Gulf!
Cottage
4.9 Star Review
Anna Maria, Florida
1 Bedrooms
2 Bath(s) Sleeps 4
Turtle Cottage - Anna Maria Island
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
3 Bedrooms
3 Bath(s) Sleeps 8
Beautifully remodeled canal front home with private pool and spa!
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
renovated canal front home in Anna Maria City.
Villa
4.9 Star Review
Anna Maria, Florida
3 Bedrooms
2 Bath(s) Sleeps 6
Northshore Beach House near Pine Ave, north end of Anna Maria Island
Private Vacation Home
5.0 Star Review
Anna Maria, Florida
6 Bedrooms
4 Bath(s) Sleeps 14
Playing Hooky: On Canal, Dock, Pool & Spa, Game Room by Anna Maria Life Vacation Rentals
Cottage
4.9 Star Review
Anna Maria, Florida
2 Bedrooms
1 Bath(s) Sleeps 4
Charming cottage in quiet area, close to beach & bay.
Private Vacation Home
4.9 Star Review
Anna Maria, Florida
5 Bedrooms
4 Bath(s) Sleeps 8
Amazing Rooftop Views! One block off Pine Ave!
Private Vacation Home
4.7 Star Review
Anna Maria, Florida
3 Bedrooms
3 Bath(s) Sleeps 8