Holiday Rentals in Anna Maria
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 km
835 rentals in Anna Maria.
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Seaside Sanctuary #1 - World's Greatest Sunsets!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Dragonfly - Southern charm on the North end of Anna Maria Island
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
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Seaside Sanctuary #2 - Read Our Reviews - 100% Positive
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Naut 2 Shabby Bungalow | A sweet and cozy getaway on Pine Avenue!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Spectacular Beachfront House with Pool
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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NEST ON THE BEACH IS MAGICAL! Pool, hot tub, 5 master suites! Sunset views!!
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Charming house with private heated pool, lanai. Great location to beach & shops
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Canal Front Home w/ Private Heated Pool on AMI
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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North Island beach getaway
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bungalow On The Bayou (Best Location on the Island)
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Spoonbill Hideaway-Huge Pool and Spa across from Gulf Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Charming cottage in quiet area, close to beach & bay.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Island Living, refreshing outdoor shower and pool , pet friendly if approved
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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AMI North End Private Heated Pool. Great location to beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Anna Maria Island Rentals - Beach Front - "Angels Envy"
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sirenia Beach House - Waterfront/HotTub/ Pool/Dock/PuttGreen/Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Northshore Beach House near Pine Ave, north end of Anna Maria Island
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Luxury-Professionally Decorated Home Pool/Spa 5 Minutes walk to beach
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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BEAUTIFUL BEAN POINT LOCATION 200 FEET TO ROD AND REEL PIER! EVERYTHING INCLUDED
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak, SUPs & MORE
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
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Minutes Walk to Bean Point and Rod & Reel Pier!!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Tucked Away in Anna Maria
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Charming Beach Home-with a large, Private Pool -3 Houses to the Beach!!!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Aug 2999/wk Deal - Putting Green/Waterfront/Dock//Pool/ Hot Tub/Steps to Beach
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Amie House Chef’s kitchen, 2 King suites walk to beach/Stunning Pool
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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HUGE SALE: 299/NIGHT SEPT - DEC ! 3 blocks to beach! Heated pool/20 ft dock.
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
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Sea La Vie Beach House - Stunning New Luxury Waterfront Home w/Pool, Dock
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Bay Breeze Cottages #3
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Blue Heron Cottage - Anna Maria Island
Holiday Rental House
1 bedroom
3 bathrooms
Sleeps 4
Match: Sleeps
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Charming gulf-front home right on the beach - stunning views, dogs welcome
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Turtle Cottage - Anna Maria Island
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Ideal Location, Stunning Villa! Close to beach, beach gear provided!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Newer Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Best Location on Island - Read Our Guest Reviews!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Showing results 1-50 of 835
Frequently Asked Questions about Anna Maria
- Yes, here are some popular holiday rentals in Anna Maria that have a pool:
- Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
- Gorgeous views,spectacular home!
- 'Island Oasis' A single family North end canal home with pool
- Yes, here are some popular holiday rentals in Anna Maria that have internet access:
- Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
- Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
- Gorgeous views,spectacular home!
- The best pet friendly rentals in Anna Maria are:
- Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
- Gorgeous views,spectacular home!
- Latitude Adjustment
- Some of the most popular kid friendly rentals in Anna Maria are:
- Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
- Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
- Gorgeous views,spectacular home!