Best Rental Prices in Anna Maria Island, FL
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Cheap Hotels Anna Maria Island, FL
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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Anna Maria Island, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
Blue Heron Cottage
Blue Heron Cottage - Anna Maria Island
Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern Street/Alamanda Road. This great getaway slee ....
1 Bedroom(s)
2 Bath(s) Cottage - Sleeps 4
Anna Maria, FL
Paradise on Pine
WOW! Reduced 25% for open dates now - 4/27/19 at Paradise on Pine: Private Pool!
Paradise on Pine 410 Pine Avenue Anna Maria, FL 34216 The name says it all for this gorgeous 4 bedroom and 3.5 bathroom home with private heated pool, boat dock, canal access and so much more! This gorgeous home is located in the heart of Pine Ave ....
4 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 12
Anna Maria, FL
Sunshine Reef
WOW! REDUCED 25% ON OPEN DATES NOW UNTIL 4/27/19 at Sunshine Reef: Private Pool!
Sunshine Reef 308 Palm Avenue Anna Maria Island, Fl 34216 Sunshine Reef is a gorgeous 4 bedroom and 4 bathroom ground level private home that offers an incredible location on top of wonderful amenities that the whole family will enjoy. Located on ....
4 Bedroom(s)
5 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL
Turtle Cottage
Turtle Cottage - Anna Maria Island
Great 1 bedroom, 1 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. This great getaway s ....
1 Bedroom(s)
1 Bath(s) Cottage - Sleeps 4
Anna Maria, FL
Spoonbill Hideaway
Spoonbill Hideaway -Huge Pool/Spa/Private Tropical Oasis/Across from Gulf Beach
Our house is located on North Shore Drive in Anna Maria Florida across the street from one of the widest and finest beaches on the island near Bean Point on the very desirable north end, in the city of Anna Maria. Come visit our house most appropria ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL
Eureka
Eureka by Duncan Real Estate.
Soak up the rays, play in the waves, and watch the beautiful Florida sunsets from the North end beaches of Anna Maria Island. Eureka is so close to the beach you will not miss a single sunset! This light and airy 2 bedroom and 2 bath cottage has been ....
2 Bedroom(s)
2 Bath(s) Cottage - Sleeps 4
Anna Maria, FL
The Seashell Cottage
Sunny, dog-friendly cottage w/ a spacious patio and grill, steps from the beach!
The Seashell Cottage Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Boo ....
2 Bedroom(s)
2 Bath(s) Cottage
Anna Maria, FL
Sandy's Getaway
Dog-friendly condo w/ beautiful upstairs deck and grill, steps from the beach
Sandy's Getaway Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Anna Maria, FL
The Beach House
THE BEACH HOUSE ON PINE AVENUE
This 4 bedroom/3 bath home is situated in the perfect location on the most desirable street on Anna Maria Island. It is located a short 1.5 block walk to the pristine 7 miiles of the white sandy beaches of the Gulf of Mexico. Interior tastefully de ....
4 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 12
Anna Maria, FL
Diamond Surf
Anna Maria-Private Backyard, Heated Saltwater Pool, 1 block to beach.
Diamond Surf is a 2Bedroom/2Bath, Ground Level Cottage on Anna Mariaâ??s North End. This cottage is one block walking distance to the beach access on Beach Avenue. Master suite with a King bed, a guest bedroom with a Queen bed, and Twin Trundle bed ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL
Your Home Away From Home
Anna Marie Hideaway!
2013 is the first year we have rented our family beach house on Anna Maria Island. Our kids are in school and it is harder to get down to FL. We love this quaint and charming area of Florida. The house sits on a canal at the end of a cul de sac off ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Anna's Cottage
Perfect Island Location! Heated pool and plenty of room for the entire family.
Annaâ??s Cottage is a completely renovated island home that is perfectly located on Spring Avenue in the city of Anna Maria. Only 2 blocks west is the beautiful Gulf of Mexico and the Sandbar restaurant. Only 3 blocks east is the historic Anna Maria ....
4 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Southern Breeze 6
WOW! REDUCED 25% on open dates now until 4/27/19 at Southern Breeze 6!
Southern Breeze #6 610 Rose Street #6 Anna Maria, Fl. 34216 ISLAND 6-PLEX! These are 2 bedroom, 1 bath ground level units located at the tip of Anna Maria Island just steps from the Bay. Heated pool with nicely landscaped surroundings. Each is ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL
Rose Street Retreat
Casual, relaxing island home w/ a private pool - walk to dining & the beach!
Rose Street Retreat Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Anna Maria, FL
Beach Escape
WOW!! REDUCED 25% on open dates now - 4/27/19 at Beach Escape with Private Pool!
Beach Escape 236 Gladiolus Street Anna Maria, FL 34216 The Beach Escape is a completely renovated, charming, beautiful elevated cottage nestled in the desirable North End of Anna Maria Island, in the center of island shopping, the piers, restaura ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Retro Retreat
Back In Time On Pine (3/1 Anna Maria Pine Ave Cottage)
Step back in time & relax on Island Time in the middle of Pine! 3bedroom /1bath restored cottage in the heart of it all. Short walk or bike to beaches, shops, restaurants and more. Bikes, golf cart, beach toys, beach cart all included. 2 Kings & ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
The Big Yellow House
WOW!! REDUCED 20% ON OPEN DATES NOW UNTIL 4/27/19 at The Big Yellow House!
The Big Yellow House on Pine 104 Pine Avenue Anna Maria Fl. 34216 This home is direct Gulf front with a private heated pool! It has all the perfect ingredients for a wonderful vacation. Enjoy your front row seat to spectacular sunsets from this ....
5 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 14
Anna Maria, FL
Limelight
WOW! REDUCED 25% on open dates now - 4/27/19 at Limelight with Private Pool!
Limelight 771 Jacaranda Rd. Anna Maria, Fl. 34216 Limelight is a gorgeous and well-maintained beach house, conveniently located on the prestigious North End of Anna Maria Island. With only a brisk 3 minute walk away from the sandy white beaches, ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL
C-view Florida
Best Location on Island/Ideal for 2 families/Canal/Dock/Heated Pool/Near Gulf
Do not run the risk of being disappointed by your vacation rental. Read our reviews. Be sure to look at the Total Cost of booking before deciding. A lower Daily Rate does not mean a lower total cost. C-view Florida is ONE of ONLY TWO 5-bedroom home ....
5 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL
Emma's Cottage
Oceanfront dog-friendly home w/private pool & ocean view - right on the beach!
Emma's Cottage Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now! ....
3 Bedroom(s)
2 Bath(s) Cottage
Anna Maria, FL
Family Beach House Sleeps 10
4 Bedroom Sleeps 10 Large Family Pool Home Steps to Beach Located on North End
This is a 4 bedroom 3 bath home 2600 sq ft with large lanai out door living area. Let the sea breezes blow! If you need additional space there is a 2 bedroom 1 bath attached apt attached to this property that shares the beautiful pool area that is ....
5 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL
Parakeet Properties
Fabulous Home with Outstanding Location and HEATED POOL!
Lovely, 2 story home with large, elevated screened-in porch. En-suite master-bath. Second bedroom and bath on main living floor. Third bedroom is a spacious loft, ideal for children. Recent interior renovations and brand-new heated pool. Newly renova ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Mangrove Cottage
Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK!
Mangrove Cottage Vacasa is proud to partner with HomeAway to offer you the ability to instantly book this property! Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book No ....
2 Bedroom(s)
2 Bath(s) Cottage
Anna Maria, FL
Moon Shadow South - 1381834-9
Newly Built! Spectacular Location Desirable North End w/Water Views Heated Pool!
Moon Shadow South is a custom built home that was just completed in July of 2015 by Kimball Construction the premier builder on Anna Maria Island. With its unparalleled views of Tampa Bay it's the perfect place to relax and get away from it all! The ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Anna Maria, FL
Shoreline Cottage
Waterfront Dream - Private beach 70 feet from backdoor!! **FEBRUARY SPECIAL**
**REAL Vacation Rental by Owner** - talk directly with the owner - not a company! Ignore VRBO fees in pricing :) Beautiful waterfront home located on the north end of Anna Maria Island. Located on North Shore Drive, approx 9 houses east of the Rod ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
anna maria, fl
Beach Escape
BRAND NEW HOME - 5 BEDROOM, PRIVATE HEATED POOL/SPA, LESS THAN 1 BLOCK TO BEACH
Fabulous new construction 5-bedroom coastal home with 4 baths located on the highly desirable northern end of Anna Maria Island. The home has upscale finishes and an amazing floor plan with open concept kitchen, dining and living area. In addition, t ....
5 Bedroom(s)
4 Bath(s) Vacation Rental
Anna Maria, FL
Pesky Pelican
~Spectacular Sunrises~Bayfront w/Dock for Fishing, Manatee & Dolphin Watching!
Direct Bay front estate with dazzling panoramic views of the bay. Spectacular Sunrises with Awesome views and only blocks from the White Sandy Beaches! What more could you ask for...the best of both sides of the island! Dolphin, manatee and great ....
5 Bedroom(s)
5 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL
The Sassy Seahorse
Top-rated Anna Maria Florida Vacation Rental
Our Sassy Seahorse has been rated as one of the top 15 out of 260 vacation rentals by Island Real Estate, the largest real estate agency on Anna Maria Island. Our 5-Star rated vacation rental home is private, immaculately clean, whimsically decorated ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL
Sea Mist
Sea Mist by Duncan Real Estate
Welcome to Sea Mist! This beautiful 3 bedroom, 2 bathroom property has 1,742 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. From the quality quilts and linens on the beds, to TVs in th ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL
Buttonwood Cottage
Book NOW for 2017! Exquisite Designer Beach Cottage, 3BR, 2BA
Welcome to Buttonwood Cottage. This elegant nautically inspired single family beach home sleeps 8 comfortably. We have 3 nicely appointed bedrooms and 2 full baths. The master BR has a king bed, the second BR a queen, and the third BR has 2 twin trun ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Find Affordable Anna Maria Island Hotels & Vacation Rentals
Plan your Anna Maria Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Anna Maria, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.
Vacation Rentals Nearby Tampa Bay Destinations
Find nearby vacation rentals and some of the Best Hotels with cheap rates in Anna Maria Island, FL for you visit to the area, all a short drive to Anna Maria, Florida. Spend quality time with your family and friends with cheap hotel rates you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.