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.
Sunrise Shore
Beautiful Home 2 Blocks From Pine Avenue. Close to it all. Come see for yourself
Welcome to Sunrise Shore; a unique waterfront property featuring 5 bedrooms, 3 bathrooms and a private heated salt water pool just one block to Pine Avenue! This home sleeps up to 13 guests in total. It is located on a secluded pond on the prestigio ....
5 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 13
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
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
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
The Beach House
WOW!! Reduced 25% on open dates now - 4/27/19 at The Beach House: 3 BR / 2.5 BA
The Beach House 9308 Gulf Drive Anna Maria, Fl. 34216 Totally updated 3 bedroom 2.5 bath elevated home just six houses from the Gulf of Mexico. French doors and sliders open to your covered wrap-around porches. Listen to the sounds of rustling ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 7
Anna Maria, FL
Coconut Breeze Estate
Family Fun Vacation Home, Huge Outdoor Kitchen, Pool,Roof Top Deck with Amazing Views
Coconut Breeze is a custom home on the north end of Anna Maria in the quiet residential area in the sought after City Of Anna Maria. Offering 4 bedrooms / 4 bathrooms. You will find that this home has everything you need for your perfect Anna Maria I ....
4 Bedroom(s)
4 Bath(s) Vacation Rental
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
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
Paradise Pointe
Breezy canalfront home w/ pool & dock - 3 blocks to Bean Point Beach!
Paradise Pointe 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
Bay Breeze Cottage #1
Bay Breeze Cottages on Beautiful Anna Maria Island
Charming re-modeled Anna Maria Cottage one block to the beach & Rod & Reel Pier. 1.5 blocks to Bean Point Park on the North End of Anna Maria Island. Relax in a resort style pool surrounded by Palms and luscious landscaping. End your day with a frien ....
1 Bedroom(s)
1 Bath(s) Cottage - Sleeps 4
Anna Maria, FL
Northshore Beach Home
ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
Quaint and quiet Northshore Villa nestled in the heart of the village of Anna Maria, on Anna Maria Island. Our 2 bedroom 1 bath home has been recently updated for our guests enjoyment. Sit out on our deck in the morning and enjoy a peaceful quiet c ....
2 Bedroom(s)
1 Bath(s) Villa - Sleeps 5
Anna Maria, FL
Beach Cay
ONLY 1 HOUSE AWAY from Nicest GULF Beach, LARGE Heated Pool
Location, location, location. If you are looking to be close to the GULF beach, this is the one. Beach Cay (www.BeachCay.com) is perfectly situated at the very desirable North End of Anna Maria Island, just steps to the Gulf of Mexico's white sugar ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
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
Vacation Home
Waterfront apartment in Anna Maria Village
Second floor contemporary apartment with views over the canal on Anna Maria s lovely north end. A block from City Pier and Tampa Bay and only four blocks to the white sand beaches of the Gulf of Mexico. Anna Maria is noted for its relaxed way of life ....
2 Bedroom(s)
1 Bath(s) Apartment - Sleeps 4
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
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
Serendipity Deux
2019 New Construction 4 bed/4.5 bath
Brand New 2019 4 bedroom 4.5 bath Beach Front Home with a Beach Front Pool and Spa Gourmet Kitchen, high end finishes and one of a kind features. Look for updated progress photos or give us a call and we are happy to update you. Professionally Des ....
4 Bedroom(s)
5 Bath(s) Cottage - Sleeps 6
Anna Maria, FL
Anna Maria Escape
Peaceful and Relaxing 2BR/2BA Gulf Front Home Steps from the Beach, w/ Free Wifi
The Anna Maria Escape located at 725 North Shore Drive in Anna Maria city is just that - a peaceful, relaxed place to get away from it all. You can stroll on the beach for miles in either direction! Itâ??s a perfect Anna Maria Island vacation home! ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
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
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
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
Azure Seas
Spacious 3B/2B Gulf Front Home on the tranquil north end of Anna Maria Island
The Azure Seas is a glorious three bedroom, two bath Gulf front home located at 779 North Shore Drive in the much desired and tranquil northern end of Anna Maria Island. Tropical paradise found!! This is the perfect place to forget your troubles and ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Anna Maria, FL
Ahh Sea Breeze
Gulf Front Vacation in Paradise
SEA BREEZE Gulf Front vacation home is located on Anna Maria's North Shore Drive with magnificent panoramic views of the Gulf of Mexico. This spacious 3 bedroom 2 bath home is tastefully furnished and well maintained for your comfort and with all co ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Anna Maria, FL
Beach To Bay Getaway
Beach to Bay Getaway by Duncan Real Estate
Welcome to Beach to Bay Getaway! This newly renovated 3 bedroom/2 bath heated pool/spa home feels like you're living in a private resort. The living area and 2 bedrooms are elevated. Spread out in the living room includes that features a 48" flat sc ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Minnow 1
Minnow 1 by Duncan Real Estate
Vacation bliss at Minnow 1! This property is a ground level duplex and will enlighten your stay no matter if a week or a month long! The beautiful and tastefully decorated one bedroom, one bathroom bungalow has polished terrazzo throughout and offers ....
1 Bedroom(s)
1 Bath(s) Cottage - Sleeps 2
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
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
Palm Beach House
Dog-friendly home w/ private pool - blocks from the beach - near shopping/dining
Palm Beach House 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 ....
4 Bedroom(s)
3 Bath(s) Vacation Rental
Anna Maria, FL
Vacation Home
New listing! Bay -Canal Waterfront, Tiki Bar 5 BR 5 BA Heated Pool, 2 Kitchens
Just remodeled December 2018, with state of the art finishes! 5 BR 5 BA Duplex with direct views of Skyway Bridge and Tampa Bay in front and at canal end in back with frequent visits from Manatees!! A few blocks down from the 5 Star Waterfront Res ....
5 Bedroom(s)
6 Bath(s) Vacation Rental - Sleeps 14
Anna Maria, FL
Paradise Cottage
Paradise Cottage by Duncan Real Estate
Come discover "Paradise Cottage" with all it's old Florida charm as well as newly updated appliances and decor. This lovely and colorful two bedroom, two bath home feels brand new. You'll enjoy tile floors throughout, a large eat-in kichen, comfort ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
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.