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.
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
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
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
Sundance Cottage
Beautiful, well-maintained home w/private pool - walk to beach, dining, & more!
Sundance 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 ....
3 Bedroom(s)
2 Bath(s) Cottage
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
Angel Fish Cottage
Angel Fish Cottage - North End - Steps to Gulf and Bay with Heated Pool-
NEWLY REMODELED BATHROOM (pics not up yet on site) - Situated at the quiet north end of Anna Maria Island. Removed from the condos, hotels, and crowds. We are one short block (12 houses) from sunrises on the bay, and 6 houses from the historic Rod ....
2 Bedroom(s)
1 Bath(s) Vacation Rental - Sleeps 6
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
Blue Dolphin Inn
Beautiful 2B/2B unit w/ freestyle heated pool, fountains & nearby tiki table
The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units sur ....
2 Bedroom(s)
2 Bath(s) Resort Hotel
Anna Maria, FL
ANGEL'S ENVY
Anna Maria Island Rentals - Beach Front - "Angels Envy"
First, Anna Maria Island is broken up into 3 cities, Anna Maria, Holmes Beach and Bradenton Beach. The City of Anna Maria is the most northern part of the Island and the most popular. When searching for Beach front rentals, be careful. A standard ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
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
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
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
Hidden Oasis
WOW!! REDUCED 20% ON OPEN DATES NOW UNTIL 4/27/19 at Hidden Oasis: 1 BR / 1 BA!
Hidden Oasis 777A North Shore Anna Maria, Fl. 24216 This lovely 1 bedroom, 1 bathroom gulf front hideaway has just been completely renovated from top to bottom! This second level location has a private balcony with large southern views of the beau ....
1 Bedroom(s)
1 Bath(s) Vacation Rental - Sleeps 4
Anna Maria, FL
Bodacious Oasis
Bodacious Oasis by Duncan Real Estate
Welcome to Bodacious Oasis! This beautiful 4 bedroom 2 and 1/2 bath property can accommodate 8 guests very comfortably inside and out. Larger families will enjoy the open floor plan, providing plenty of room to spread out and enjoy comfortable island ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 8
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
Sea Song
Incredible beachfront bungalow with deck, grill, outdoor shower, and more
Sea Song 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!'Get r ....
2 Bedroom(s)
1 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
Casa Mariposa
LUXURY Florida Charm w/Pool, Spa, Lanais,Gardens. Steps to BEST Beach & Pine Ave
Immerse yourself in luxurious 'Old-Florida' feel in this STUNNING one-of-a kind gem of an island home, Casa Mariposa! You truly won't find a more unique and sacred home with its lush landscaping and butterfly sanctuary gardens that is in a better loc ....
4 Bedroom(s)
5 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Blue Dolphin Inn
4 Units w/ Tropical Heated Pool, Rooftop Observation Decks & loads of charm!
The Flamingo unit at the Blue Dolphin Inn, located at 780 Jacaranda in the Historic Village of Anna Maria is a wonderful and spacious three bedroom, two bath upstairs unit furnished in a tropical theme. The Blue Dolphin Inn consists of four units sur ....
9 Bedroom(s)
6 Bath(s) Resort Hotel
Anna Maria, FL
Bay Bungalow
NEW LISTING! Bay side family-home w/pool, 2 blocks from Bean Point beaches
Bay Bungalow 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
Beach Breeze
UPDATED GROUND LEVEL HOME, NEW HEATED POOL/SPA, BLOCK TO BEACH
Beach Breeze ~ Ideal location, southern exposure pool/spa and completely renovated inside! Just 1 BLOCK to the beach and just 1 BLOCK to Pine Ave, which has quaint beach shops, restaurants and make your own donuts! From the moment you arrival you'll ....
4 Bedroom(s)
3 Bath(s) Vacation Rental
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
Lighthouse Lagoon
WOW! REDUCED 20% ON OPEN DATES NOW UNTIL 4/27/19 at Lighthouse Lagoon!
Lighthouse Lagoon 508 Spring Avenue Anna Maria, Fl. 34216 "LIGHTHOUSE LAGOON" IS KNOWN FOR ITS GREAT LOCATION, EXTREMELY GENEROUS LIVING AREAS, AND TROPICAL LAGOON POOL. "Lighthouse Lagoon" is a beautifully updated 5 bedroom, 4 full bathroom pool ....
5 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 14
Anna Maria, FL
Pine Ave Hide-Away 797442
Newly Built Pine Ave 2/2 Steps To Beach, Bay, Shops, Restaurants & Free Trolley!
Newly built â??Pine Ave Hide-Awayâ?? is located on Anna Maria Island's historic Pine Avenue, halfway between the Gulf of Mexico and Tampa Bay on the desirable North End. Walk to all your favorite restaurants, shops, City Pier and all the other great ....
2 Bedroom(s)
3 Bath(s) Cottage - Sleeps 4
Anna Maria, FL
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
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
AMI Life
WOW!! REDUCED 20% ON OPEN DATES NOW UNTIL 4/27/19 at AMI Life: 5 BR / 3.5 BA!
AMI Life 520 Bayview Place Anna Maria, FL 34216 AMI Life is a gorgeous custom luxury direct canal front home tucked away on the prestigious North end of Anna Maria Island. This beautiful 5 bedroom and 3 bathroom home includes a private heated p ....
5 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 10
Anna Maria, FL
Sea La Vie Beach House
SPECTACULAR LUXURY NEW WATERFRONT HOME w/Pool & Spa on Canal, Close to Pine Ave
Words and photos can not even begin to do this home justice. This two story canal front home just finished completion in 2018 and is brand new! This 4 bedroom, 4 1/2 bath, extremely spacious and meticulously designed and decorated home will take yo ....
4 Bedroom(s)
6 Bath(s) Vacation Rental - Sleeps 8
Anna Maria, FL
Paradise at the Bayou
Waterfront Views - North End Anna Maria Island
Great north end location on historic Pine Avenue - this beautifully appointed, 2BR/1BA upstairs condo is picture perfect. A palette of colors meets the eye upon entry - complimented by tasteful furnishings, an updated kitchen and bath with granite c ....
2 Bedroom(s)
1 Bath(s) Condo - Sleeps 4
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
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.