Anna Maria Luxury Vacation Rentals
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16 Matching Rentals in Anna MariaView all 110 rentals
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4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Amenities & Details
- DVD Player
- Wi-Fi
- Ocean Views
- Waterfront
- Washer
- Private Outdoor Pool (Heated)
- Air Conditioning
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Emma's Cottage
For your next Anna Maria Island adventure, enjoy a stunning, one-of-a-kind vacation destination. From an oceanfront location to a private pool and original antiques, you won’t another Florida home like this one!
Built by Emma Palmer in 1912, this home is one of four Anna Maria...
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Grill
- DVD Player
- Patio
- Air Conditioning
- Wi-Fi
- Washer
- Private Outdoor Pool (Heated)
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Pineapple Cottage
You're sure to fall in love with this charming, dog-friendly Anna Maria cottage! Enjoy a fantastic location, beautiful beaches, and perks like a private heated pool.
You, your loved ones, and dogs under 25 pounds (for a small nightly fee) will adore this home on Spring Avenue....
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- DVD Player
- Balcony
- Washer
- Wi-Fi
- Patio
- Private Outdoor Pool (Heated)
- Porch
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed November 10, 2017
My sister and 2 friends came here for 6 days. The house was perfect, the weather was cool and windy the 1st couple of days, but with the pool being secluded, we got to hang out...
Reviewed January 30, 2017
The house is just as the pictures suggests. The floor plan was very spacious. We traveled with 6 adults (4 were college students) and there was ample room to spread out. The...
About this property
The lovely Dolphin Pointe resides on the highly desirable north end of Anna Maria, just a three houses away from the beach at Bean Point and a short walk to Rod and Reel Pier. The spacious open concept living area is perfect for spending quality time with the family. The home exudes an Island charm...
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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Payment Protection
Amenities & Details
- Cable/satellite TV
- Grill
- Air Conditioning
- DVD Player
- Washer
- Wi-Fi
- Private Outdoor Pool (Heated)
- Patio
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Long Board and Short Board
Book this elevated Anna Maria vacation duplex and you'll understand the feeling of love at first sunset. Consisting of both Long Board and Short Board rentals, this vacation option offers a private heated pool and a spacious Key West-style deck, plus, you can even bring...
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Anna Maria, Anna Maria Island 34217
Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
Check-in Check-out
Payment Protection
Amenities & Details
- DVD Player
- Wi-Fi
- Private Outdoor Pool (Heated)
- Washer
- Cable/satellite TV
- Patio
- Grill
- Air Conditioning
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Sugar Plum Hideaway
This delightful Anna Maria Island duplex is the perfect destination for your next group Florida vacation. Comprising both Sugar Plum Hideaway West and Sugar Plum Hideaway East, this spacious rental offers room for up to 12 guests - and their dogs! Plus, you'll enjoy a big fenced...
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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Payment Protection
Amenities & Details
- Wi-Fi
- Ocean Views
- Air Conditioning
- Cable/satellite TV
- Private Outdoor Pool (Unheated)
- Washer
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Dancing Dolphin
This wonderful home is an ideal getaway for your next family beach vacation. The spacious bedrooms all offer TVs, and the full kitchen is perfect for preparing meals. The home comes equipped various, stunning amenities. Relax in the private oasis of the backyard while enjoying the...
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Anna Maria, Anna Maria Island 32416
Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
Check-in Check-out
Payment Protection
Amenities & Details
- Air Conditioning
- Private Outdoor Pool (Unheated)
- Ocean Views
- Washer
- Grill
- Wi-Fi
- DVD Player
- Patio
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Blue By You
You're sure to have a one-of-a-kind Anna Maria vacation with this spacious beachside home! With soft sands at Bean Point Beach nearby and million-dollar views at home, enjoy a beach getaway like never before!
The closest attraction is easily Bean Point Beach, which lies only a few...
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
Check-in Check-out
Payment Protection
Amenities & Details
- Washer
- Air Conditioning
- DVD Player
- Wi-Fi
- Cable/satellite TV
- Patio
- Waterfront
- Private Outdoor Pool (Heated)
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Island Oasis at Lakeview Place
The Anna Maria home is a great place to spend your island vacation. Ultra private, with a canal front setting, this home is quite, secluded and peaceful. It's placement offers a splendid view of the Anna Maria water ways, views that can be enjoyed from the properties...
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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Amenities & Details
- Hot Tub
- Washer
- Cable/satellite TV
- Internet Access
- Air Conditioning
- Private Outdoor Pool (Heated)
- Patio
- DVD Player
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed July 22, 2017
Beautiful three level beach house on the northern end of Anna Maria Island. Relaxing and very comfortable home where our family enjoyed reconnecting during our vacation after a...
Reviewed May 1, 2017
If you are looking for a property to relax by the beach or a swimming pool, this is about as good as it gets. There is nothing the owner's have not thought about. Great ocean...
About this property
4 Bedroom 5 bath luxury beach front house sleeping 8 with heated pool separate spa numerous decks and stunning beach views from every room. We are located on the desirable family friendly island of Anna Maria. The house is direct beach front on the quiet upmarket north end of the island. Recently...
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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Payment Protection
Amenities & Details
- Air Conditioning
- Wi-Fi
- Secure Parking
- Cable/satellite TV
- Private Garden
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed February 8, 2019
We were here in January and the weather was perfect. Sunny and bright days and not much rain. The home had everything we needed. Beds were comfortable and the house was very...
About this property
Mango Beach House is in the Best location on the island and Best value on the BEACH. DIRECTLY ON BEAN POINT BEACH
Mango Beach House is paradise found. White sugar sand, warm waters of the Gulf of Mexico and the definition of relaxation can be found.
Your escape to paradise and serenity awaits you...
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Anna Maria, Anna Maria Island 34216
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
Check-in Check-out
Payment Protection
Amenities & Details
- Internet Access
- Grill
- Washer
- Hot Tub
- DVD Player
- Air Conditioning
- Cable/satellite TV
- Patio
Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
Beautiful luxury beach front condominium for rent for the first time. There's only 2 condo's on the entire property. This condo is 3500 square feet including gourmet kitchen, dining room, living room with fireplace and built in flat screen TV. screened in lanai overlooking the Gulf of Mexico, den...
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Anna Maria, Anna Maria Island 34210
Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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Suitability
Pet friendly
Kid friendly
Smoking allowed
About this property
3 bedrooms and 2.5 baths directly on the beach in Anna Maria, Florida
Enjoy spectacular views of the turquoise waters that are directly out the wall of glass and huge sliding doors.
This high end Mediterranean style home has 3 bedrooms and 2.5 baths and best of all it is directly on the beach....
View all property information Location Information
Anna Maria, Anna Maria Island 34216
Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
Check-in Check-out
Payment Protection
Amenities & Details
- DVD Player
- Washer
- Air Conditioning
- Wi-Fi
- Waterfront
- Private Outdoor Pool (Heated)
- Patio
- Cable/satellite TV
Suitability
Pet friendly
Kid friendly
Smoking allowed
Reviewed April 25, 2011
I'm torn; I want to keep this amazing house a secret, but I also want to give Ann props for building & maintaining such a gem. She thought of everything, right down to...
About this property
This is our personal Vacation Home and is managed by a team we have carefully selected. Please see our reviews.
C-view Florida is one of the few canal homes (29-foot dock) AND close to the Gulf of Mexico(240 yards). It is a single story home spread out over 2,220 square feet offering privacy for...
View all property information Location Information
Anna Maria, Anna Maria Island 34216
Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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