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Pet Friendly Rentals in Siesta Key, FL

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$66
Per Night
1 / 25
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2 Bedrooms, 1 Bathroom, Sleeps 7
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$150
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$150
Per Night
1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$217
Per Night
1 / 42
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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Details Reviews (27) Make Inquiry
Amenities & Details
  • Parking
  • Fireplace
  • Safe
  • Dishwasher
  • Patio
  • Grill
  • Refrigerator
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
3 Bedroom, 2.5 Bath Beach Villa (Sleeps 8-10) What makes us different than other homes you may be considering: · The Beach - The home is located on the ocean side of Beach Rd., so you just walk out your door and through our private access path. It’s literally 230 feet to Siesta Key Beach.... View all property information
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5 of 5 stars Reviewed November 18, 2014
We recently stayed here having heard good things about Siesta Key and how close we were to the beach. We were not disappointed! This property has great beach access and is a short...
5 of 5 stars Reviewed November 17, 2014
7 of us (2 families consisting of 4 adults and 3 kids under the age of 6) stayed at the Shells Villa for 4 nights in November 2014. We had an excellent stay and would recommend...
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From
$149
Per Night
1 / 28
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Deck
  • Washer
  • Patio
  • Parking
  • Dryer
  • Canoe
  • Stove
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
YOUR PRIVATE GETAWAY ON THE KEY Looking to relax, unwind and decompress? Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene environment and enjoy and visit all the attractions that are nearby. Culture, Arts and fun things to... View all property information
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From
$115
Per Night
1 / 6
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Porch
  • Refrigerator
  • Patio
  • Internet Access
  • Dryer
  • Air Conditioning
  • Parking
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy the relaxed Siesta Key lifestyle at this comfortable 2 bedroom duplex on the beach side, just steps to award winning Siesta Key Beach. Experience swimming in the Gulf or at the beautiful community pool and then enjoy snorkeling at nearby Point of Rocks Enjoy a quieter area of Siesta Key,... View all property information
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From
$214
Per Night
1 / 29
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Stove
  • Washer
  • Refrigerator
  • DVD Player
  • Dryer
  • Ceiling Fans
  • Microwave
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Captivating Mediterranean style villa with 3 bedrooms/2 baths offers casual luxury and elegance with ease of convenience of location. Casa Camino Pacifica, litteraly translated 'House of the peaceful way.' We offer you a large 2600 sq. ft. home within one block to the village of Siesta Key and... View all property information
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From
$170
Per Night
1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (8) Make Inquiry
Amenities & Details
  • Refrigerator
  • Fax
  • Stove
  • Parking
  • Dishwasher
  • Grill
  • Microwave
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Ringling Beach House - A Siesta Key Suites Property offers JUST UPDATED accommodations - Brand New Carpet, Tile, Paint, Bedding, flat screen televisions, and Decor! Stay here and Walk to EVERYTHING - Nestled just steps from Siesta Beach, across from beach access number 9 and three blocks to... View all property information
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3 of 5 stars Reviewed July 12, 2013
place was fair...they charge extra for clean bath towels and charge $75 to clean after you leave!!??
5 of 5 stars Reviewed June 13, 2013
Just returned from a 2 week stay in The Lion suite at The Ringling and it was everything we hoped it would be. Clean, cute and comfortable, well equipped, close to the beach...
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From
$395
Per Night
1 / 10
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Parking
  • Washer
  • DVD Player
  • Garage
  • Grill
  • Dryer
  • Refrigerator
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This is one of the nicest rental properties that you will find on Siesta Key! It has views that are to die for of the bay looking east, south and north to Downtown skyline plus it has some Gulf of Mexico views looking west. All rooms in the house have something special to admire and enjoy. There... View all property information
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From
$240
Per Night
1 / 23
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
SIESTA KEY DREAM HOUSE!!!!!!!!!!!!!!!! Custom designed home. Open flow. Great for entertaining. Custom Kitchen with island. Eat-in area, granite & 2-tone wood cabinetry. Separate living, dining, family/ great rooms plus 4 bedrooms and 4 1/2 baths. 2 master suites. Heated pool with waterfall -... View all property information
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From
$175
Per Night
1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (3) Make Inquiry
Amenities & Details
  • Grill
  • Stove
  • Microwave
  • Patio
  • Dryer
  • Refrigerator
  • Air Conditioning
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the "Beach Chic" style, with a touch of... View all property information
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5 of 5 stars Reviewed September 1, 2014
This was my first trip to siesta key and it was the most enjoyable and relaxing vacation I have ever had... My family and I decided to give my brother a going away gift and take...
5 of 5 stars Reviewed August 4, 2014
Great vacation rental. Stayed with my spouse and three kids. Plenty of space and the apartment has everything you will need for a day at the beach (cooler, umbrella, chairs etc...
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From
$130
Per Night
1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Details Reviews (17) Make Inquiry
Amenities & Details
  • Microwave
  • Ceiling Fans
  • Patio
  • Parking
  • Refrigerator
  • Washer
  • Dryer
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
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5 of 5 stars Reviewed April 14, 2014
Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
5 of 5 stars Reviewed January 13, 2014
My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
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From
$180
Per Night
1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Washer
  • Parking
  • Stove
  • Patio
  • Refrigerator
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Spacious house with 2 large en-suite bedrooms with balconies, split over two levels with separate access available to each level. Separate living room, dining room, a fully equipped kitchen complete this Old Florida Style getaway. Facilities include laundry room, satellite TVs in lounge area and... View all property information
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From
$299
Per Night
1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Inquiry
Amenities & Details
  • Internet Access
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
With beautiful lagoon views from both the big lanai and the master bedroom, our condo at Castaway Cove is ideal for your Siesta Key vacation. Spacious and well equipped, the condo offers everything from bikes to a boat dock. Come play here very soon!

Castaway Cove 3B sits right beside... View all property information
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From
$280
Per Night
1 / 22
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3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (12) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Refrigerator
  • Parking
  • Dryer
  • Stove
  • Patio
  • Microwave
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches were most... View all property information
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5 of 5 stars Reviewed October 1, 2014
Daniel was amazing! Great service. The house is amazing! Very clean, we were a group of 7, and the house is pretty big! Walking distance to the beach, groceries stores and...
5 of 5 stars Reviewed August 12, 2014
Stayed with 9 of my friends. The home is very comfortable and stocked with all the essentials. The home is also very clean. I was very happy with the service. Although a couple of...
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From
$167
Per Night
1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Grill
  • Dryer
  • Patio
  • DVD Player
  • Dishwasher
  • VCR
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
Charming 3 BR 2 Bathroom Beach house in Siesta Florida, Cable TV in each room, High speed internet Wifi, heated swimming Pool. Visit website: (website: hidden) View all property information
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From
$220
Per Night
1 / 15
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2 Bedrooms, 1 Bathroom, Sleeps 8
Booking
Details Reviews (18) Make Inquiry
Amenities & Details
  • Refrigerator
  • Deck
  • Microwave
  • Dishwasher
  • Parking
  • Stove
  • Washer
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
2BR (sleeps 8)- Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located just one marlin’s length (5 steps) from... View all property information
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5 of 5 stars Reviewed November 12, 2014
Great place for the money,can't go wrong with this one.very close to the water,very nice neighborhood, close to restaurants
4 of 5 stars Reviewed July 22, 2014
We had totally 10 people travelling together this time. I really appreciated that Daniel helped me work out our reservations in the last minute. The place is not spaceful but...
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From
$200
Per Night
1 / 25
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dryer
  • Parking
  • Hot Tub
  • Refrigerator
  • Ceiling Fans
  • Air Conditioning
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
3 bed on Beach Rd. with some Gulf view. This remodeled townhouse is a one of a kind property. Three bedroom with king, queen, 2double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost... View all property information
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4 of 5 stars Reviewed April 7, 2014
There were 6 of us who stayed in this house. We went for a week March 22-29, 2014. The house is perfect. There are only 2 bedrooms, but there is an office that has a pull-out...
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From
$150
Per Night
1 / 18
5 Bedrooms, 1 Bathroom, Sleeps 20
Details Reviews (7) Make Inquiry
Amenities & Details
  • Refrigerator
  • Parking
  • Stove
  • Washer
  • Ceiling Fans
  • Grill
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Tropical Garden beach cottages located at Siesta Key Beach. The Beach Place is Old Florida charm that's becoming hard to find. Private, quiet and relaxing. Tropical gardens surround our heated pool with tiki cabana bar for guests, poolside and beachfront BBQ. Five fully stocked one bedroom... View all property information
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4 of 5 stars Reviewed October 8, 2014
I wanted to have a vacation that felt like I lived at the beach and that is what I got. The rental was plenty big enough for the two of us and we had a kitchen to cook, pool, bar...
5 of 5 stars Reviewed September 3, 2014
The Beach Place is a quaint, quiet group of cottages on Siesta Key. We stayed in "The Dolphin" which has a king size bed, dinning area and kitchen all of which was very clean and...
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From
$89
Per Night
1 / 22
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dryer
  • Stove
  • Air Conditioning
  • Internet Access
  • Washer
  • Satellite TV
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Visit our website www.RentSiestaKey.com under the property name "Beach Road" for current rates Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key Village. Enter through the front door and... View all property information
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5 of 5 stars Reviewed September 14, 2014
I came down to Florida with my boyfriend and two friends and we pulled up and from the outside it doesn't look like very much, but when we stepped inside the building it was...
5 of 5 stars Reviewed August 26, 2013
The property was perfect. We received clean house with excellent conditions. Both bedrooms and restrooms organized, supplies and with exquisite decoration that make your vacation...
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From
$280
Per Night
1 / 24
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (13) Make Inquiry
Amenities & Details
  • Refrigerator
  • Stove
  • Grill
  • Air Conditioning
  • Washer
  • Dishwasher
  • Satellite TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Casa Van Lopik (c), our canal facing suite, is a large 3BR home perfectly located 1.5 blocks away from the best beaches, shopping, dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always insisted Siesta Keys beaches... View all property information
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5 of 5 stars Reviewed October 7, 2014
This beautiful beach rental was perfect for ten friends for a wedding weekend! You can walk to all the restaurants which was a plus! Daniel with Gertrude rentals was incredibly...
4 of 5 stars Reviewed June 24, 2014
If you want family-size space, easy and walkable proximity to the beach, and restaurants right around the corner, this is a great choice!
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From
$180
Per Night
1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (9) Make Inquiry
Amenities & Details
  • Microwave
  • Parking
  • Grill
  • Refrigerator
  • Air Conditioning
  • Patio
  • Ceiling Fans
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located just one marlin’s length (5 steps) from... View all property information
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4 of 5 stars Reviewed June 25, 2014
The rental is small, we had two units for four of us (my mother, myself and two teenage girls), but it's perfect for just two people. The location is perfect and the other guest...
4 of 5 stars Reviewed February 19, 2014
We enjoyed this rental. It was clean and well maintained, as in the pictures. It is in a small condo complex and has been redone nicely. We really enjoyed how quiet and...
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From
$100
Per Night
1 / 14
Payment Protection
Studio, 1 Bathroom, Sleeps 2
Details Reviews (8) Make Inquiry
Amenities & Details
  • Patio
  • Linens Provided
  • Air Conditioning
  • Hot Tub
  • Refrigerator
  • Microwave
  • Stove
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our favorite location on Siesta Key, The Siesta Key Village Studio, an accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your beach, appropriately named “Sunset... View all property information
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4 of 5 stars Reviewed December 26, 2013
We stayed at this little villa for 4 nights during our 1st Anniversary vacation. It's in an ideal spot right between the beach and the local restaurants. Absolutely perfect room...
4 of 5 stars Reviewed September 26, 2013
The location of The Studio can't be beat. One block over from a relaxed area of restaurants bars and shops and easy walking to the beach. A little bit of noise from The Oyster...
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From
$130
Per Night
1 / 16
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Microwave
  • Patio
  • Washer
  • Air Conditioning
  • Satellite TV
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This one bedroom and one bathroom beach bungalow is located 150 yards away from the beach. You can walk to restaurants, shops and a great pool area. Queen bed and a sleeper sofa make it possible to sleep four. Enjoy your morning coffee on your private screened porch or while you walk on the beach.... View all property information
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From
$300
Per Night
1 / 29
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 14
Details Reviews (9) Make Inquiry
Amenities & Details
  • Stove
  • Dishwasher
  • Dryer
  • Ceiling Fans
  • Microwave
  • Grill
  • Washer
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one half mile from the village. Features... View all property information
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5 of 5 stars Reviewed August 19, 2014
Just spent a fabulous family week celebrating our 30th wedding anniversary. The house is just beautiful-clean, spacious, lots of different areas for everyone to find their own...
5 of 5 stars Reviewed August 11, 2014
What a beautiful house! We all had plenty of room to spread out, inside or out. It is beautifully decorated and so close to the beach and the shops at Siesta Key. We had no...
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From
$280
Per Night
1 / 24
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (23) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Patio
  • Dryer
  • Ceiling Fans
  • Stove
  • Grill
  • Washer
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Our Top Location, Gertrude's Village House! Named for our grandmother who traveled the world until age of 91 but always insisted this street on Siesta Key was the place she loved best. Leave the car behind. Gertrude's is richly furnished, perfectly nestled between the best beaches, shopping and... View all property information
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4 of 5 stars Reviewed November 3, 2014
The location was perfect being so close to the village which had everything; restaurants and shopping. No pet fees - another plus. Everything was great except the bathrooms and...
4 of 5 stars Reviewed September 2, 2014
This is probably more of a 4.5 star review, but I rounded down on this one. If you’re looking for an ideal spot in Siesta Key for your small group of friends or family...
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From
$133
Per Night
1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (24) Make Inquiry
Amenities & Details
  • Refrigerator
  • Washer
  • DVD Player
  • Grill
  • Patio
  • Microwave
  • VCR
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
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5 of 5 stars Reviewed July 21, 2014
My family's vacation at Siesta Key was wonderful at this residence. It was well appointed with everything you would need for a great vacation. The location was perfect, just close...
5 of 5 stars Reviewed June 24, 2014
What of a gem this home is. Home away from home ...I couldn't ask for a better stay. Everything was exactly as described ... but better. The pictures don't even do this beach...
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From
$96
Per Night
1 / 11
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • DVD Player
  • Stove
  • Garage
  • Refrigerator
  • Stereo System
  • Washer
  • Dryer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
*** Visit our website www.RentSiestaKey.com under the property name "Cape Aqua" for current rates *** This vacation rental on Siesta Key has 3 bedrooms 2 1/2 baths and pool. The two large double doors with decorative frosted glass inserts welcome you into this spacious home. The floor plan offers... View all property information
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From
$100
Per Night
1 / 20
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Ceiling Fans
  • Patio
  • Washer
  • Microwave
  • Refrigerator
  • Stove
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
This luxury Siesta Key vacation rental was built on the Grand Canal in 2005 and offers 3 bedrooms plus bonus room with 3 full baths. Its great location gives it access to Siesta key beach and Siesta Key village yet secluded enough for you to relax and enjoy the peace and quiet; no thru traffic... View all property information
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From
$112
Per Night
1 / 40
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dryer
  • Washer
  • Grill
  • DVD Player
  • Microwave
  • Stove
  • Parking
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor plan. Enter the home through the double French doors and down the foyer into the heart of the home; the open family room, living room w/... View all property information
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From
$99
Per Night
1 / 11
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (8) Make Inquiry
Amenities & Details
  • Pool
  • Patio
  • Refrigerator
  • Grill
  • Ceiling Fans
  • Microwave
  • Parking
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Banana Bay Club Resorts offers vacation rentals on Siesta Key off the coast of sunny and beautiful Sarasota, Florida! 13 Villas only a 2 minute walk from the beach! Studios up to 4BR's! We rent daily, weekly or monthly and there is no minimum stay, except for weekends, holidays and springtime... View all property information
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1 of 5 stars Reviewed July 27, 2013
Looking for a relaxing time with my husband close to the beach. The property was close proximity to the beach. We like to vacation in nice places, and am willing to pay for theses...
3 of 5 stars Reviewed July 1, 2013
We enjoyed our week long 7day stay. Crescent Beach is close, but not as nice as Siesta Beach. We stayed in Villa #4. The towel rack in the bathroom needed repair (kept falling...
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From
$295
Per Night
1 / 6
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • VCR
  • Ceiling Fans
  • Refrigerator
  • DVD Player
  • Stove
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks.... View all property information
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4 of 5 stars Reviewed September 25, 2014
This was our second stay at Sand Box and we have booked for April 2015. All staff were very friendly and went out of their way to make us feel at home. Property was very clean and...
1 of 5 stars Reviewed January 2, 2012
The staff are unprofessional and extremely rude. We travel all the time and have never been treated so horribly. I would not suggest staying at this place. Also, the dogs are...
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From
$200
Per Night
1 / 9
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Garage
  • Grill
  • Dryer
  • Dishwasher
  • Patio
  • Stove
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
*** Visit our website www.RentSiestaKey.com under the property name "Sandy Shore" for current rates *** Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located... View all property information
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From
$295
Per Night
1 / 6
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Grill
  • Washer
  • Stove
  • Dishwasher
  • Dryer
  • Microwave
  • Patio
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
2+ Bedroom Near Beach Suite The Master bedroom has a King Bed and Glamorous Bath. Second Bedroom has a Queen Bed and a private bath. The Den has a pullout Queen sofa sleeper. Fully equipped Cottage style kitchen with corian countertops. Washer dryer WIFI.Private tropical back patio/pool has... View all property information
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From
$145
Per Night
1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Patio
  • Refrigerator
  • DVD Player
  • Microwave
  • Hot Tub
  • Washer
  • Dryer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Tropical Retreat is a fabulous waterfront home in the middle of Siesta Key Village on “Boating Water.” You can walk to the beach, shops, boutiques, casual and 5 star dining. After a long day at the beach, enjoy the quiet confines of this beautifully updated home with HD TV's in all the bedrooms,... View all property information
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From
$295
Per Night
1 / 7
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Patio
  • Washer
  • Parking
  • DVD Player
  • Dishwasher
  • Grill
  • Pool
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Privacy, Luxury, 99 steps to the beach. The Master bedroom has a KIng Bed and Glamorous Bath. Second Bedroom has a queen bed and a private bath. The Den has a pullout queen sofa sleeper. Fully equipped Gourmet style kitchen with granite countertops and stainless steel appliances. Washer Dryer,... View all property information
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From
$340
Per Night
1 / 5
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Grill
  • Dryer
  • Patio
  • Stove
  • Refrigerator
  • VCR
  • Ceiling Fans
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Newly remodeled with a tiled Kitchen & Bath and new furnishings. -TWO Full Baths -King Bed -Queen Bed -Pullout Queen Sleeper -Fully Equipped Kitchen -VCR/DVD -CATV -WiFi -Dishwasher/Micro -Patio/Gas Grills- -Laundry Facilities on site NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do... View all property information
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From
$485
Per Night
1 / 7
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Washer
  • Refrigerator
  • DVD Player
  • Dryer
  • Dishwasher
  • Grill
  • Stove
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Newly remodeled with a tiled Kitchen & Bath and new furnishings. -Two King Beds -Two Full Baths -CATV in All Bedrooms -Granite Countertops -Fully Equipped Kitchen -Stainless Appliances -Two Twin Beds -Private Patio -Pullout Sleeper -Laundry in Unit -VCR/DVD -Gas Grill NOTE: PLEASE... View all property information
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From
$185
Per Night
1 / 1
Studio, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Stove
  • Parking
  • Dryer
  • Patio
  • Refrigerator
  • Ceiling Fans
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled -Queen Murphy Bed -Convenience Kitchen -Laundry Facilities on site -Patio / Grill -VCR/DVD -WiFi -Microwave NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks. Visit our site to see more photos and descriptions:... View all property information
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From
$99
Per Night
1 / 18
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Satellite TV
  • Parking
  • Dishwasher
  • Dryer
  • Washer
  • Refrigerator
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Island Reef is a magnificent condo facility located towards the southern end of Siesta Key. This top floor unit offers captivating views of the Gulf of Mexico, nearly 1450sqFt of living space, two bedrooms and two bathrooms. The master bedroom has a king size bed, access to the balcony, and great... View all property information
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From
$195
Per Night
1 / 15
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (1) Make Inquiry
Amenities & Details
  • Patio
  • Dishwasher
  • Refrigerator
  • Ceiling Fans
  • Hot Tub
  • Stove
  • Dryer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy the beach view from the Beach Tree or Beach View Suite located in beautiful Siesta Key Village in Sarasota, Florida. Lounge in a hammock under sweeping coconut trees and listen to the peaceful sounds of the ocean, the Gulf of Mexico and dream away looking into the blue Florida sky. The... View all property information
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5 of 5 stars Reviewed June 14, 2012
Take lots and lots of water and apply sunblock very often
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From
$140
Per Night
1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Washer
  • TV
  • DVD Player
  • Patio
  • Dryer
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
2 blocks to the powdery white beaches of Siesta Key! This 1250 square foot 2 bedroom/2 bathroom ranch sits on the canal, and is in the very private, quiet community of Palm Island. Bring your boat or kayaks! The house is newly furnished, with recently updated kitchen and baths. The open floor... View all property information
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From
$172
Per Night
1 / 23
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (7) Make Inquiry
Amenities & Details
  • Stove
  • Stereo System
  • Refrigerator
  • Dryer
  • Washer
  • Patio
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Plenty of room for all of your family and friends! This beautiful Siesta Key home was redone and upgraded throughout in July, 2011, and the folks who have stayed there have loved it! New wood floors, new furniture, new beds, new TV's, new linens, new towels, new kitchen items, new patio... View all property information
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5 of 5 stars Reviewed July 23, 2014
Great house with many extras. Pool was clean and was solar heated to perfection. Pulled right into our private garage situated in a nice neighborhood. Enjoyed the bedroom set up...
5 of 5 stars Reviewed August 10, 2013
We stayed in the house for a week. This is an amazing house in a great location. Management company was awesome. Communication was easy and response to questions or concerns were...
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From
$125
Per Night
1 / 22
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • Patio
  • Ceiling Fans
  • Microwave
  • Dryer
  • Stereo System
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer this location is sure to please. Our newly Remodeled Siesta Key Ground Floor Apartment is in the heart of the Village of Siesta Key. This apartment is well appointed and... View all property information
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5 of 5 stars Reviewed November 8, 2014
1st time to siesta key. Don't think I could have picked a better place to stay. Very nice. Clean. Perfect for couples.
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From
$350
Per Night
1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Microwave
  • Stove
  • Refrigerator
  • Parking
  • Washer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
BEACH FRONT :Wander out 100 yards to the gorgeous white sand beaches of the Gulf of Mexico and only one block to SIESTA KEY VILLAGE! Our gorgeous three bedroom two bath beach-house is a one-of-a-kind private home with amazing water views from the private patio, (grilling on the patio: awesome!)... View all property information
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From
$150
Per Night
1 / 19
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • Washer
  • DVD Player
  • Stereo System
  • Parking
  • Refrigerator
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Two 2 BR / 2 bath beautifully furnished units with fully equipped kitchens, cable TV, WiFi, and washer/dryer. Relax by the pool, stroll to shopping and dining in the Village, or enjoy an afternoon at Siesta Beach only a short stroll away! Pets welcome. Beds: 1 Queen Bed, 2 Twin Beds View all property information
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From
$329
Per Night
1 / 47
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Patio
  • Garage
  • Linens Provided
  • Number Of Bedrooms
  • # Of Bathrooms
  • Porch
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Oh what a great feeling you get when you are looking out over the pool to the relaxing waters of the Grand Canal. This home is special with 180ft. of canal wrapping the back of the home so you get to enjoy the views from three bedrooms, the kitchen, living and two dinning areas. Open all the... View all property information
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From
$195
Per Night
1 / 13
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Refrigerator
  • Patio
  • Dryer
  • Satellite TV
  • Ceiling Fans
  • Internet Access
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Please call David Butler before you send money to be sure you are not getting scammed, we do not accept wire transfers. This one bedroom is a large 700 sq. ft. condominium unit in a three unit building. There are two one bedroom units available and a two bedroom unit. You can add to your group... View all property information
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From
$295
Per Night
1 / 10
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dryer
  • Air Conditioning
  • Ceiling Fans
  • Deck
  • Washer
  • Stove
  • Satellite TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This second floor unit is in a deluxe triplex building that was just fully remodeled to near new condition throughout. It will accommodate 6 people, but you can add one or two of the large one bedroom units in the building if you have additional guests or family coming, they sleep 4 each. The place... View all property information
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From
$450
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Stove
  • Refrigerator
  • Parking
  • DVD Player
  • Air Conditioning
  • Dishwasher
  • Microwave
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This home is located in a excellent location, very near Siesta Key Public Beach. It is convenient to Siesta Key Village and is only a half of a block to the white quartz sands of this #1 rated beach. It has views of the Gulf of Mexico from the covered and screened lanais. The home was recently... View all property information
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Suitability

  • Wheelchair access (6)
  • Elder access (25)
  • Suitable for children (32)
  • Pet friendly (53)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (52)
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  • Other outdoor space (49)
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