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Rentals for Seniors in Siesta Key, FL

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$959
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$121
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$115
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1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
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$700
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • TV
  • Dishwasher
  • DVD Player
  • Air Conditioning
  • Terrace
  • Sauna
  • Parking
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
We invite you to settle in to a beautiful and very large 2 bed/2 bath 1280 sq foot beauty, approximately 200 yds. from the beautiful crystal sand of Crescent Beach. Serenity abounds in calm, aqua waters and miles of the most exquisite coastal sands in the world. Our spacious condo boasts all of the... View all property information
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5 of 5 stars Reviewed October 5, 2014
We stayed here for a week (family of 4, kids aged 13 & 11), following on from a fortnight in Orlando. We wanted somewhere to stay where we could walk to a beach. This condo is...
2 of 5 stars Reviewed September 1, 2014
Location, location, location! The condo is a few feet from the busiest road on Siesta Key therefore you hear loud road noise in every room. Hard to believe no one mentioned this...
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$180
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1 / 14
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Dryer
  • TV
  • Dishwasher
  • Refrigerator
  • Grill
  • DVD Player
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
PLEASE BOOK THRU ME, CARRIE CAUDILL, FLORIDA, DO NOT SEND MONEY TO ANOTHER PERSON OR STATE. PLEASE CONTACT THE OWNER FOR PRICES AND DATE'S, DON'T GO BY FLIPKEY'S, CARRIE 941-587-4794 siestakeycarrie@gmail.com My ground floor rental is directly on the beach on the Gulf of Mexico, with... View all property information
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5 of 5 stars Reviewed August 15, 2014
My family and I stayed at Fishermans Cove unit 102 from August 1-13. We found the pictures and description of the condo online to be accurate. The condo included many amenities...
5 of 5 stars Reviewed June 24, 2014
My wife, grown son and I spent a week in this lovely condo directly on the beach on Siesta Key. The condo is a really nice 2 bedroom, 2 bath unit on the first floor so that you...
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$200
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Stove
  • Safe
  • Microwave
  • Dryer
  • DVD Player
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Location: Fisherman's Haven, 9150 Blind Pass Rd #203, Siesta Key, Florida South West, Florida, USA (Tampa Int'l Airport, Busch Gardens - 1 hr; Disney - 2 hrs). Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6) Approximatly 1700 total square feet. Island living in this... View all property information
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$169
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1 / 26
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1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (30) Make Inquiry
Amenities & Details
  • Stereo System
  • Ceiling Fans
  • Patio
  • Dryer
  • Stove
  • Parking
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This bright, cheerful and newly redone villa is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 2 or 3 minute walk from... View all property information
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3 of 5 stars Reviewed February 16, 2015
The manager was very cordial and helpful. The unit was decorated very nicely, but the stove oven did not work too well. The cabinets were well stocked with extras. The...
4 of 5 stars Reviewed August 19, 2014
Pictures are accurate, the room was clean and nicely decorated. Sue was friendly, gracious, and helpful, met us at check-in to give us the keys and show us around. It was a bit...
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
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Details Reviews (33) Make Inquiry
Amenities & Details
  • Stove
  • Grill
  • Parking
  • DVD Player
  • Dryer
  • Ceiling Fans
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Very clean, bright & airy 1 bedroom, single- story cottage. Ebb Tide Villa #1 is waiting for you... - Beautiful, large, heated pool with plenty of loungers for relaxing. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets! -... View all property information
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4 of 5 stars Reviewed January 27, 2015
We rented Villa #1 because of the ridiculously positive reviews we found on TripAdvisor. Honestly, our first night there was .....interesting. I woke up wondering if I booked...
5 of 5 stars Reviewed December 17, 2014
Fantastic location had a great time got to meet the owner which is a rarity very pleasant lady very clean location very short walk to the beach the beach is fantastic would highly...
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$250
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1 / 15
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • TV
  • 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: www.vacationinflorida123.com View all property information
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$169
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1 / 25
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Stove
  • Washer
  • Dryer
  • Refrigerator
  • Stereo System
  • Microwave
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Villa #3 at Ebb Tide is waiting for you: All quality furnishings & linens, fully equipped with everything you need for a fun and relaxing beach vacation! Rated the #1 Beach in the USA: Crescent Beach on Siesta Key is literally a 3 minute walk from your villa door! Beautiful, soft, white quartz... View all property information
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5 of 5 stars Reviewed December 19, 2014
Liked the place a lot. Would have been nice if the rooms were a little bigger, but otherwise, everything was great. Sun on patio is delightful. Kitchen is well-equipped and...
5 of 5 stars Reviewed June 24, 2014
Ebb tide villa #3 has the feel of home when we come to siesta key Sue is so nice to us when we arrive and when we depart. The place is spotless we have the best time on the...
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1 / 37
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Dishwasher
  • Refrigerator
  • Ceiling Fans
  • Stove
  • Washer
  • Parking
  • Stereo System
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
-Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
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5 of 5 stars Reviewed November 12, 2014
What a breathtaking view to walk into when you step inside the condo! This place is just heavenly and we relaxed from the moment we stepped inside. It was perfect for our family...
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$185
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1 / 42
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Refrigerator
  • Fireplace
  • Safe
  • Dishwasher
  • Patio
  • Grill
  • Microwave
  • 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 February 5, 2015
We loved our experience at the Shells! My husband and I stayed for two weeks, and it was our first experience renting a home. The Shells was a great choice. The location was...
5 of 5 stars Reviewed January 26, 2015
Garage had beach wagon full of sand toys, beach unbrella, beach chairs, gas grill, did not have to cross road to get to beach. Short walk to Siesta Village. Kind of difficult to...
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$171
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1 / 32
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Microwave
  • Grill
  • DVD Player
  • Dishwasher
  • Safe
  • Patio
  • Garage
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality... View all property information
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5 of 5 stars Reviewed February 26, 2015
This was a last minute decision and we couldn't be happier! Has been a pleasure from the time we were greeted by the manager. Her mother who lives next door even baked cookies...
5 of 5 stars Reviewed December 31, 2014
This lovely home (and equally lovely owners) helped create the exact vacation we were designing at the outset. The spaces, both indoors and out, allowed us to enjoy the Siesta...
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$109
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1 / 41
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1 Bedroom, 9 Bathrooms, Sleeps 4
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Amenities & Details
  • Deck
  • Grill
  • Washer
  • Refrigerator
  • Dryer
  • Patio
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
YOUR PRIVATE GETAWAY ON THE KEY Looking to relax, 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 do are plenty in... View all property information
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From
$1,600
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Hairdryer
  • Patio
  • Porch
  • Central Heating
  • Internet Access
  • TV
  • Water Views
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Luxury condo right on the beach. Crystal Sands on Midnight Pass Rd is one of the most popular condos on Siesta Key's Crescent Beach, ranked as one of the whitest and most powdery sands in the world, as judged by the 'Great International White Sand Beach Challenge.' View all property information
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From
$130
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1 / 31
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Grill
  • Dishwasher
  • Stove
  • Gym
  • DVD Player
  • Dryer
  • TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
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From
$135
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1 / 17
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • TV
  • Stereo System
  • Washer
  • Refrigerator
  • Microwave
  • Grill
  • Stove
  • Ceiling Fans
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
$121
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1 / 36
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Stove
  • Washer
  • Dishwasher
  • Parking
  • Grill
  • DVD Player
  • Patio
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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5 of 5 stars Reviewed November 21, 2014
This was a perfect place for my husband & me and in-laws to stay. Very close to the beach and the house was completely furnished with everything we needed including beach chairs...
5 of 5 stars Reviewed July 15, 2013
The house was super clean and with everything we needed to spend a week. It is fully equipped with all the appliances and more...We had plenty of room for 4 adults and a child...
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$121
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1 / 40
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Parking
  • Dishwasher
  • Washer
  • Refrigerator
  • Patio
  • Microwave
  • DVD Player
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
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4 of 5 stars Reviewed August 3, 2014
Wonderful place. Had everything we needed to make a great vacation. It was our first time renting on Tripadvisor so we were a little concern but the unit exceeded our...
4 of 5 stars Reviewed March 31, 2014
This rental provides all amentities for a relaxing vacation. Just pack your clothes and toiletries, pick up some food and beverages and you are all set for a nice relaxing stay...
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$1,043
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Refrigerator
  • Parking
  • Patio
  • TV
  • Microwave
  • Grill
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms.... View all property information
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5 of 5 stars Reviewed December 29, 2014
Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
5 of 5 stars Reviewed May 10, 2014
My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
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From
$2,395
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1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Details Reviews (1) Make Inquiry
Amenities & Details
  • Stove
  • Washer
  • Microwave
  • Fireplace
  • Garage
  • TV
  • Dishwasher
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
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5 of 5 stars Reviewed August 3, 2014
We really enjoyed staying at this beach house; I couldn't imagine a better location. Right on the beach, and just a couple of minutes walk to the Siesta Key village. The...
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From
$67
Per Night
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1 / 12
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Parking
  • Refrigerator
  • Dishwasher
  • Grill
  • DVD Player
  • Dryer
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before... View all property information
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5 of 5 stars Reviewed July 22, 2014
We had the best time ever. Nice being able to wLk to village. Sunsets are beautiful. Dolphin hanging out at the pier Beaches are near. The pool is next door. Condo is...
4 of 5 stars Reviewed July 13, 2014
I had a wonderful experience at the condo. The only things I did not like was the limit on the time that children can be in the pool. The Children could only be in the pool from...
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From
$96
Per Night
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1 / 19
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Ceiling Fans
  • Microwave
  • Washer
  • Parking
  • Dryer
  • DVD Player
  • Stove
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped... View all property information
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4 of 5 stars Reviewed January 23, 2015
This was our 1st visit to Siesta Key, so we had no idea where to stay. Boy, did we luck out! Around the corner is the heated pool & powdery sand beach. Beach towels & chairs are...
1 of 5 stars Reviewed January 13, 2015
We had communicated with Derek Hall in April, 2014, and was sent this message -"You will be met at the property by our representative, Suzie, her number is ..." At noon on the day...
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From
$231
Per Night
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1 / 19
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Washer
  • DVD Player
  • Stove
  • Parking
  • Dishwasher
  • Garage
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
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From
$221
Per Night
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Details Reviews (4) Make Inquiry
Amenities & Details
  • Patio
  • TV
  • Dryer
  • Washer
  • Stereo System
  • Grill
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
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4 of 5 stars Reviewed March 1, 2015
The Calm @ Siesta was the perfect vacation home for us. Photos on the website do not do the condo justice! Breathtaking views as soon as you enter--straight ahead in the sunroom...
5 of 5 stars Reviewed December 3, 2014
Sandy was great, made us feel welcome. The condo was perfect. Not only was it clean but it was in the perfect location. Had a wonderful time and will definitely be brining my...
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From
$8,500
Per Month
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1 / 23
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
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
$105
Per Night
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1 / 16
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Microwave
  • TV
  • Refrigerator
  • Parking
  • Patio
  • Grill
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality... View all property information
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5 of 5 stars Reviewed October 31, 2014
This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
4 of 5 stars Reviewed August 10, 2014
The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with...
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From
$171
Per Night
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1 / 25
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Refrigerator
  • Hairdryer
  • Paper Towels...
  • Linens Provided
  • Microwave
  • Air Conditioning
  • TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,... View all property information
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From
$600
Per Week
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1 / 39
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2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
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Amenities & Details
  • Gym
  • Stove
  • Parking
  • Grill
  • Refrigerator
  • Dishwasher
  • Patio
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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From
$185
Per Night
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Stove
  • Grill
  • TV
  • Refrigerator
  • Dishwasher
  • DVD Player
  • Dryer
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
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From
$575
Per Week
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1 / 14
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (13) Make Inquiry
Amenities & Details
  • Washer
  • Grill
  • Stove
  • Dryer
  • Refrigerator
  • Parking
  • DVD Player
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
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5 of 5 stars Reviewed February 4, 2015
Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
5 of 5 stars Reviewed December 27, 2014
We rented from Michel and Aida in for a month and then again when we needed to return a couple of weeks later. They were easy to contact and responded to emails promptly. Their...
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From
$3,500
Per Month
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1 / 16
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry
Amenities & Details
  • Safe
  • TV
  • Washer
  • Garage
  • Hot Tub
  • Dishwasher
  • DVD Player
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Cortez Cottage is located within five minutes easy walk of Siesta Key beach, always rated in the top beaches in USA and world, powdery white sand and gorgeous Gulf of Mexico gentle waves and stunning sunsets. The cottage is just a couple of minutes walk from the heart of Siesta Village, with... View all property information
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5 of 5 stars Reviewed June 3, 2014
Couldn't have asked for a better place to stay. Having never been to Siesta before, I initially wasn't sure where the location was, in comparison to the beach and commercial...
4 of 5 stars Reviewed June 24, 2013
we stayed here with my whole family in May 2013. The place is great, close to everything e very clean. I have a newborn, so it was great to go home earlier when the sun was too...
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From
$750
Per Week
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1 / 10
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Stove
  • Dryer
  • Patio
  • Safe
  • Microwave
  • Stereo System
  • Parking
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Delightful beach bungalow at Ebb Tide , only 2 minute walk to pool and powder white sand of Crescent beach, right across the street from restaurants,shops, bike and boat rentals, marina, 7 Eleven, and more. This darling tropical villa had everything you need for a great vacation. No one above you... View all property information
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5 of 5 stars Reviewed September 30, 2014
Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
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From
$2,400
Per Month
View Details
1 / 12
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Microwave
  • Gym
  • VCR
  • Refrigerator
  • Stove
  • Washer
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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From
$812
Per Week
View Details
1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Garage
  • Microwave
  • Parking
  • TV
  • Dishwasher
  • Hot Tub
  • Stove
  • Patio
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
$672
Per Week
View Details
1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Patio
  • DVD Player
  • Parking
  • Grill
  • Refrigerator
  • Microwave
  • Washer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
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5 of 5 stars Reviewed January 28, 2014
This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
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From
$597
Per Week
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1 / 25
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
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Amenities & Details
  • Air Conditioning
  • Ceiling Fans
  • TV
  • Stove
  • Washer
  • Parking
  • DVD Player
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Newly remodeled 2 bedroom 1 bath house in Sarasota available for weekly and monthly rent. Located only a short distance from Siesta Key, with their #1 rated beaches in America, and fantastic downtown Sarasota. This unit allows pets, so bring the whole family for a vacation in Sarasota. Within close... View all property information
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5 of 5 stars Reviewed May 18, 2014
This was a perfect place for my sisters and myself. Total of six women. It was clean and in a quite neighborhood but close to some very good dinning and attractions. Siesta beach...
4 of 5 stars Reviewed June 30, 2013
Comfortable, convenient, affordable. Seems like a great value for the area. Enjoyed my week and would absolutely stay again. Didn’t realize how handy this location would be, it...
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From
$840
Per Week
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1 / 16
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (8) Make Inquiry
Amenities & Details
  • Grill
  • Washer
  • Gym
  • Safe
  • Pool Table
  • Microwave
  • DVD Player
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large,... View all property information
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5 of 5 stars Reviewed September 29, 2014
Perfect location you can walk to the beach or into the village. Very clean with all the amenities. Very friendly and helpful management staff. The condo was very spacious and...
5 of 5 stars Reviewed July 28, 2014
My husband and I stayed here last summer and found it to be a wonderful place for a couple. It is nicely furnished and really includes about anything you could need (beach...
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From
$1,500
Per Week
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
PLEASE NOTE: The Price displayed here is NOT ACCURATE! (It does not take the 'Seasonal Rate' into consideration) - Sorry - this is Flipkey's stupid policy, not mine! This luxury third floor condo is bright and airy with its extra long Lanai! The Lanai (screened porch) overlooks the Gulf, Crescent... View all property information
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5 of 5 stars Reviewed March 2, 2015
The apartment was great. It lived up to the pictures. All of the appliances and the TV's worked very well. Although, I have to admit, that I never turned on the oven - I was on...
5 of 5 stars Reviewed May 17, 2014
Great location, great beach, and the sunsets were amazing. We have been coming to Siesta Key for nine years and this was our 1st time here. Jim was easy to work with and made...
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From
$133
Per Night
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1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (3) Make Inquiry
Amenities & Details
  • Stove
  • Ceiling Fans
  • Dishwasher
  • Air Conditioning
  • Refrigerator
  • Porch
  • Parking
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen... View all property information
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From
$314
Per Night
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1 / 17
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (7) Make Inquiry
Amenities & Details
  • Washer
  • Stove
  • Air Conditioning
  • Satellite TV
  • Refrigerator
  • Grill
  • Dryer
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Gertrude's Twin Banyan - Oasis at Pool & Beach - Available on a 1st come basis! Study the water in the pool or wander to the beach and village. This relaxing oasis is framed by 70 year old banyan trees and rests on a quiet tropical street just one block from the best beach and two blocks from the... View all property information
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5 of 5 stars Reviewed August 11, 2014
They provide most of the stuff you will need, I'm so glad they had chairs and umbrellas since we forgot ours, I would definitely come back, and recommend this property to anybody...
5 of 5 stars Reviewed June 11, 2014
Our family had an amazing time at Gertrude's Twin Banyan. Right from the time we booked Daniel the owner was really accommodating and helpful, his quick response to our rental...
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From
$400
Per Night
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1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (14) Make Inquiry
Amenities & Details
  • Microwave
  • Garage
  • Refrigerator
  • Ceiling Fans
  • Dishwasher
  • Grill
  • Air Conditioning
  • TV
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 February 10, 2015
We thoroughly enjoyed our stay at Casa Van Lopik. Daniel was more than gracious and easy to work with. Quickly returning messages and very accommodating. Upon arrival we were...
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...
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From
$82
Per Night
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1 / 22
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Stove
  • Grill
  • Sauna
  • Safe
  • Parking
  • TV
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Ground level 2BR/2BA condo, located across from Siesta Key Beach. rated #1 beach in the U.S.A., in 2011. This unit is located on 7 Acres of beautiful landscaped grounds, including a boat cove. There is a large pool heated year around on site, with a nice patio area and gas grill. The beach is... View all property information
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5 of 5 stars Reviewed September 1, 2014
Great place, very clean, cozy, very organized, safety very nice pool great location across from the best beach .
5 of 5 stars Reviewed June 30, 2013
From the beginning when I booked the property to the end when we left everything about this experience was phenomenal. The property owner e-mailed me and we spoke on the phone...
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From
$93
Per Night
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1 / 12
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (9) Make Inquiry
Amenities & Details
  • Grill
  • Air Conditioning
  • Stereo System
  • Patio
  • Microwave
  • Stove
  • Ceiling Fans
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Enjoy watching the beautiful sunsets every night from your own private lanai/patio in this non-smoking, one bedroom and one bathroom condo. Located at Siesta Beach with Siesta Keys famed village a short walk away. This condo has everything you are looking for including FREE conceirge service for... View all property information
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5 of 5 stars Reviewed November 10, 2014
Condo is very nice and directly across the road from the beach. The owner, Dick Nelson, was extremely responsive to any needs (e.g. replacement of beach umbrella and broken beach...
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From
$1,015
Per Week
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1 / 17
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
  • Stove
  • DVD Player
  • TV
  • Refrigerator
  • Dishwasher
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located directly on Crescent Beach with private pool..... Sea Crest on Siesta Key sits right on the beach and has our own private gated access to the sand. Roomy one bedroom unit is fully furnished and has a seperate bedroom and in the living room we have an additional sleeping sofa if needed..The... View all property information
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3 of 5 stars Reviewed August 4, 2014
The location was excellent. We could walk out our door and in 50 steps be ON the sand. The beach was much shallower than the public beach... which we tried one day. Water pressure...
4 of 5 stars Reviewed May 7, 2014
This condo had everything we needed. There was a lot of storage space, more than my house! Large fridge, even a clothesline out back. Internet service spotty and slow. We were in...
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From
$117
Per Night
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1 / 23
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • DVD Player
  • TV
  • Safe
  • Parking
  • Stereo System
  • Microwave
  • Patio
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
NOTE: We are booked until April 11th........ We just purchased another 2BR on the beach/Gulf side of Siesta Key. Contact me for a quote and pictures... (If Available) Last Minute Discount: Save $234/wk Book 7+ days in the next 2 weeks; Save $175/wk Book 7+ days in the next 2-4 weeks; Save... View all property information
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5 of 5 stars Reviewed September 5, 2014
My wife and I stayed here when our original plans fell threw. I contacted them the night before my arrival and was offered an excellent price for a one week stay! It was only a...
5 of 5 stars Reviewed May 23, 2014
My sister, 2 year old nephew and I stayed here during the first week of May 2014. The apt looks like it does in the pictures. It was very nice and clean. It is obvious that it was...
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From
$86
Per Night
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1 / 23
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Stove
  • DVD Player
  • Patio
  • Grill
  • Washer
  • Dishwasher
  • Ceiling Fans
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Siesta Key, Sarasota upscale vacation rental unit within a few steps of the water or a gorgeous pool. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking views of the intercoastal with fully appointed fishing dock. Accross the street from the beach and there are no beach charges... View all property information
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5 of 5 stars Reviewed February 5, 2015
The apartment was very well furnished and equipped. Very clean and bright. Being ground floor very convenient with car parking almost at the front door. The bayside dock just a...
4 of 5 stars Reviewed November 16, 2014
We already stayed in different apartments all over Siesta Key.This apartment is one of the really nice,young furnished ones.We enjoyed sitting on the really impressive sofa...
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From
$75
Per Night
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1 / 5
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • Guest Count
  • Beach Or Lakeside...
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to your tropical getaway. Everything you need is right here or within walking distance. Lovely one bedroom condo is comfortably furnished with your relaxation in mind. The beautiful heated pool is right out your front door. A gorgeous sandy beach with warm, azure water is only steps... View all property information
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4 of 5 stars Reviewed January 9, 2015
1) Excellent location, one house over from the beach, 2' to restaurants, café, stores... 2) Did not use the swimming pool. 3) Condo is small (400sf) but has everything you need...
5 of 5 stars Reviewed December 6, 2014
We stayed in this delightful one-bedroom over Thanksgiving. The pool is literally about 15 steps away, the beach is maybe 300 feet away (and is a phenomenal place to see the...
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From
$240
Per Night
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1 / 14
Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Hot Tub
  • Linens Provided
  • Stove
  • Parking
  • Microwave
  • TV
  • Patio
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • 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
$800
Per Week
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Sauna
  • Gym
  • Dryer
  • Washer
  • TV
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Harbour Towers is perfect for people that like the feeling of a grand hotel. You can play tennis on our Har-Tru tennis courts, swim in the sky blue water of Siesta Beach or relax inside at the heated swimming pools. You can jet ski or snorkel at Point of Rock. You can fish off the docks at our... View all property information
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4 of 5 stars Reviewed January 9, 2015
We traveled to Siesta Key in a group of 4 and decided to stay here for the week. Although the booking process took a while and required a lot of back and forth messaging with the...
5 of 5 stars Reviewed June 10, 2013
My husband and our two teenage boys stayed here for spring break in March. The location of the resort was great. You can walk to the beach or just relax at the beautiful...
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