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Beach rentals and condos in Siesta Key, FL

About Siesta Key
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All 342 Rentals in Siesta Key
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$959
Per Week
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1 / 27
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$121
Per Night
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1 / 34
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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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$169
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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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From
$250
Per Night
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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
Per Night
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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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$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
Per Night
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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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$1,200
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1 / 39
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$3,000
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1 / 15
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Microwave
  • Dishwasher
  • Garage
  • Refrigerator
  • Patio
  • Ceiling Fans
  • Grill
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is... View all property information
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1 of 5 stars Reviewed November 12, 2014
Chose house from pretty photos as base for family for wedding. Paid in full in March, seven months in advance. Property manager never provided instructions to get in and did not...
3 of 5 stars Reviewed May 29, 2014
This home is not for anyone who has trouble with stairs. While main floor is nice, stove and window coverings are in poor shape. Vertical blinds in bedroom are missing lots of...
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From
$600
Per Week
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1 / 18
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Sauna
  • Grill
  • DVD Player
  • Refrigerator
  • Dishwasher
  • Dryer
  • Ceiling Fans
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Please note: High season: Jan 1 - Apr 30, 2015 - Weekly: $1,050, Monthly: $3,900 Low season: May 1 - Dec 31, 2015 - Weekly: $600, Monthly: $2,400 White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of... View all property information
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From
$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
$130
Per Night
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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
$1,200
Per Week
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1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Ping Pong Table
  • Microwave
  • Grill
  • Garage
  • DVD Player
  • Parking
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection... View all property information
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From
$150
Per Night
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1 / 28
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Washer
  • Microwave
  • Garage
  • Stove
  • Safe
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
“Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master... View all property information
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From
$1,600
Per Week
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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
$135
Per Night
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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
$1,050
Per Week
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Parking
  • Refrigerator
  • Fireplace
  • Safe
  • DVD Player
  • Grill
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your own... View all property information
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From
$185
Per Night
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1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Parking
  • Patio
  • TV
  • Washer
  • Stove
  • Microwave
  • Dryer
  • Grill
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 February 3, 2015
The rental is completely renovated and beautifully decorated. Everything in the rental was in working order. The back yard/patio provided a delightful private space for BBQ’ing...
5 of 5 stars Reviewed January 21, 2015
This three bedroom is absolutely amazing and extremely close to all that Siesta key has to offer. A short walk or bike ride to shopping, beach, and restaurants.
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$1,050
Per Week
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Details Reviews (3) Make Inquiry
Amenities & Details
  • Garage
  • Grill
  • Patio
  • Stove
  • Washer
  • Refrigerator
  • TV
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
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5 of 5 stars Reviewed June 15, 2014
We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
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From
$1,043
Per Week
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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
$100
Per Night
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1 / 15
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Grill
  • DVD Player
  • Ceiling Fans
  • Refrigerator
  • Microwave
  • TV
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Available after April 18th, 2015!! Discounts for 10 days or more- email for pricing!! Seasonal Home away from home! One bedroom---2 BATHROOMS ! This is my Home- not someone's investment!! Chance for great seasonal Siesta deal. Hopefully you will... View all property information
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4 of 5 stars Reviewed February 17, 2015
My friend & I stayed here in Feb. for a week. The location is excellent-right where you want to be. Remember you may hear traffic, garbage trucks, etc. since it is near the...
5 of 5 stars Reviewed February 5, 2015
We had a weeks vacation in this lovely clean condo prior to XMAS holidays. It was not a hotel or motel- it was like being at home. The beds ( queen in bedroom and queen sleeper...
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From
$105
Per Night
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1 / 22
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • DVD Player
  • Stereo System
  • Ceiling Fans
  • Microwave
  • Patio
  • Deck
  • TV
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of... View all property information
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2 of 5 stars Reviewed January 7, 2015
This was our fourth rental in Florida during Christmas holidays in the same price range and was by far the lowest standard and the smallest size of all. The condo is probably...
4 of 5 stars Reviewed August 23, 2014
Perfect for getting together with family, walks on the beach and dolphin viewing on the inland waterway. Best of both worlds. The owner was readily available for any problems and...
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From
$121
Per Night
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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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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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$162
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Buttonwood 920 NR View all property information
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$2,395
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • 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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$67
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Parking
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  • 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
$800
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • TV
  • Stereo System
  • Microwave
  • Stove
  • Grill
  • Ceiling Fans
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
This luxurious two bedroom/two bath condo is located on the beach on Siesta Key, an island off the coast of Sarasota. Siesta Key boasts miles of white sugar sand beaches, and a public beach which was rated #1 in the U.S. this year and is regularly rated in the top 10 beaches in the world. Walk... View all property information
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5 of 5 stars Reviewed August 7, 2014
We stayed for two weeks and did not have anything to complain about. The beach was a short walk and the cabana had everything you needed to spend the day including seats and...
5 of 5 stars Reviewed July 15, 2013
We have just recently spent two weeks of our three week vacation at the Baytree Club on Siesta Key. The condo, location and Siesta Key were just perfect. The condo's position is...
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From
$96
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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
$221
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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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
$230
Per Night
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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
$8,500
Per Month
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4 Bedrooms, 5 Bathrooms, Sleeps 10
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  • 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
$86
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1 / 16
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Sauna
  • TV
  • Stove
  • Microwave
  • Washer
  • Dishwasher
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: 2B/2B Free WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch and... View all property information
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From
$105
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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
$185
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • 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
$171
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Studio, 1 Bathroom, Sleeps 2
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  • 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
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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  • 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
$575
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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$3,600
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Microwave
  • Patio
  • Stereo System
  • Parking
  • TV
  • Stove
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all... View all property information
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5 of 5 stars Reviewed March 25, 2014
We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
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From
$750
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1 Bedroom, 1 Bathroom, Sleeps 4
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  • Stove
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  • 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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$3,500
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • 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
$2,400
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1 Bedroom, 1 Bathroom, Sleeps 2
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  • 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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$1,300
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Microwave
  • Dishwasher
  • Washer
  • Parking
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  • 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
$672
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • 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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$212
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
THIS 2 BEDROOM/2 BATH 2ND FLOOR WALK UP UNIT HAS BEEN REMODELED!! Light ceramic tile throughout; updated kitchen with granite counter tops and stainless steel appliances! Beautifully decorated with leather sofa and reclining chair. Flat screen TV in living area; flat screen TV with DVD players in... View all property information
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Siesta Key Vacation Rentals

Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

Lions, Tigers & Circuses

When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

Gardens & Aquariums

Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

Locomotives & Science

Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

History & Baseball

From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.