We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals and Bungalows in Siesta Key, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Change Dates
    Price
    per night
    |||
    |||
    $0
    $174 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Community
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to Siesta Key are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 27
    5 of 5 stars (13) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 24
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 22
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Secure Parking
    • Ocean Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    LAST MINUTE DEALS NOW AVAILABLE AUGUST - JANUARY at our luxurious Villa#4 (on Crystal Sands, 6300 Midnight Pass Rd, Sarasota, Florida) - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed November 30, 2015
    Villa was nice. It had all of the amenities needed for a comfortable stay. It was clean. It was only a short walk to the beach. It was close to town center.
    5 of 5 stars Reviewed June 29, 2015
    this condo was fantastic. So close to beach and village . There was not a need that wasn't meant. Refrigerator stove microwave washer dryer computer . very clean . Couldn't ask...
    See all reviews
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Children's Pool
    • Parking
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliances, modern furnishings, and beach buggy with all the gear! Separate living areas can accommodate one large family or two smaller ones. Each living area has its... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    5 of 5 stars (17) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Secure Parking
    • Washer
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    This condo was perfect for relaxing beachfront in a beautiful, secluded location. The view was amazing, with the gorgeous gulf beach out back and the bay out front! And the...
    5 of 5 stars Reviewed November 4, 2015
    Unbelievable!!!! Beautiful views both in front and back of condo!! We watched the sunset every night from our window and sometimes went downstairs on the beach to watch it cause...
    See all reviews
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    “Pristine sand, blue skies - 'TripAdvisor's best beach in the U.S. in 2015' The Best Thing to look forward to after a Day on the Beach Is... ...Another Day on the Beach : ) 1001 Beach Rd unit W502, Siesta Key Fl 34242 Just a walk across the street to Siesta Key's world famous #1 Beach. This... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed February 10, 2016
    We recently got back from our vacation in Siesta Key. This condo was a great place to stay. It is such a nice place that is clean and comfortable with two big balconies and lots...
    See all reviews
    1 / 17
    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Parking
    • Private Yard
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 5, 2016
    First, arranging this rental through trip advisor was really easy, owner was really responsive and kind. It was mine and husband's first trip to Florida, so really did not know...
    5 of 5 stars Reviewed May 10, 2016
    This was a great weekend getaway for me and my boyfriend. The condo is directly off the beach and within walking distance to many wonderful restaurants and bars. Although some...
    See all reviews
    1 / 35
    4 of 5 stars (17) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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.<BR><BR>Fully equipped... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed June 8, 2016
    Wonderful little bungalow close to the beautiful beach. White powdery sand beach was awesome. Nice salt water pool was refreshing. This property was so close to everything...
    5 of 5 stars Reviewed April 18, 2016
    This condo was so cute. It was the perfect place to stay in Siesta Key. it was quiet and relaxing and steps away from some cool restaurants and night life. My husband and I took...
    See all reviews
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Waterfront
    • Patio
    • Air Conditioning
    • Washer
    • Parking
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located steps away from the whitest sand and the # 1 beach in America, known as Crescent Beach, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercostal waterway of Little Sarasota Bay on the island of Siesta Key. The condominium has two... View all property information
    Location Information
    Siesta Key, Florida 34242
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 14
    5 of 5 stars (16) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Satellite TV
    • Sauna
    • DVD Player
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 3 weeks ago
    This place is as good as the previous reviews say it is. It has everything you need from pool floats to beach chairs to blow dryers to bicycles, dishwashing soap to laundry soap...
    5 of 5 stars Reviewed May 27, 2016
    My friend and I really loved this condo. It was very clean, spacious and beautifully decorated. The amenities were right on site such as washing machine and dryer. The closet...
    See all reviews
    1 / 19
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Parking
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Lovely, fully updated 3 bedroom, 3 bath canal home 1 block from Siesta Village! Tropical private pool setting just off the main living area and the grand Master Bedroom. Second Master suite with private bath including soaking tub. All bathrooms completely redone in 2015. Quiet street literally... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 4 weeks ago
    On 5 day getaway to visit family in Florida stayed at this lovely, elegant, well decorated 3 Bdrm / 3 Bath home situated on quiet cul-de-sac street with canal in back. Pool-Lanai...
    5 of 5 stars Reviewed 4 weeks ago
    We cannot express how much we loved this house in Siesta Key Florida. We have family in the area and are very familiar with vacation rental properties in the area and this was...
    See all reviews
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Central Heating
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Siesta Key Vacation Condo all new, and an easy walk over to the #1 Beach in America. Complex has Pool, Covered Parking, Clubhouse, Marina. Two Bedrooms, Two full Bathrooms, Completely renovated Kitchen, all new Tile flooring throughout Condo, back Lanai catches glimpse of Sunsets, and front... View all property information
    Location Information
    Siesta Key, Florida 34242
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Housekeeping...
    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Siesta Key, Florida 34242
    1 / 50
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ***Many recent upgrades and enhancements with more to come! ALL NEW CARPET as of 2017! Beautifully decorated, 2 level, 2BR/2.5BA townhome! Split level, with living room, lanai, kitchen, dining and half bath on the main level and 2 bedrooms, (master has open-air patio) 2 full bathrooms and... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 15
    4.5 of 5 stars (7) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Satellite TV
    • Parking
    • Balcony
    • Private Outdoor...
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort - Siesta Key Florida - Southwest building, 3rd floor, One bed, 2 bath, King, 2 twins in den area. This unit is 1300 sq. ft. and has fully equipped kitchen, dining area, living area, 2 porches, laundry room. Enjoy spectacular sunsets from this unit. Free Wi - Fi in unit.... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed August 15, 2011
    The Island House is an older well-maintained property that presents as simple and plain on the exterior. The interior of this particular unit was very impressive... with tasteful...
    See all reviews
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Housekeeping...
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our condo has just been remodeled (October 2015) with granite counter tops, stainless steel appliances, dishwasher, cabinets, new tile, new bathroom, and new furniture. It is a second floor unit. We have included all the essentials for a family that likes to have the flexibility to make meals at... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 16
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated, very clean... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed August 15, 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
    5 of 5 stars Reviewed August 10, 2015
    We had a great stay here. The owners were VERY pleasant. Everything that you would need for a beach vacation with a toddler was included and readily available. The place was...
    See all reviews
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Parking
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    3BR Unit with over 1800 sq. ft of living space! Unique kitchen layout optimizes gulf viewing and includes stainless steel appliances, granite countertops, new cabinets, and a Keurig coffee maker. New flatscreen tv's throughout and wireless internet. Fabulous 180 degree view of the white sands of... View all property information
    Location Information
    Siesta Key, Florida
    1 / 29
    5 of 5 stars (35) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Washer
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This bright, cheerful and newly redone condo 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 3 minute walk from the... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed November 5, 2015
    Sue made us feel very welcome as she greeted us upon arrival . Our room was stocked with everything you need from the kitchen to beach supplies and everything in between what a...
    5 of 5 stars Reviewed July 27, 2015
    This place was perfect! The beach was so close and the pool was so warm! We had a few days of rain, which everyone kept saying was so unusual for that area, but the place was...
    See all reviews
    Get the List
    1 / 19
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Terrace
    • Parking
    • Balcony
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in Florida. This condos offers a view of the palm trees, white sand and turquoise waters of the Gulf of Mexico. The view is picturesque and the... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed October 1, 2013
    Stayed in 9N and loved it. Could not say enough good things. But beware: the mattress beds are in need of replacing.
    See all reviews
    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Air Conditioning
    • Satellite TV
    • Porch
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit is located in the garden area of our beautifully landscaped property. This unit is on the first floor and reserved parking is right outside the front door. This unit has a full size washer and dryer for... View all property information
    Location Information
    Siesta Key, Florida 34242
    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...
    See all reviews
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Wi-Fi
    • Porch
    • Waterfront
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Turtle beach was just re-nourished in March 2016!! Come enjoy the great new beach at Fisherman's Cove! Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos -just uploaded!) Our ground-level... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beach front and fabulous! Everything is new and remodeled in this unit! Sun yourself on the open balcony and enjoy this 2 bedroom/2 bath in style. The living room is furnished with a LCD TV/VCR, leather sofa and decorated with brilliant colors! The master bedroom offers a king bed and a flat panel... View all property information
    Location Information
    Siesta Key, Florida
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Satellite TV
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Split floor plan with each bedroom having a private full bath, tv and access to the lanai. Relaxing lanai with couch, two chairs and three end tables to enjoy a book or take a nap. Side Gulf View from side of lanai. 25 steps to the beach. Beach towels, umbrella and sand toys for the children... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 27, 2016
    This condo was perfect for all our needs!! Karen, the owner, is a dream to work with. She got back to my messages immediately and was very attentive to any questions I had...
    See all reviews
    1 / 42
    3 of 5 stars (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Patio
    • Porch
    • Grill
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Does not include Weekends or Holidays!!! 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... View all property information
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed May 22, 2015
    Nice overall for what we needed-good location for beach hoppers like ourselves. Could get to Lido beach and turn around and go to Venice beach with still many beaches between...
    See all reviews
    1 / 16
    5 of 5 stars (22) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Parking
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed April 29, 2016
    Traveled with business associates & spouses, combining business & pleasure. Great ;location for both business in Sarasota as well as amenities of Siesta Key. Very well equipped...
    5 of 5 stars Reviewed October 16, 2015
    Our family had another wonderful stay in Siesta Key!! We were here two years ago (I forgot to write a review.), and everything was a great now as it was then. Kathy and Dan...
    See all reviews
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    NEWLY REFURBISHED 2 BR, 1.5 BA !! New floors, paint, furniture, decor & appliances in 2012. This light and bright ground floor condo is the closest Bay unit to the pool, office, laundry and beach. The newly furnished screened lanai offers views of the beautiful tropical grounds. Living room has... View all property information
    Location Information
    Siesta Key, Florida
    1 / 42
    5 of 5 stars (12) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Waterfront
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home!. Come make yourself at home in a nationally known artist's private residence on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality furnishings offered fully... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 2 weeks ago
    My wife and 4 children stayed here for a week. This house was perfect location. 2 miles from the beach a few miles from the market and quiet. The home was very clean and wel kept...
    5 of 5 stars Reviewed July 6, 2015
    After our experience last year in Siesta Key (see my previous review), we again decided to stay at Siesta Quarters post our visit to Disney for some Mr & Mrs Sports Bags R&R time...
    See all reviews
    1 / 31
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Gorgeous upgraded unit with spectacular bay views from this fourth floor 2 bedroom/2 bath condo! Just like new! Professionally decorated in Florida decor, ceramic tile flooring, slider glass enclosed lanai makes this over a spacious 1600+ sq. ft! Lanai/family room stretches across the entire back... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    2nd Floor with stairs walk up. Living room has sofa bed, TV, VCR, & DVD. Glass enclosed Lanai with great views of canal. Master bedroom has king size bed with TV. Master bath has tub with shower head & glass doors. Guest bedroom has two twin beds. Guest bath is half bath. Complimentary Wi-Fi in... View all property information
    Location Information
    Siesta Key, Florida
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Jamaica Royale! We invite you to enjoy a visit to this lovely updated 2 bedroom/2 bath unit located in the beautifully landscaped garden area and only minutes away from the pristine # 1 Siesta Key beach with private access from Jamaica Royale. Enjoy a swim in any of the 3 heated pools on... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Parking
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Just remodeled! All new EVERYTHING! Beautifully and tastefully decorated in a very simple, clean and modern style. Spacious, second floor 3BR/2BA quiet and private corner unit. King bed in master, 2 Twins in the large guest room and a double sized bed in the small guest room. Comfortably... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Parking
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    NEWLY FURNISHED!! Ground floor unit Bay side. Extended living room area. Unit has large tile throughout. The unit will comfortably sleep 6 people. Master has a King bed , guest bedroom has two twin beds and a new queen sofa sleeper in the living room. Kitchen has been updated as well with newer... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Owner takes pride in this beautifully decorated 2nd floor unit. 2 bedroom 1 1/2 baths. Newly remodeled! Very cozy and comfortable with amazing tranquility and peacefulness courtesy of the laid back, canal-front setting. The unit features ceramic tile floors and a den-like sitting room off of the... View all property information
    Location Information
    Siesta Key, Florida
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    5th floor 3BR/2BA end unit with beautiful gulf view! King bed in master bedroom, 2 twin beds in guest bedroom, full size bed in 3rd bedroom. Updated kitchen and bathrooms. Cozy alcove in master bedroom! Unit has new flooring as of Spring of 2013. Spacious screened-in glass lanai overlooking pool... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Owner takes pride in this beautifully decorated ground floor unit featuring ceramic tile floors and extended living room. Slider doors open to screens across the back of the unit and your own private back door. Step out to the serene canal waters, boat docks and swimming pool. Living room offers... View all property information
    Location Information
    Siesta Key, Florida
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    On the water and over 1800 sq. ft., this is a beautiful & newly re-decorated canal-front, two-story town home condo on the bay side. Ceramic tile floors on the first level, carpeted stairs and bedrooms on the second level. The town home is a walk-up on the second floor. Comfortably sleeps (6) as it... View all property information
    Location Information
    Siesta Key, Florida
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Parking
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This unit offeres wireless high speed internet connection. Beautifully decorated fifth floor end unit overlooks the bay and only a few minutes walk to the pure white sands of our own private beach! Water views from all main rooms in this bright and sunny spacious 1800 sq ft. unit. Step out from... View all property information
    Location Information
    Siesta Key, Florida
    5 of 5 stars Reviewed June 4, 2015
    My wife and I have just returned from Siesta after a week in this great unit. Siesta Key is everything advertised, beautiful beaches, funky village and awesome weather. What made...
    See all reviews
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Efficiency apartment 0.8 miles from Siesta Key Beach. Ride one of our bikes to the Village or beach. Rest easy on the Queen size pillow top mattress. Watch TV on the 48" flat screen TV. Free WIFI and free laundry facilities on site. Private bathroom with shower. Small patio for your enjoyment... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Gorgeous intra coastal waterway view from this fifth floor two bedroom/two bath unit. Tastefully decorated, light and bright. Over 1400+ s.f. with tiled glassed in lanai over looking the tropical gardens, boats and waterway. Only a five minute walk to our private piece of world famous Crescent... View all property information
    Location Information
    Siesta Key, Florida
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Newly renovated, decorated and furnished, this delightful two bedroom/two bathroom second floor walk-up has plenty of living and storage space. Washer/dryer in unit. Complimentary Wi-Fi access. King bed in Master, 2 Twins in Guest. Sleeps maximum of 4 ONLY! The unit has a beautiful new... View all property information
    Location Information
    Siesta Key, Florida
    1 / 28
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • DVD Player
    • Grill
    • Waterfront
    • Air Conditioning
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Siesta Key, Sarasota upscale vacation rental unit with a direct view of the inter-coastal water. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking view of the inter-coastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed July 5, 2015
    The place was amazing and even better than imagined. It was equipped with amazing leather couches to relax, full laundry service, an amazing shower, and a great kitchen with all...
    5 of 5 stars Reviewed June 30, 2015
    We absolutely loved this place - it feels like your home as soon as you arrive , and has the most wonderful setting , looking out to the trees and jetty . The setting is ideal for...
    See all reviews
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Parking
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    OUSTANDING VIEW FROM THIS DIRECT BEACHFRONT UNIT! Ceramic tile in living area; carpet in bedrooms. DSL and wireless internet connection available in kitchen area. 2 bedroom/1.5 bath third floor walk-up. Enjoy the Siesta sunsets and the cool tropical breeze while sipping a refreshing drink on the... View all property information
    Location Information
    Siesta Key, Florida
    1 / 47
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Washer
    • Wi-Fi
    • Balcony
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Leave your worries behind... If you're looking for a relaxing beachfront condo that's been totally remodeled you've come to the right place. (all new photos coming later this month) Our ground-level oceanfront condo is the perfect place to unwind unplug and recharge the batteries. Fisherman's... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 1 week ago
    Located at the end of Turtle Beach, This condo unit is a first floor unit. Wonderful access to the beachfront with a nice "sunroom" fully stocked with fishing gear,toys and...
    5 of 5 stars Reviewed 1 week ago
    Wonderful condo amazing view on ground floor. Access to beach and ocean and pool was phenomenal! We loved it and would return.
    See all reviews
    1 / 26
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    NEWLY PAINTED AND CARPETED IN MAY '07. Step right out your back door to the soft, white sugary sand of world famous Crescent Beach! You are so close to the Gulf of Mexico in this 2/1.5 unit. Tastefully decorated and you can watch the sunset right from your screened lanai! The living room offers a... View all property information
    Location Information
    Siesta Key, Florida
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Parking
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Fantastic Bay side unit on the 3rd floor with an elevator. 2 bedroom 2 full bath with washer and dryer. Beautiful tile thru out the unit looks like wood flooring. Living room has large flat screen TV, unit also has wireless internet. Great "Cooks" kitchen everything a cook would need, New granite... View all property information
    Location Information
    Siesta Key, Florida 34242
    1 / 50
    4.5 of 5 stars (6) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Grill
    • Satellite TV
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta... View all property information
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed August 13, 2015
    We had a relaxing time and the kids had a blast. Nice place with access to the beach and a private pool. Restaurants and shops within walking distance and a quick drive to the...
    5 of 5 stars Reviewed June 14, 2015
    We stayed for 2 days after a 4 day cruise. The bungalow was very nice and clean. It was inviting and seemed like a home away from home. It seems like the owners do keep items left...
    See all reviews
    1 / 40
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Very comfortable 2 bed/2.5 bath second floor townhouse overlooks the tranquil waters of the canal and boat docks. Enjoy the Florida lifestyle relaxing on the spacious glassed-in and screened lanai. Tastefully decorated living area offers sofa bed, TV, & VCR. DSL Wireless Internet connection. Large... View all property information
    Location Information
    Siesta Key, Florida
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    *** NEWLY RENOVATED!*** Gorgeous 2 bedroom/1.5 bathroom Bay Side unit. Tile throughout. Extended living room area. King bed in the master bedroom and two twins in the guest bedroom. Walk out your back door to the heated pool and the boat docks. Only about a 5 minute walk to your private beach on... View all property information
    Location Information
    Siesta Key, Florida 34242
    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.