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 near Island Time Charter

6732 Schooner Bay Cir, Sarasota, Florida 34231-8856
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $137 Average
    |||
    |||
    $0$1,000+
    Suitability
    Suitability
    More filters
    Travelers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Sarasota
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Fall Special $99! 15 min. walk or 3 min. drive/free shuttle to Siesta Key1 / 30
    (11)Excellent
    0.2 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    0.2 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Balcony
    • Patio
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Embrace the tropical climate and active outdoor lifestyle of Siesta Key in this nearly 2,000 sq.ft., home! This is a 3 bedroom, 2.5 bath light and bright, modern, town home and just a short bike ride to our beloved Crescent Beach! With the patios, there is more than 2,500 sq. feet of living...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Amazing  Location-Short Walk to Beach!!!1 / 61
    (8)Excellent
    0.2 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Balcony
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 2, 2017
    Awesome get away. Everything was found to be as described. Perfect weather, close enough to the trolley and the beach for us. Safe neighborhood, too!
    Reviewed October 16, 2016
    It was a nice stay in a very well equipped appartment.You can really walk to the beach, wonderful!We enjoyed very much our stay and contact to the owner, nice people!
    See all reviews
    About this property
    Discount for 3 months or more!!! Walk less than 10 minutes to the white sands of Siesta beach (Gulf of Mexico) just over the bridge, or to many island restaurants, marina and shops where you can rent absolutely anything for your outdoor activities and adventures. Walk to the opposite direction and...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    NEW POOL! 3 Bed 2 Bath on Siesta Key  JULY 4TH  AVAILABLE  Walk to beach POOL1 / 18
    (2)Excellent
    0.7 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2017
    This three bedroom two bath house is located on Siesta Key near the South Bridge. It has great beach access near several fun restaurants. The owners were very supportive and...
    See all reviews
    About this property
    SIESTA SUN VILLAS - BRAND NEW POOL! 3 Bed 2 bath home on Siesta Key in Sarasota, FL Sleeps 6 people in beds. We are on the beautiful Island of Siesta Key. Walking distance to the number 1 beach in the USA. Full kitchen with oven, microwave, fridge, freezer, coffee maker & toaster. Large HDTV in...
    View all property information
    Location Information
    Siesta Key, Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Tiny House Siesta - Yellow Lifeguard Stand Tiny House1 / 32
    (1)Excellent
    0.0 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2018
    We were 4 adults that stayed for 2 nights. The little houses are only five mins drive from the glorious beach.Though compact the houses have everything (except a hairdryer...
    See all reviews
    About this property
    Imagine Yourself At (Tiny) Home: Beach life is best! Enter through the bright yellow, life-sized replica of a Siesta Key lifeguard stand, and drop your beach bags on the two stools beneath our surfboard-shaped breakfast bar. Passing through the living room, decorated with just a touch of...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Midnight Cove: Living on the Water1 / 16
    (12)Excellent
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 2016
    This was our third time our family has stayed here and we love it. Everything you need and right across the street from the beach. Looking forward to next year.
    Reviewed April 21, 2016
    This place is a home away from home. You have the best of the bay and beach life. Being about to walk our your door and fish of the dock or take a short walk over to the beach...
    See all reviews
    About this property
    Step out the back door of your ground floor apartment and in seconds you're standing on a boating and fishing dock, surrounded by lush tropical foliage. This breathtakingly beautiful two bedroom, 1½ bath unit is located in Midnight Cove, one of the best complexes on Siesta Key. Since Midnight Cove...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Steps from White Sands of Siesta Beach-Best Beach1 / 17
    (17)Excellent
    0.7 miles from Island Time Charter
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2018
    We had a wonderful two week stay at Sea Winds. Lionel and Sally were wonderful hosts and were very accessible. They were very good about communicating with us before and...
    Reviewed June 26, 2016
    Lionel's apartment is very nice, clean and felt like a home away from home. Comfortable enough for me, my wife and our 3yr old son (who loved the big queen-size sofabed). The is...
    See all reviews
    About this property
    This may be the most updated apartment on Siesta Key! Newly remodeled one-bedroom, one bath ground-floor apartment with ceramic tile and enclosed backyard/garden for lounging and barbecuing. New cabinets and granite counter tops were installed in the kitchen in 2016 along with new ceramic top...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    0.8 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the beauty of Siesta Key at Siesta Villa Whispering Palms. Our recently renovated 3-bedroom, 2-bathroom stand-alone villa is your new home-away-from-home. Featuring 1700 sqft of air-conditioned living space, an open floor plan, large living spaces, spacious bedrooms, and well-manicured...
    View all property information
    Location Information
    Siesta Key, Florida
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Save time - get the best Sarasota rentals sent straight to your email!
    Get the List
    0.0 miles from Island Time Charter
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new tiny home near the beach! Why stay in a hotel room or even a boring old house when you can stay in a brand new tiny home. Come check out the only tiny beach hotel in America. We are located less than a mile from the world famous Siesta key Beach rated the number one beach in America by...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    0.0 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sand Dollar is our Amy model’s “big” sister. She has a penthouse suite with an easy spiral staircase found privately on the other side of the bathroom. She also has a sleeping loft above the kitchen that cantilevers over the cute front porch and a modern comfy futon that folds out to a sleeper....
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    0.6 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for an ideal location for your next vacation near the beach and want to bring Fido? This beautifully updated ranch home will be ideal for your family or small group of friends. You’re located West of Trail in Sarasota near the South Bridge to Siesta Key where you have everything at your...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Private quarters close to the beach (bedroom/bathroom within my home)1 / 9
    (1)Excellent
    0.7 miles from Island Time Charter
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 21, 2017
    Candy was a wonderful host and very flexible with our travel plans! Needless to say our daughter didn't want to stay anywhere else.
    See all reviews
    About this property
    Clean, quiet private suite, located inside my home, with oversized bathroom. The entire area can be closed off from the rest of the house. Five minute drive to Siesta Key and just a few miles from all the beaches on the key. We have several shops and amazing restaurants within walking distance of...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    2 BED, 2 BATH - 5 MINUTES TO SIESTA KEY BEACH!1 / 23
    (3)Excellent
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Porch
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 21, 2018
    We had a very nice time in Siesta Key. The weather was a little chilly but the condo was updated and very comfortable. We enjoyed having updated furnishings and a well equipped...
    See all reviews
    About this property
    Very clean and meticulously maintained sunny 2 bedroom, 2 bathroom house that is a mere five minutes' trip to Siesta Key beach, the beach rated as #1 throughout the USA, and constantly in the Top 10 throughout the world. The home is beautifully furnished and decorating in a style that promotes...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.0 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just over the bridge from Siesta Key and minutes away from Sarasota’s thriving dining and arts districts, our sunny and cheerful tiny house, Red Lifeguard Stand, sleeps four. With the convenience of a hotel, the comfort of a vacation home, and the cool factor of a tiny house, make staying...
    View all property information
    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    6 Bedroom 4 Bathroom house   New pool  Siesta Key Florida  Walk to the Beach1 / 32
    (1)Excellent
    0.7 miles from Island Time Charter
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2017
    Excellent all-around. Owner was very responsive and friendly. House was clean and in great condition upon arrival, and even bigger than expected! To top it all off, it was...
    See all reviews
    About this property
    Siesta Sun Villa Our home is one large house that has a 3 bed 2 bath unit. A 2 bed 1 bath unit and a 1 bed 1 bath unit. All with connecting doors so you can rent the whole house to sleep 12 guests all in beds. It is perfect for large familys, Weddings and reunions. Private back yard, Overlooking a...
    View all property information
    Location Information
    Siesta Key, Florida
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    Fabulous pool home at 5 min. to Siesta Key1 / 25
    (1)Excellent
    0.3 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 22, 2014
    We stayed at the home for 11 days in April for a big extended family vacation. Everyone loved the house, but especially the pool area. The house is beautiful and spacious and...
    See all reviews
    About this property
    Sarasota is located on the west coast of Florida and is renowned for its finest beaches in the United States (Siesta Key) for its white sand like flour and water from the Gulf of Mexico turquoise as in the islands. The house is located 10 min. walk from the beach in Siesta Key. Several...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Midnight Cove #532 in Siesta Key, FL- Sun, Sand & *Save 20% to 35% per Week*1 / 24
    (36)Excellent
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Washer
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 2018
    Condo very clean. Equipped with washing machine and dryer. Perfect for family of 4 or less. Condo well located in Siesta Key and 5 minutes walking distance from beach. Nice...
    Reviewed June 18, 2018
    Brilliant experience there. No problems at all. Has everything including own balcony to sunbath on overlooking the pool and bay lagoon. Amazing place
    See all reviews
    About this property
    'Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner bayside Reservation at Midnight Cove #532, with all...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Midnight Cove #714 in Siesta Key, FL- Sun, Sand & *Save 20% to 35% per Week*1 / 24
    (5)Excellent
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • DVD Player
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner bayside Reservation at Midnight Cove #714, with all...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    0.6 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look at the fabulous intercoastal waterway view from this spacious 3 bedoom/2 bath bayfront unit! Step out back lanai door to the tropical grounds and bay. Only a few minutes to walk to our own little private piece of world famous Crescent Beach! No need to bring your own beach chairs...we have...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SEA HORSE VILLA 1 bedroom, 1 bathroom on Siesta Key Your own private entrance. Outside sitting area with a table and chairs. Perfect for a couple. 1 bedroom and a futon in the living room. Large HDTV & Free WiFi Microwave, Fridge, Coffee maker, & sink in the kitchen. Fully furnished. Daily rentals....
    View all property information
    Location Information
    Siesta Key, Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous intra-coastal waterway view from this 4th floor 2 bedroom/2 Full bath unit. Only a five minute walk to our private piece of World Famous Crescent Beach! Light and bright. Living room features a queen size sofa bed, new TV in large wall unit. Large kitchen with plenty of cabinet space and...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SIESTA SUN VILLAS Sand dollar villa is a 2 Bedroom 1 Bathroom. A short walk to the number 1 beach in the USA. Our villa is fully furnished and ready to start your vacation Full Kitchen with oven, microwave, fridge, freezer, toaster & coffee maker. Large HD TV in living room. Free high speed wifi....
    View all property information
    Location Information
    Siesta Key, Florida
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW PAINT AND CARPET! Canal front and tropical garden view from this 2 bedroom/1.5 bath first floor unit. Step out the back door of the spacious screened lanai to walk along the beautiful grounds and boat dock. Living room has sofa bed, TV, VCR, & CD Player. Master bedroom has queen size bed....
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eye-catching décor! 1600 sq. ft. 2 bedroom 2 full bath unit. NEW top to bottom; high-end finishes, granite counters, ceramic tile, custom cabinetry, lighting, stainless appliances, fixtures and furnishings, Washer/Dryer in unit. Open floor plan. Fully Equipped. Master bedroom has King bed, TV,...
    View all property information
    Location Information
    Boston, Massachusetts
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ONLY A BRIEF 5 MINUTE WALK TO OUR PRIVATE PIECE OF CRESCENT BEACH!Gorgeous, updated 3 BD/2.5 BA two story townhouse overlooking the tranquil canal and tropical greenery. Located on the ground floor is the spacious living room with 50' flat panel TV,DVD,VCR, CD stereo and high speed internet access....
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.8 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bay side of the road, canal-front, ground-level 2BR/1.5BA unit. New to the rental program! Spacious living and dining area, (living room extended out so no patio/lanai.) Rear entrance looks out onto a little inlet/canal with boat docks and nearby pool. King bed in master bedroom, tub/shower in the...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    0.0 miles from Island Time Charter
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amy was the first house to arrive at Tiny House Siesta. She is one of our smallest as she comfortably sleeps 3 people. Second floor master bedroom private from the rest of the house. She has all the amenities of being at home, so there is no reason for a boring hotel room. She has a sitting area,...
    View all property information
    Location Information
    Siesta Key, Florida
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    0.6 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full Remodel JUST COMPLETED- Dec. 2016!!! VERY SPACIOUS 5th Floor 3BR/2BA corner unit overlooking the tranquil waters of the intracoastal waterway. The glass enclosed lanai stretches from the living room to the master bedroom. Living room is adorned in Florida decor and has TV, DVD. Master bedroom...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Remodeled 2BR/2BA Bay View Condo that sleeps 6. All new kitchen, flooring, furnishings!!! King bed in master, all new, large, remodeled walk in shower in master bathroom. 2 Twin beds in guest bedroom, tub/shower in remodeled guest bathroom. Sleeper sofa in living room. Beautiful new kitchen...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.2 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2/2 Sleeps 4 1/2 mile from Siesta Key Gulf of Mexico WIFI with HDTV Pets allowed with permission and pet deposit Short walk to the beach Private condo 8 units on the complex Looking for a tropical winter get-away or an affordable luxury summer vacation? Imagine taking a short 1/2 mile...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New to the Rental Program! Condo has 2 bedrooms/2 full baths. It is on the (top) 5th floor with an elevator in the building. Breathtaking Views over looking the Intracoastal Waterway/Little Sarasota Bay. Phone, wi-fi, cable all included as well a washer and dryer inside. ALL NEW Tile throughout...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.6 miles from Island Time Charter
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated and updated 1700 sq. ft. 3 bedroom/2 bath ground floor unit on the intra coastal waterway. Enjoy the island breezes from the spacious slider glass enclosed lanai. The living room offers a TV and DVD player; the kitchen has been updated and opens up to the dining and living...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.3 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Hot Tub
    • Patio
    • Washer
    • Terrace
    • Air Conditioning
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the sugary sands of Siesta Key, just one-quarter mile from this well-appointed and stylish vacation condo. It’s a family vacation getaway gone glam! This first-floor unit has everything you need to relax, unwind and enjoy the sparkling Florida sunshine. ☆ THE SPACE ☆ The Difference...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A short walk to the softest sand on the planet! Located in quieter South Village, yet within walking distance to everything. Enjoy the pool, beach, restaurants, sunsets, etc. New King bed in master bedroom. Guest bedroom has twin beds. New furniture & linens. Fully equipped kitchen, beach...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    0.4 miles from Island Time Charter
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Patio
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sarasota Condo Rental Photos and Description Condo, 1 Bedrooms, 1 Baths, 2 Sleeps This Spanish Mediterranean condominium complex sits right in front of the intracostal waterway and is only minutes walk to the #1 beach in the United States on Siesta Key. The complex has bright white stucco with...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    SUNRISE HOLIDAY RETREAT1 / 12
    (55)Excellent
    0.2 miles from Island Time Charter
    Studio, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Secure Parking
    • Patio
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2018
    This place is very,very nice. I have stayed here twice while in town, And would not hesitate to stay again. You can not beat the price for the location you have. Literally a...
    Reviewed April 2, 2018
    We had a great stay. Very private studio apartment in a neighborhood setting.As others have said, it has everything you need for a great time. Since we flew down, we were...
    See all reviews
    About this property
    We are the best kept secret in town being near enough to walk to the Beach and all of what Florida has to offer. Owner handles all bookings directly with special offers available. MC Or Visa also accepted Worldwide. Be sure to check your currency exchange. Nightly rate is $110.00 US Dollars....
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bathroom, Sleeps 2
    Make Inquiry
    Tropical Beach Getaway at Sandy's Siesta!1 / 24
    (8)Excellent
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Patio
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    Very clean with freshly painted walls and woodwork.The condo had top of the line appliances washer,dryer, dishwasher, fridge with ice maker,and a HD Smart TV my fellow like to...
    Reviewed 3 days ago
    The condo community is upscale and gated with a private beach WITH chairs. The condo is posh yet cozy with amenities just like at home. Be sure to take Johnny Free Ride into the...
    See all reviews
    About this property
    Located in beautiful Siesta Key, Fl (consistently ranked #1 beach in the US!!) in Midnight Cove 1, this condo spoils its occupant with all the amenities and luxuries needed for a relaxing, tropical vacation. Nestled amid lush landscaping in this gated community, our unit is newly remodeled and...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Private beach with lounges and umbrellas!1 / 47
    (8)Excellent
    0.7 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 13, 2014
    Not far from restaurants and Grocery stores and the beach we rented bikes and had a good stay at our place a nice Vacation home for anyone.we were here 8 nights...
    Reviewed June 15, 2014
    We loved our stay at Midnight Cove. The unit we stayed in (Firstborn 822) was nicely decorated and overall in good shape. We had some problems with the dryer and the closet...
    See all reviews
    About this property
    Gorgeous 2 bedroom, 1 and 1/2 bath unit located on Siesta Key! This condo is located in the popular Midnight Cove Complex in a gated community. It is a second floor unit that was recently updated with all new living room furniture and a flat screen tv. The kitchen and master bath have new...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated first floor 2 bed/2 bath 1400+ sq. ft. bay front unit. Glassed enclosed lanai makes an extra family room and overlooks the intra coastal waterway. Step out the back door to stroll the lush, tropical grounds of island paradise! Living room offers TV, VCR, DVD, Stereo,...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Firethorn unit has 2 bedrooms, one and one half baths, full galley kitchen with all appliances, a breakfast bar, living room w/sleeper, dining room as well as an oversized lanai with a large dining set for open air meals. Large flat screen TV in the living room with high-speed internet included....
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Chinaberry 9441 / 19
    (1)Excellent
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 27, 2015
    We cannot say enough about Midnight Cove II. The condo (#944C) we stayed at is beautiful. The furnishings are exceptional. The condo was not decorated as a typical rental...
    See all reviews
    About this property
    Enjoy the Florida lifestyle in this 4th Floor, 1400 sq. ft., 2 BDR/ 2 Bath condo overlooking the tranquil waters of the intra coastal waterway. Cross the road and you are just a few hundred feet away from your own piece of the soft white sugary sands of Crescent Beach. Master bedroom is furnished...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.7 miles from Island Time Charter
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute ground floor 2 bed / 1.5 bath unit just steps to pool and boat docks from back door of unit. Extended living room makes this over 1000 sq. ft. of living space. New carpet and wood laminate in living area. Florida decor with sleeper sofa, TV and DVD player in living area. Master bedroom has...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Chinaberry 9421 / 38
    (1)Excellent
    0.6 miles from Island Time Charter
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 9, 2017
    This was our third time staying at Midnight Cove but first time in Chinaberry 942. We wanted a place with a view of the Bay and this condo definitely had a great view. The condo...
    See all reviews
    About this property
    WHAT A VIEW! Very updated, tastefully modern, Bay Front Condo with AMAZING views of the water! ALL NEW, absolutely BEAUTIFUL Hardwood floors! Newer, Stainless Steel appliances in the fully equipped kitchen with dishwasher, full-size refrigerator, microwave, oven and stove. GORGEOUS bathrooms,...
    View all property information
    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    1
    List your property
    Owner log in