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 Asolo Repertory Theatre

5555 N Tamiami Trl, Sarasota, Florida 34243-2141
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
    $127 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
    Fido Friendly w/Fenced Yard, Spa/Swimming Pool,  Wifi, Large Ranch Home, Large L1 / 31
    (1)Excellent
    1.6 miles from Asolo Repertory Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Downtown Apartment in Historic Burns Square downtown Sarasota1 / 21
    (1)Excellent
    3.6 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    3 Bedroom House1 / 38
    (4)Very good
    0.4 miles from Asolo Repertory Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The Water's Edge1 / 25
    (1)Excellent
    3.2 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Terrace
    • Central Heating
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 29, 2018
    Very clean and well maintained. Close to everything I needed in Bradenton. Would definitely stay here again when in Bradenton.
    See all reviews
    About this property
    Calling all boaters and fishermen!! This oasis is 8 houses down to the Sarasota Bay on a deep water canal and on its own island. Bring your boat and dock right out back. New sea wall and fish cleaning station with multiple free boat ramps in the area. The house has a one car garage and enough...
    View all property information
    Location Information
    Bradenton, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    3.8 miles from Asolo Repertory Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot two bedroom apartment with 1 car garage, offers a...
    View all property information
    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Make Inquiry
    3.6 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are in the heart of historic Burns Square in downtown Sarasota, nestled between high end residential neighborhoods S. Palm Avenue, Laurel Park and Hudson Bayou. The property is a mixed-use historic property with residential on the second floor with stairs. You do not need a car as we are in...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach1 / 30
    (2)Very good
    3.6 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 3, 2016
    We just spent a delightful 4 days in the heart of historic Burns Court. This renovated apartment was so wonderfully located in it's proximity to historic Sarasota. Everything is...
    Reviewed August 19, 2015
    We had a great stay here, the apartment was right downtown, it was very comfortable, and we hope to return soon!Denise was very helpful.
    See all reviews
    About this property
    Historic 1920's Mediterranean & 1950’s Historic mixed-use building in Burns Square, downtown Sarasota, safely nestled between high-end residential neighborhoods of Palm Avenue, Laurel Park and Hudson Bayou. Apartment is private and secure, located on the second floor (stairs) with original hardwood...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    3.8 miles from Asolo Repertory Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot two bedroom apartment with 1 car garage, offers a...
    View all property information
    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    3.5 miles from Asolo Repertory Theatre
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located directly on the healing waters of Sarasota Bay, this home starts each day with glorious sunrises and ends with joyful dolphins swimming right up to the sea wall. Located at the end of a quiet street on Longboat Key’s exclusive Country Club Shores, this grand home was fully renovated only a...
    View all property information
    Location Information
    Longboat Key, Florida
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Inquiry
    bring A Boat, 12 Minutes To Sarasota Bay1 / 11
    (16)Excellent
    2.5 miles from Asolo Repertory Theatre
    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
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 6, 2018
    We (2) were guests at Jim‘s house for 6 days and we liked the place very much. The house is very clean and good equipped. Jim is a very kind host and gives good recommendations...
    Reviewed April 7, 2018
    A very clean and updated home. We enjoyed our stay here. We spent a week, family of four with two teens. We all enjoyed the pool and hot tub. The home is very convenient and...
    See all reviews
    About this property
    Clean and spacious, 3/4 of the house is yours, kitchen and laundry, 2 bedroom with 1 and 1/2 bath, pool and spa, on the canal that leads to Sarasota bay, offering morning coffee, light breakfast and an occasional visit from the manatees off the dock. Bedroom 1, has a double bed, bedroom 2, has a...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Save time - get the best Sarasota rentals sent straight to your email!
    Get the List
    Waterfront 2BR 2 Bath Suite at the Sara Bay Marina1 / 16
    (2)Very good
    2.3 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 24, 2015
    My wife and I stayed here for 5 nights - friends joined us for 3 nights. Lots of room, well appointed through out with a view out over the water. Great location for travelling...
    See all reviews
    About this property
    PLEASE EMAIL ME FOR A LINK TO PREFERRED LISTING ADDRESS, VACATION RENTAL BY OWNER LISTING: 442427 THIS IS A PRIVATELY OWNED CONDOMINIUM AT THE RAMADA INN, 7150 N Tamiami Trail, SARASOTA, Directly on the Sara Bay Marina with direct access to the Gulf of Mexico. Yacht rentals are available on...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Beautiful Main Street Loft Apartment1 / 8
    (1)Excellent
    3.3 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2018
    This location was just what I looking for. The loft was very cozy and neat. I loved the jazz artwork on the walls which fits right into the locale setting of art galleries...
    See all reviews
    About this property
    The front door of our 1920 vintage loft apartment opens directly onto Main Street... You will be surrounded with all the world-class attractions Sarasota, Florida has to offer - from beaches and boating to arts and culture. When you stay here, each day dawns with endless possibilities, many of the...
    View all property information
    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Walk to Everything Downtown, Bring Fido, Wifi, Huge Screened Lanai, Extensive Ou1 / 24
    (1)Very good
    3.1 miles from Asolo Repertory Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 18, 2018
    This location is within walking distance of downtown. My family used to live a few blocks away so I was very familiar with the area. This is a beautiful place to stay. Very...
    See all reviews
    About this property
    Bring Fido to this dog friendly 2 bedroom, 1 bath duplex in downtown Sarasota near Gillespie Park. Downtown Sarasota and all it has to offer is just blocks away from this adorable cottage like duplex! Feel free to leave your car under your covered carport because you can walk to many downtown...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    3.6 miles from Asolo Repertory Theatre
    Studio, 1 Bathroom, Sleeps 3 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1920's mixed-use building in historic area that is nestled between high-end residential neighborhoods. The studio apartment is super nice, safe and secure in a quaint shopping/theater area and walking distance to marina, fishing, supermarkets, transportation, theaters, opera, library, parks and...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bathroom, Sleeps 3
    Make Inquiry
    3.2 miles from Asolo Repertory Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    JUST LISTED! Newly updated, FULLY FURNISHED, 3 bedroom, 2 bath home with an office space. Located just minutes from the world-renowned SIESTA KEY BEACH, and in the highly sought-after GULF GATE ESTATES, this home features a screened, private, solar-heated pool overlooking a pond, a large lanai to...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    0.4 miles from Asolo Repertory Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a spacious house, located in a very charming area. You are few minutes away from Sarasota Jungle Gardens, Ringling Museum and from the airport. This one of the best area in Sarasota. With 3 bedrooms, 2 bathrooms, equipped kitchen and TV equipped living room, it can perfectly accommodate a...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    0.4 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a spacious house, located in Winchester Drive, close to downtown and beaches. With 2 bedrooms, 2 bathrooms, equipped kitchen and TV equipped living room, it can perfectly accommodate a family or group of friends of 4 guests. The house is located in Bayshore residential area, really close to...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    3.7 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This small loft apartment is on the third floor and perfect for a single, couple or close friends. It is decorated beautifully, simply and clean. The property is a historic building in the heart of historic Burns Square and walking distance to tons of amenities, centrally located to Siesta and Lido...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    0.4 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Uplands Oasis Find your Oasis in the relaxing global stylings of this unique 2bedrooms/2 baths, single-family ranch style house. Located in the quaint northern Sarasota neighborhood of the Uplands, the Uplands Oasis home provides all the features and amenities to make Sarasota your next home...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    3.5 miles from Asolo Repertory Theatre
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located in a wonderful and quiet area of Sarasota. Within a ten-fifteen minutes you are on one of our many beaches long on one of our 3 islands Siesta Key, Lido Key and Longboat Key with a total of 64 km of white sandy beaches. Our beaches are clean and running at all times. There is...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    3.6 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publix, fabulous restaurants, diverse shopping options, performance theaters, movie theaters, nightlife, public transport, boat/water activity rentals, parks, spas, and a short...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Cozy 2 Bedroom with Pool - Convenient Location - Walk to the Bay1 / 7
    (1)Very good
    1.2 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We also have two main rooms with 2 couches. A pool/ping pong table waiting to be used! Wi-fii is available. Washer/dryer access is flexible -- please ask. Screened-in lanai and swimming pool are ready to be used. If you forgot an amenity, please feel free to use those that we provide for...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
    Make Inquiry
    3.8 miles from Asolo Repertory Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home. It offers a Queen size bed in Master bedroom, two twin size beds in second bedroom and two sofa's beds (Full size) in the Living room. The kitchen has everything you would need to cook. 32' LED TV, WiFi internet,...
    View all property information
    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Make Inquiry
    Sarasota Florida Paradise!1 / 19
    (15)Excellent
    0.9 miles from Asolo Repertory Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 27, 2016
    Beautiful home! Suitable for a family vacation.I really liked the master suite being in one end of the house.It would be a great idea for grandparents and families.Owner super...
    See all reviews
    About this property
    Sarasota Florida great beaches, nice gulf area - on the West coast of FL...perfect fun-filled getaway! FREE Beach parking!!! Amazing Sunsets!!! Summer Savings!!! Spring & Fall Specials Relaxing, 3b2b home with in ground pool and private fenced back yard and just a few minutes walk to bay...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    2.3 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New king size bed with new 47 inch led flat screen television with full cable and HBO. Full bathroom with bath/shower. Microwave and small refrigerator. Beds: 1 King Bed. Beautiful hotel room located at the Ramada Inn Sarasota, operated independently from the hotel, but serviced by the hotel!...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Tropical Escape Sarasota1 / 26
    (1)Excellent
    3.2 miles from Asolo Repertory Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Grill
    • DVD Player
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevated & spacious conveniently located home is nestled above 2 acres of Old Florida. The forest view home is 1400 ft.², 3Br/2Ba, LR, DR, Kit. For current and extensive reviews, visit the Tropical Escape in Sarasota, FL on Airbnb. A place worth reading about :) Early bookings may receive special...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 15
    Make Inquiry
    Boat-Shaped Home, Built by Master Shipbuilder - Local Icon!1 / 19
    (1)Excellent
    3.2 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Balcony
    • Patio
    • Cable/satellite TV
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2018
    We stayed @ The Rowe Boat for 7 glorious days. The pictures are EXACTLY as shown on their internet sites. The location is fabulous & neighborhood is historic - which I...
    See all reviews
    About this property
    Designed to accurately emulate ocean living, this historic home was built for John Ringling's (Ringling Bros. Circus Founder) skipper, Arthur Rowe and has affectionately been named The Rowe Boat. Part of local Sarasota lore and legend, the structure was designed and built in 1933 by famous...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Sarasota Waterfront Suite1 / 8
    (1)Very good
    2.3 miles from Asolo Repertory Theatre
    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
    • Air Conditioning
    • Parking
    • Waterfront
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    King Size Bed, condo room - 350 sq ft, 1 bath PRIVATELY OWNED - INDEPENDENTLY OPERATED CONDOMINIUM LOCATED in a hotel at 7150 N Tamiami Trail, SARASOTA...WITH: Direct water views of the Sara Bay Marina. 1 bedroom Studio Suite. King size bed, small fridge with ice maker, full size microwave,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    3.4 miles from Asolo Repertory Theatre
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Secure Parking
    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big house is located in Sarasota-Downtown Area, just 2 minutes walking, 3 bedrooms(1 King, 2 queens), 1 sofa-bed, 1 bathroom, fully equipped kitchen, stove, living room, WiFi, Cable TV, washer-dryer, all linens and towels. Home is centrally located near restaurants, bars, beaches, can host up...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
    Make Inquiry
    1.5 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll love the stunning brand new interior and excellent location of this house. Excellent location near Ringling Museum, Selby Gardens, Van Weazal, Downtown Sarasota, Ringling College of Art. This house is great for couples, family, or solo travelers. You'll enjoy a full kitchen, rain shower,...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Downtown Sarasota five star home1 / 55
    (7)Excellent
    4.0 miles from Asolo Repertory Theatre
    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
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 19, 2017
    Loved our visit to this beautifully renovated home! It was just right for 2 couples and 2 boys. Convenient location on a quiet street, with great amenities. Enjoyed the...
    Reviewed June 6, 2017
    Great cozy stay. well kept and very close to everything. they even offered to come over and clean the grill and checked up to make sure we were enjoying our time! Def recommend...
    See all reviews
    About this property
    Our guests say this home is where you want to be ! Very central Downtown Sarasota near all area Beaches, Marinas, Golf courses, and Sarasota Bay front. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park.. This Charming Florida style 3 bedroom, 2 bath home has been newly...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    A luxurious 1926  Florida bungalow, located in historic Laurel Park, Sarasota1 / 17
    (3)Excellent
    3.7 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 14, 2017
    I'll be the first to admit I didn't know much about Sarasota before heading to Susan and Jerry's bungalow, but I left feeling like a regular! It is the perfect location from...
    Reviewed February 13, 2017
    We stayed here because we wanted a quiet location within easy walking distance of the Marie Selby Botanical Gardens, the Marina complex and Sarasota center with its many shops...
    See all reviews
    About this property
    This upscale and unique 1926 Florida bungalow, with two bedrooms and two bathrooms, is located in the historic Laurel Park District of Sarasota. It features the charm of the old with the convenience of the new. The 1300 square foot home, with original old pine floors, was totally and elegantly...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    3.4 miles from Asolo Repertory Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Back-Apartment renovated and available for your vacation, 2 rooms, 1 bathroom ,two beds( 2 queen size), kitchen fully furnished, Cable-TV, Internet Wifi. Humble place(not a five star hotel), centrally located at Sarasota Downtown Area and Marina Jack Bay. Apartment is attached to the...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    1.8 miles from Asolo Repertory Theatre
    Studio, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Yard
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Siesta Studio is a private entrance unit that is attached to my home. A comfortable queen bed with a private master bath, large walk in closet with plenty of hangers, iron and ironing board, hair dryer, stocked K-Cup coffee station, kitchenette for your continental needs, and a large outdoor...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Make Inquiry
    2.3 miles from Asolo Repertory Theatre
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Patio
    • Air Conditioning
    • Private Yard
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has just been listed on Trip Advisor but has been on VRBO and Homeaway for over a year with all 5 star reviews. This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Inquiry
    2.3 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Entertain your family or small group after a day of golfing or a day on the beaches. This newly built, town home in South Sarasota, is ideally located with easy access to Siesta Key beaches, and only minutes from large shopping malls, restaurants and Florida fun. Sarasota is the cultural center of...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    4.0 miles from Asolo Repertory Theatre
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4/5 Bed Rooms, 3 Baths, Sleeps 8 to 12 Very elegant, updated, 4br, 3 ba, heated pool home, in the heart of Sarasota, close to every thing, down town, beaches, lido key, St Armand cir, marina jacks, gulf courses, museums . The house is fully renovated and updated, elegantly furnished and very...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    3.2 miles from Asolo Repertory Theatre
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa on Siesta Key is located in luxury development with easy access to the beach. Has 2 floors. First floor has living room, open kitchen, half bath and laundry. Second floor has two bedrooms and 2 bathrooms. Master bedroom has queen size bed, second bedroom two twins bed. You can accommodate 6...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    Make Inquiry
    3.6 miles from Asolo Repertory Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, Cozy, charming home in the middle of it all in Downtown Sarasota with a private outdoor patio where you feel you can also get away from it all. Walk to restaurants, shops, Saturday morning farmers market or the marina. Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota. The...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    2.7 miles from Asolo Repertory Theatre
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury home in sunny Sarasota offers four bedrooms and four bathrooms on one spacious level. With two living areas and two dining areas, there’s plenty of room for eight guests. Spend leisurely vacation days on your private, fully screened patio with free-form heated salt water pool and a...
    View all property information
    Location Information
    Tallevast, Florida
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    2.7 miles from Asolo Repertory Theatre
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 3 bedroom/2 bathroom villa situated in a quiet residential location only minutes from downtown Sarasota.It has a private and secluded south facing garden with its own caged, solar heated private pool which catches the sun throughout the day.(electric pool heater is available for the cooler winter...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Longboat Key FL Seaplace 2Br 2Bth 2 Month Min Rent1 / 24
    (1)Excellent
    3.9 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 2 Bedroom (King in MBR and Queen in Guest BR) and 2 bath unit with Gulf View (North side) - watch sunset go down over the Gulf. Well decorated and furnished with a screened in lanai. Walk out to pool, hot tub, Har-Tru tennis and Gulf. 2 month minimum rental. Gym on site. 1 mile walking...
    View all property information
    Location Information
    Longboat Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Experience Old Florida ~ Historic Downtown Laurel Park - Updated Cottage1 / 11
    (1)Excellent
    3.7 miles from Asolo Repertory Theatre
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 7, 2018
    Joseph and Leslie were very friendly, helpful and responsive to our requests. They have lovingly restored these delightful cottages, and the furnishings and accessories were...
    See all reviews
    About this property
    STRICT EIGHT NIGHT MINIMUM IMPOSED BY SARASOTA ZONING REGULATIONS. Due to limitations on Tripadvisor site, the quoted 7 day rate is for EIGHT NIGHTS. Five adjacent Cottages 1, 2 & 3 Br's all updated and ideal for families. Historical Sarasota Cottages Meets Key West Cool ~ Meets Shabby Chic....
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    The Historic 1936 Bird House Bungalow'charming'1 / 19
    (9)Excellent
    2.4 miles from Asolo Repertory Theatre
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 27, 2017
    The Bird House is a jewel, carefully decorated and furnished with unique pieces and antiques. I had the place to myself but could have shared it with 6 or 7 others comfortably...
    Reviewed May 21, 2017
    We were looking for a place convenient to downtown, to walks toward the water, and a relatively short ride to Lido beach. To find one with artistic features and nostalgic...
    See all reviews
    About this property
    NOTE : :PLEASE DISREGARD ANY QUOTES OR INFORMATION ON THE BOOKING POLICY PAGE.Contact us for rate quotes and possible shorter stays.The Bird House Bungalow is a 1936 home with 3 bedrooms and 3 baths. King and full downstairs with full and sitting area upstairs. Each bedroom has its own separate...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    1.0 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this 2BR/2BA Sarasota house, a coastal haven that’s close to an array of the region’s popular attractions and natural beauty spots. Hop in the car and drive 12 minutes to the pristine sands of Lido Key Beach for sunbathing, snorkeling, fishing, and sunset cruises. Stroll 5 minutes from...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    3.9 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable 2BR/2BR cottage retains the character of 1925 with all the modern conveniences needed to make your stay a pleasure. We are located in historic downtown Laurel Park, a short walk from Burns Court Theatre, world class restaurants, bike paths, and a kayak launch practically at your...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    3.5 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recent remodel with new everything! Close enough to walk everywhere. Three blocks to the bay, over 20 restaurants and 2.5 miles to beach. In the middle of it all. Outdoor seating at sidewalk French Cafe. The new memory foam mattress is amazing! Sleep like a baby :). A cafe' & wine bar is below...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    3.5 miles from Asolo Repertory Theatre
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean and crisp, fully remodeled 2018. Be in the center of it all! This apartment is three blocks to the bay & park, main street and famous Marina Jack's. Space optimized - 750 sq ft. Includes: washer/dryer and new 4K Roku TV and strong wifi. Outdoor seating at sidewalk French Cafe. There is a...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    4.0 miles from Asolo Repertory Theatre
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Parking
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the picturesque and beauty of waterfront downtown Sarasota by staying in this peaceful and quaint cottage on the east side of downtown Sarasota. This cottage home is centrally located and is only minutes from central downtown, Sarasota Marina, and Bayfront Park. The amenities of Payne...
    View all property information
    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Longboat Key Bayfront condo in Bay Isles1 / 24
    (3)Excellent
    3.6 miles from Asolo Repertory Theatre
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Hot Tub
    • Balcony
    • Terrace
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2017
    Enjoyed our stay in Bay Isles. The condo was very comfortable & the view of Sarasota day & night was awesome!! We would stay there again.
    Reviewed November 30, 2016
    We enjoyed our stay in the condo . a beautiful condo . wonderful location . recommend this condo when staying at Longboat Key.
    See all reviews
    About this property
    Beautifully updated 2 bedroom, 2 bath Fairway Bay condo in double gated Bay Isles on South Longboat Key. Sweeping views of Sarasota Bay with downtown Sarasota in the distance from this 3rd floor unit with elevator. Fairway Bay has two heated pools, gym, tennis courts and access to the private,...
    View all property information
    Location Information
    Longboat Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    1
    List your property
    Owner log in