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Vacation Rentals nearby Legacy Trail

Train Depot, Sarasota, Florida
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    Travellers to Sarasota are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Sarasota
    3.9 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Affordable House 3 bdrm/1 bath/playground walk to Downtown & LIDO Beach1 / 51
    (2)Average
    3.6 kilometres from Legacy Trail
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    0.6 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Walk to Everything Downtown, Bring Fido, Wifi, Huge Screened Lanai, Extensive Ou1 / 25
    (1)Very good
    3.2 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
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    • Grill
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    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...
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    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...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Splendid Vacation Home1 / 16
    (1)Very good
    3.3 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 29, 2018
    We needed a place after evacuating Hurricane Michael and Angel was very helpful. He worked with us while our dates were in flux and we ended up having a great 6 week stay. The...
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    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 EAST in the PALMER RANGE area. This home features a screened, private, solar-heated pool overlooking a...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    2.5 kilometres from Legacy Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • 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...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Location Location Location,The 'NEST' west of Tamiami Trl close to everything.1 / 14
    (1)Excellent
    5.2 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 10, 2018
    This a very clean two-bedroom second-floor apartment with all the amenities of home. Great location, close to a fabulous gourmet market, excellent restaurants, shopping, and...
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    About this property
    THE SARASOTA 'NEST', West Of Tamiami Trail This vacation getaway is an immaculate, 2 bed room upstairs apartment, located in the heart and soul of old Sarasota. Walk to Sarasota's most desired locations, including Shelby Gardens, Bay Front Park, Southside Village (has everything, best restaurants,...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Five star Downtown Sarasota tropical garden Cottage1 / 44
    (18)Excellent
    4.9 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Patio
    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 14, 2019
    This cottage and garden are as wonderful as advertised.And the friendly and helpful hosts Maureen and Patrick added to the pleasure of staying here. Maureen asked ahead of time...
    Reviewed March 9, 2017
    Maureen, our host, was super helpful and her place was a peaceful sanctuary, close to everything downtown. We have a toddler and it was great for him too.
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    About this property
    This location is central to everything and everywhere in Downtown Sarasota, near all area Beaches, Marinas, Golf courses, YMCA and Sarasota Bayfront. Only 7.5 miles to the 2017 World Rowing Championships at Benderson Park. This Charming Florida style home has been totally updated and stylishly...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3.6 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Garden
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    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...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Beautiful Main Street Loft Apartment1 / 12
    (2)Excellent
    3.4 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 25, 2019
    Great apartment. Ideal location for attending the opera festival. Comfortable and well outfitted with everything we needed. Impeccably clean and well stocked with kitchen...
    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...
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    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...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4.0 kilometres from Legacy Trail
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    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...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bathroom, Sleeps 3
    Downtown Apartment in Historic Burns Square downtown Sarasota1 / 18
    (2)Excellent
    4.0 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 1 week ago
    What a beautiful old building!? And the apartment was perfect: Clean, comfortable and bright. Denise was so welcoming we felt at home right from the start. And the location is...
    Reviewed January 24, 2017
    My husband and I stayed here for a long weekend in January and really enjoyed. The place is very cozy! Very clean! The bed was extremely comfortable! I loved the fact there...
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Spacious Apt. #1 Historic Walkable Downtown, between Siesta & Lido Beach1 / 23
    (2)Very good
    4.0 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Housekeeping Included
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    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.
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    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...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.2 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Grill
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    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...
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    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    4.2 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
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    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...
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    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    4.0 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    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...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    One Bedroom in Historic Burns Square District downtown1 / 17
    (1)Excellent
    4.0 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We loved this apartment right from the start. My wife and I were looking for a base to explore Sarasota and this ticked all the boxes. It's clean, bright and comfortable. Denise...
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    3.6 kilometres from Legacy Trail
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big house located in Sarasota-downtown(2 mins walking), 5 bedrooms, 2 bathrooms with shower, 1 sofa-bed, living room, fully equipped kitchen, microwave, WiFi, Cable-TV, washer-dryer, linens, towels, playground, BBQ. Place is totally private, safe, clean , fenced back yard, it has a...
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    Gulf Gate Estates, Sarasota
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    Sea Turtle Cottage1 / 18
    (1)Excellent
    4.9 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1925 Historical Cottage is located in Whitfield Estates adjacent to the Historic Austin Mansion. Enjoy the private patio & courtyard nestled in the tropical flowers & Banyon trees. You can relax by the pool-side shared with the main house (it's not heated.) Take a walk in the Estate...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.7 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Central Park Bayou *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Enjoy this beautiful condo in a gorgeous downtown community, featuring great amenities such as a shared pool, hot tub, tennis...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.2 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Patio
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reserve this home to see the most amazing and spectacular sunset on the Gulf of Mexico on your vacation at our Indian Beach oasis!! Only an 11 minute beautiful walk to Indian Beach Park for an amazing evening sunset, every night of your stay. This professionally decorated home has every...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    5.6 kilometres from Legacy Trail
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Truly, this is one of our premier properties with everything you need to have an amazing vacation experience in Sarasota. This is an ideal location as it's close to downtown Sarasota with all of the great restaurants and shops, as well as a short drive to #1 rated Siesta Key Beach and a short...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    0.7 kilometres from Legacy Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunsetter on Sapphire Shores Treat your family, friends, and beloved dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3.3 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    This air conditioned cottage has a private deck with a lake view. Inside you’ll find 1 Queen Bedroom, 1 Bath, 1 Pull Out Double Bed, Fully Equipped Kitchen, Dining & Living Area. We also provide ironing board, iron and hair-dryer. Fine bed linens and bath towels are provided. BBQ grill, picnic...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sea Turtle Cabana1 / 8
    (1)Excellent
    0.3 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    Reviewed March 14, 2019
    We stayed for two weeks. Cottage is perfect for two people and a small dog. It is decorated very cute with a Floridian beach theme. Was very clean on arrival and had all the...
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    About this property
    Sea Turtle Cabana is a 1 bedroom private studio, sharing land with a charming historic house also used by guests. The cabana is chic decorated, cozy, and suits 1-2 people comfortably. The bedroom has gorgeous hard wood floors, granite kitchen counters, and a separate Florida room style sitting &...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Downtown Sarasota five star home1 / 55
    (7)Excellent
    4.7 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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...
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    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...
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    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4.2 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Pet friendly
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    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,...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Beautiful 3 bedms/2 bathms with pool close to Downtown1 / 22
    (1)Excellent
    5.3 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2018
    Great place conveniently located at 15 minutes to Siesta Key,Lido Key.The only thing that would have been better was for Alberto storm to choose a different path,but we were...
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    About this property
    This is spacious house, located in Novus Place, close to downtown and beaches. With 3 bedrooms, 2 bathrooms, a private swimming pool, equipped kitchen and TV equipped living room, it can perfectly accommodate a family or group of friends of 6 guests. The house is located in a residential area,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.3 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    The Sea Turtle Beach House has old Florida charm, is colorful and comfortable. Original hard wood floors throughout, quartz granite counters, fully furnished for comfort and relaxation. 3 bedrooms, 2 bathrooms, fully loaded kitchen for cooking and enjoying meals. Enjoy the breakfast bar, or...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Beautiful Location On Bay Side, Water View, Pool1 / 21
    (1)Excellent
    3.3 kilometres from Legacy Trail
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 12, 2019
    Villa is near all amenities of Siesta Key with easy access to nearby restaurants, beaches, groceries, Sarasota attractions, etc. Very short walk across street to beautiful gulf...
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    5.6 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Bahia Blue When you book your Sarasota vacation at Bahia Blue, you’ll be right in the center of everything downtown has to offer! Well-appointed and well located too, you’ll fall in love with Sarasota living here. The home is right on the main bus route for Sarasota with the bus stop...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    5.3 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    Oak Grove Oasis Nestled beneath mature oak and fruit trees, this Sarasota home offers a backyard oasis complete with a pool and a covered lanai, making it the perfect place to call home on your next Florida vacation! This one-acre property is entirely fenced (with a remote-controlled gate),...
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    Location Information
    Tallevast, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Sarasota Villa1 / 17
    (1)Excellent
    2.5 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 1 week ago
    We stayed here for 3 weeks and couldn’t have wished for a better place. The villa was in a quiet residential area and central for everything. Well equipped and comfortable. Pool...
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cute Efficiency Apartment - nice neighborhood1 / 8
    (11)Very good
    1.7 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed December 1, 2016
    Fit my needs in all respects on this trip. Nice location- Quiet neighborhood near the Ringling Museum and opposite a waterfront park. Owner responded quickly and booking was...
    Reviewed August 11, 2014
    My husband and I had such a wonderful time staying in this apartment on Sarasota Bay! The apartment is literally a stones throw to the bay which is absolutely breathtaking! It's...
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    About this property
    Remodeled efficiency apartment in the modern style (by Architect) 50 yds from Sarasota Bay. New Bathroom and Kitchen, cable TV. Private deck with BBQ. table and chairs. 'What a delightful home you have! We are so appreciative of your hospitality and hope to return for a longer stay. Thanks...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    The MacGregor House is 1925 Old Florida elegance1 / 22
    (1)Excellent
    1.8 kilometres from Legacy Trail
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Reviewed June 10, 2019
    Summary: Yes Very nice home conveniently located near downtown and very close to wonderful beaches and shopping. Comfy beds, comfy furnishings and a nice kitchen for preparing...
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    About this property
    This home has just been listed on Trip Advisor 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 local registry of historic homes, it retains many of its original features. It...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    3 Bedroom House1 / 38
    (4)Very good
    2.6 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed February 26, 2018
    Bright and clean, lots of space, easy to get to and Darius was very helpful. This was the first time I've rented a home and it was a pleasure all round.
    Reviewed November 21, 2016
    The house was in a lovely neighborhood, convenient to family and to the beach. It was extremely clean and with much natural light. The kitchen and front bathroom were beautiful...
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    About this property
    This 3 bedroom 2 bath house is in immaculate conditions, ready to move in. This is a 2175 square foot newly renovated house. It offers a king size bed in two bedrooms, queen size bed in one bedroom, extra Pull-out Sofa Bed queen size in living room. The kitchen area has everything you would need to...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Charming 2 Bedroom House, Fenced and Private1 / 11
    (1)Excellent
    0.3 kilometres from Legacy Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Located in the Ringling Museum area. Very quiet and friendly neighborhood. Close to grocery store, pharmacy, liquor. 1 block to the bay - 6 miles from the Gulf of Mexico. Full kitchen, screened in porch, full yard completely fenced in. Great for a family getaway or large group. Sleeps 6...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    A luxurious 1926  Florida bungalow, located in historic Laurel Park, Sarasota1 / 17
    (3)Excellent
    4.1 kilometres from Legacy Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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...
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.2 kilometres from Legacy Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Boat-Shaped Home, Built by Master Shipbuilder - Local Icon!1 / 19
    (1)Excellent
    3.3 kilometres from Legacy Trail
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    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...
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    charming home near down town Sarasota1 / 24
    (1)Very good
    1.7 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This three bedroom, two bath ranch style home has a great location, foot steps from down town Main Street and the Ringling School of Art. It is modern, updated and comfortable. Large TV with surround system in the living room. A private little back yard invites for enjoying the outdoors. Being in...
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    Location Information
    North Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    5.6 kilometres from Legacy Trail
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make a splash in the private screened-in pool at this winning 4BR/4BA home. Play a game of ping-pong or fire up the BBQ for an al fresco meal. You’re a quick walk to Lido Beach and an array of shopping, casual eateries, and fine dining. Sleeps 8. Long Description: Make a splash in the private...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    An Upscale Romantic Getaway in Historic Laurel Park, Sarasota1 / 15
    (1)Excellent
    4.1 kilometres from Legacy Trail
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 7, 2017
    This apartment is in a unique and beautiful neighborhood of Sarasota and about a 5 minute walk to the heart of downtown Sarasota. There are countless restaurants and bars on...
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    About this property
    Who ever knew you could fit so much convenience and luxury into 500 square feet? Our brand-new one bedroom apartment features a gourmet kitchen, a luxurious cathedral-ceilinged living room, a bedroom and a deck that faces the sunset. The front deck is a great place to have your morning...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.3 kilometres from Legacy Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the year-round warmth of Florida at this 3BR/3BA Sarasota home with outdoor amenities galore—all just one block from the stunning Sarasota Bay. Spend leisurely afternoons splashing in your private pool, surrounded by tropical landscaping and privacy fencing. The kids (and the family dog)...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Guest Cottage, clean, convenient and remodeled.1 / 10
    (10)Excellent
    0.3 kilometres from Legacy Trail
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2018
    Sue and Dawn have done an amazing job equipping their wonderful studio for a perfect family vacation. The grocery store was barely three minutes away and the kitchen had...
    Reviewed February 27, 2017
    The cottage was even better than I anticipated. Our host Sue was just the best. The cottage is very close to the Ringling Museum, repertory theater and other entertainment. Easy...
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    About this property
    This get away is located in the Ringling Museum area and is a perfect choice if you're seeking a great location. You'll enjoy a private fenced in yard with a pergola, lounge chairs etc. Walk, dog walk, jog, bike, skateboard! This is a great place for it all! We are located in a quiet community...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bathroom, Sleeps 2
    3.3 kilometres from Legacy Trail
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great restaurants. Wi-fi, TV, full bath, screened in lanai, beach towels & chairs, everything you need for your home away from home. Fully loaded kitchen, coffee maker, micro, etc. Local...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Sarasota Florida Paradise!1 / 19
    (15)Excellent
    3.3 kilometres from Legacy Trail
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    • 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...
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    The Historic 1936 Bird House Bungalow in the pulse of the city1 / 20
    (9)Excellent
    2.0 kilometres from Legacy Trail
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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...
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    About this property
    PLEASE SEE OUR JUNE SPECIAL ! The Bird House Bungalow is a 1936 home with 3 bedrooms and 3 baths. King and full downstairs with Queen and sitting area upstairs. Each bedroom has its own separate bath with shower. Fabulous open design with spacious areas for gathering or just relaxing. Moved to...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4.9 kilometres from Legacy Trail
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    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...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bathroom, Sleeps 2
    4.0 kilometres from Legacy Trail
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    PROPERTY OVERVIEW Whether lounging under the sun in the spacious backyard, watching a professional spring training baseball game a block away, or exercising at the Youth Athletic Complex across the street, you’ll adore this dog-friendly 3BR one-level home with a premier Sarasota location. Enjoy...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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