Sarasota, Florida


Properties Available 308 properties available
Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Aruba by Siesta Key Luxury Rental Properties 5255 Calle MenorcaSiesta KeyWelcome to Aruba, where you are just a five-minute walk from the white sands of Siesta Key Beach! Pack up your gear and head to the stunning waters of the Gulf of Mexico to gi
Aruba (522710)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 12 guests
Experience the stunning beauty of Florida's Gulf Coast at this wonderfully positioned home among the palms of Longboat Key. The interior of this home is a thoughtful, lightfilled showcase of international decor and furnishings, which the owner a seasoned world traveler has collected in her travels across Asia. You'll enjoy a screenedin porch, a s
Treetops (244165)
Longboat Key, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Welcome to Sophie's Quartier, a breathtaking waterfront retreat that offers not just one, but two separate private homes for your ultimate vacation experience. Nestled right next to each other, these stunning homes can be rented together to create a harmonious escape or separately as Sophie's Cottage and Villa Champagne, ensuring flexibility to mee
Sophie's Quartier | Siesta Bundle, 2 Pet Friendly Waterfront Homes w/ 2 Private Pools, Near Village (281512)
Siesta Key, FL
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Welcome to Siesta Soul, a captivating retreat located just steps from the vibrant Siesta Key Village. This enchanting vacation home offers an ideal location and a backyard oasis, providing the perfect blend of convenience and relaxation for your Siesta Key getaway.Siesta Soul features four bedrooms and three full baths, including a master bedroom f
Siesta Soul | Multilevel Home Located in Siesta Key Village w/ Private Pool, Fire Pit, Walk to Beach (281507)
Siesta Key, FL
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to The Abalone, a gorgeous vacation home located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere.The Abalone is the perfect vacation rental for those seeking luxury and convenience. With two private he
The Abalone | Luxury Pet Friendly Home on Siesta Key, 2 Heated Pools, 2 Elevators, Steps to Beach! (281515)
Siesta Key, FL
House Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 6 baths
Guests 24 guests
Ease into the modern styling of the beautifully furnished stand-alone home, Villa Krystal. Located directly on Siesta Keys inter-coastal waterway in the highly desirable Polynesian Gardens neighborhood, Villa Krystal promises to bring you luxury stylings, amenities, comfort, and convenience.Designed to exceed the needs of 7 guests, Villa Krystal fe
Water Front Private Villa, Luxury, Pool & Hottub (303114)
Siesta Key, FL
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 7 guests
The Anchorage Resort on Siesta Key - includes resort amenity access!Our 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.* Anchorage Resort Condo * 2 bedrooms / 2 bathrooms* Ninth Floor Condo with balcony overlooks North-Western Siesta Key- Gulf View
Anchorage Resort 9th Floor 2-Bedroom Condo with Balcony- Gulf Views! Pool, Beach (365515)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!What a GREAT LOCATION in SIESTA KEY VILLAGE for this Elevated Duplex Unit w/ a HEATED POOL! 2 Beds/2Baths Duplex Unit - Sleeps 8. Huge Pool Patio with 2 BBQ's, 2 Outdoor Dining Tables for 4 People, and multiple chaise loungers and Adirondack chairs
Salty Summer (522733)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
ISLAND PARADISE ON LONGBOAT KEY.Book with confidence: Cancellations up to 30 days prior to arrival result in a refund of 70% of the grand total. In the event the reservations exceeds $20,000 or 30+ days, cancellations must be made prior to 45 days prior to arrival in order to receive 70% of the grand total.This 3 bedroom, 3 bath home sits just 300
Beach Paradise managed by Beach Retreats (232683)
Longboat Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to The Key Canal, a stunning vacation home that combines comfort, convenience, and breathtaking views. Located just a 5-minute walk from Siesta Key Village and a quick 2-minute walk to Siesta Key Beach, this property offers the perfect blend of relaxation and proximity to all the action.As you enter The Key Canal, you'll be greeted by updat
The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach & Village (281613)
Siesta Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to this quaint home only a few blocks from the ocean and located in one of Sarasotas original neighborhoods! Enjoy close proximity to everything Sarasota has to offer. Location is highly soughtafter, with downtown Sarasota, the bay front, and the Rosemary District just minutes away. An array of local and worldfamous eateries await for your
Cocoanut Uptown Cottage (275130)
Sarasota, FL
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!The Mahi by Siesta Key Luxury Rental Properties110 Avenida Veneccia, Unit 179Siesta Key, FloridaYour beach paradise awaits at The Mahi- A two-bedroom and two-bath ground-level vacation home with a private backyard, BBQ area, outdoor seating, and spa
The Mahi (522746)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests

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