Best Rental Prices in Siesta Key, FL
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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Siesta Key, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
FC 2BR
Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Turtle Beach
Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks Located Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The b ....
2 Bedroom(s)
2 Bath(s) Condo
Siesta Key, FL
Sea Shell Casita - 1121
Sea Shell Casita - One of The Cottages on the Key
The Sea Shell and Sea Wave are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home. Please Note: These units [Sea Shell & Sea Wave] can be rented separately. Combi ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Siesta Key, FL
Sandy Shore
4 Bedroom Key West Style Home W/ Heated Pool, Close to Village and Beaches
Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated pool and Jacuzzi hot tub. Located on a quite street just 1 mile from Siesta Key village pu ....
4 Bedroom(s)
3 Bath(s) Vacation Rental
Siesta Key, FL
Siesta Heron 3 / Captiva
Hidden Paradise Among Tropical Landscape on Lakefront Property on Siesta Key
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40" flatscreen TV with HD programing. The ....
1 Bedroom(s)
1 Bath(s) Condo
Siesta Key, FL
Beach Cove
Walk to the #1 Beach in America, Offers Heated community Pool, Free Wi-Fi
Siesta Key has been named America's #1 beach time and time again. Experience fun in the sun like never before at this two-story townhome style condo located just a few hundred feet from the private access beach. Towards the front of the community gue ....
2 Bedroom(s)
3 Bath(s) Townhome
Siesta Key, FL
SIESTA BEACH APARTMENT
Prime location on Siesta Beach, Includes beach towels and chairs!
This apartment has been decorated to make feel like home with very cozy atmosphere. Has beautiful over sized closed in lanai. You can enjoy morning coffee and breakfast or just relax a in the afternoon or evening breathing fresh air. Ideal locatio ....
2 Bedroom(s)
2 Bath(s) Apartment - Sleeps 5
Siesta Key, FL
Updated Bayside Townhouse
Updated Townhouse! Private access to Beach. Enjoy Tennis, Heated Pools, Fishing
Across the street is our Private Access to one of the BEST beaches - Siesta Key Beach with the world renowned white sands - rated one of the top ten in the US! Gulf & Bay Club Bayside is a gated resort community of Key West style Town Homes all with ....
2 Bedroom(s)
2 Bath(s) Townhome - Sleeps 6
Siesta Key, FL
Siesta Beach House
Fabulous Siesta Beach House
Our place on the #1 Siesta Key beach is near to Siesta Key village, Downtown Sarasota, Lido Key, St Armand s circle and LongBoat Key. You’ll love our place because of the location, and the ambiance. LITERALLY a few steps to private Crescent beach ( ....
2 Bedroom(s)
1 Bath(s) Condo - Sleeps 4
Siesta Key, FL
LuLu's Key House Green 1/1 Upstairs
LuLu Green Brand New in the heart of Siesta Key Village, 4 minute walk to beach, Pool, Washer/dryer
Got Paradise!? Well now you do..... This oasis on Siesta Key is just that. The condo is only a couple of blocks away from the beach and rests in Siesta Key Village where you will find lots of great dining, amazing shops, coffee houses and more ....
1 Bedroom(s)
1 Bath(s) Condo
Siesta Key, FL
Sea Esta - 5319 (L)
Sea Esta - One of The Cottages on the Key
This private 3BR/2BA home is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. The best part? Siesta Salt Life is just 1 minute (seriously!) away from Siesta Key Beach, voted the # 1 beach in the U.S! Sea Esta o ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Siesta Key, FL
Siesta Heron 6 / Sunset Suite
Romantic Lakefront Two bedroom unit W/ access to Heated Pool and More
This is a spacious studio style two bedroom unit furnished with king-size bed and queen sleeper sofa downstairs and queen bed upstairs Accommodating up to 6 persons. The downstairs bathroom is equipped with tub/shower combo. While the upstairs offers ....
2 Bedroom(s)
2 Bath(s) Condo
Siesta Key, FL
Chinaberry 423 at Midnight Cove Siesta Key, FL.
Chinaberry 423 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pools, Fitness Center and Tennis Courts.
Brand New to the Rental Program! Absolutely GORGEOUS 2 bedroom 2 full bath unit on the 2nd floor in the main tower on the Gulf Side. Overlooking the beautiful tropical grounds, pool and the famous, white sugary sands of Crescent Beach! Tastefully dec ....
2 Bedroom(s)
2 Bath(s) Condo
Siesta Key, FL
Siesta Key Beach Cottage
Siesta Key Beach Cottage Across The Street From #1 Beach In USA
The Siesta Key Beach Cottage is located right on Beach Rd directly across the street from the #1 Beach in the USA. Walk out the front door and walk across the street to beach access #7 and you are on the white powder Beach of Siesta Key. You can loo ....
1 Bedroom(s)
1 Bath(s) Cottage - Sleeps 2
Siesta Key, FL
Siesta Heron 4 / Sand Dollar
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to four persons. The living room is furnished with a 40" flatscreen TV with HD programing. The ....
1 Bedroom(s)
1 Bath(s) Condo
Siesta Key, FL
Siesta Dunes 5-303
Siesta Dunes 5-303, Come enjoy our little piece of Paradise!
Enjoy your beachfront vacation condo here in Siesta Key, with perfect sandy beaches right out your door. Siesta Key is a barrier island along the southwestern coast of Florida and is considered by beach experts to be one of the most beautiful beaches ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Siesta Key, FL
536 Canal Road
Luxurious Vacation Home, Salt Water & Heated Pool, Partial Ocean Views
Welcome to Paraiso de Siesta, newly built in 2013 and one of the most Magnificent Vacation homes on Siesta Key. From the moment you walk into the the entry way, your eyes span the openness of the well designed space that leads to the balcony looking ....
4 Bedroom(s)
4 Bath(s) Vacation Rental - Sleeps 11
Siesta Key, FL
Island House Beach Resort V24
Island House Beach Resort - Villa 24
Island House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is approx. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, granite counters, all appliances,central ac/heat, covered par ....
2 Bedroom(s)
2 Bath(s) Villa - Sleeps 6
Siesta Key, Fl
Island House Beach Resort V37
Island House Beach Resort - Villa 37
Island House Beach Resort- Siesta Key Florida, Crescent Beach - The lovely villa is located on the widest part of Crescent Beach. It is approx. 1000 sq. ft. and is 2 bedrooms, 2 baths. The villa has a large living area, dining area, fully equipped ki ....
2 Bedroom(s)
2 Bath(s) Villa - Sleeps 4
Siesta Key, Fl
Island House Beach Resort 14S
Island House Beach Resort 14 South
Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in Florida. This condos offers a view of the palm trees, white sand and turquoise waters of th ....
2 Bedroom(s)
2 Bath(s) Apartment - Sleeps 4
Siesta Key, Fl
Siesta Dunes 1-406
SIESTA DUNES 1-406 LUXURY CONDO WITH A GREAT VIEW!
Located on American’s #1 white sand Crescent Beach, this condo has a great ocean view from the top floor of Building 1! This fourth floor, non-smoking unit has cathedral ceilings and is beautifully decorated. An elevator and laundry room are just s ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Siesta Key, FL
Garden House
Coastal Siesta Key Vacation Rental Home W/ Heated Pool and Beach Access
Never miss a sunset over the Gulf of Mexico from this island retreat. Located just a short walk to the beach, this two story home with private heated pool can accommodate you and up to 5 of your guests with comfort. Step into the home through the fro ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Siesta Key, FL
Casa De Mariposa
Casa De Mariposa - One of The Cottages on the Key
Welcome to Casa de Mariposa! This gorgeous property is comprised of two units, Monarch and Peacock Villa which are both mirror images of one another. Each unite features a 3 bedroom, 3 bathroom configuration with their very own common space to includ ....
6 Bedroom(s)
6 Bath(s) Vacation Rental
Siesta Key, FL
Winding Way Siesta Key
Dog-Friendly Siesta Key Bungalow, Wifi, Adorable Cottage Close to Siesta Key Beach w/Private Yard
Totally renovated adorable Siesta Key bungalow nestled on a shaded street just minutes from Siesta Key beach and the village of Siesta Key with a variety of shops, restaurants and nightlife. Drive into the circular driveway and park your car un ....
2 Bedroom(s)
2 Bath(s) Vacation Rental
Siesta Key, FL
Island House Beach Resort 17S
Island House Beach Resort 17 South
Island House Beach Resort!! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in central florida. This condo offers views of palm trees, white sand, and the crystal blue w ....
2 Bedroom(s)
2 Bath(s) Apartment - Sleeps 4
Siesta Key, Fl
Home Away From Home on Siesta
Stay in Siesta Key Village and Walk to the Beach!
This charming tropical 1,320 2 bedroom 2 bath home is located within the heart of Siesta Key Village and a block away from the famous Siesta Key Beach. Newly renovated and with all new furniture this private beach home will have you relaxed from the ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Siesta Key, FL
Beach front Condo
Direct Siesta Key Beachfront condo!
Our beautiful fully remodeled condo is located directly across the street from world famous Siesta Key Beach! Whether you would like to put your toes in the crystal white sands of the beach or enjoy our large heated pool you will be in paradise! Enjo ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Siesta Key, FL
Mermaid's Retreat
Mermaid's Retreat on Siesta Key, #1 beach in the US!
This newly renovated studio cottage is on canal water and a casual walk to famous USA #1 Siesta Beach. It comfortably accommodates two guests with a futon option for a third. Mermaid's Retreat is the perfect location for your Florida Vacation. You ....
2 Bedroom(s)
1 Bath(s) Cottage - Sleeps 2
Siesta Key, FL
Island House Beach Resort 6N
Island House Beach Resort 6 North
Island House Beach Resort!! Siesta Key Florida. This 2 bedrooms, 2 bath unit is 1300 sq. ft. and is located on one the finest beaches in Florida. It has a large living area, dining area, 2 lanais, central heat/ac, fully equipped kitchen, ( all applia ....
2 Bedroom(s)
2 Bath(s) Apartment - Sleeps 4
Siesta Key, Fl
SiestaKey, house- TopWorld Bch
ISLAND GLASS - HOUSE, AVAILABLE
THIS IS A HOUSE W/ GARAGE- PRIVATE POOL, W/ FREE ...KITCHEN, BATH, LAUNDRY CONDIMENTS.... BELOW MARKET... NOT A CONDO....Go to earthcam .com view siesta key beach for yourself. It is lovely outside today. WE HAVE THE BEST GUEST!.... PLEASE READ. ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 4
Siesta Key, FL
Pura Vida Oasis - 350
Pura Vida Oasis - One of The Cottages on the Key
This spectacular bright cheerful, canal front cottage with a heated pool & spa has 5 bedrooms and 3 baths and it can sleep a total of 13. As you enter Pura Vida Oasis, you will notice an eclectic wine storage rack and desk area awaiting on your right ....
5 Bedroom(s)
3 Bath(s) Vacation Rental
Siesta Key, FL
Find Affordable Siesta Key Beach Hotels & Vacation Rentals
Plan your Siesta Key Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Siesta Key, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.
Vacation Rentals Nearby Tampa Bay Destinations
Find nearby vacation rentals and some of the Best Hotels with cheap rates in Siesta Key, FL for you visit to the area, all a short drive to Siesta Key, Florida. Spend quality time with your family and friends with cheap hotel rates you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.