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.
324 Avenida Madera, Siesta Key
Island Home in Paradise!!
Newly remodeled, single family home, 3 bedrooms, 2 baths, enclosed screened-in 27 x 13 heated outside pool(set to 82 degrees) with sunshelf...have dinner/cocktails outside in pool on sunshelf!! Short walking distance to 15 great restaurants, 12 bars, ....
3 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 8
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
LaSiesta Condominiums Beach RD
Inquire about discounts! Just steps to the #1 Siesta Key Beach, Renovated 2017
This Completely renovated in 2017 Two Bedroom, One Bath condo with a view of the beach is just steps to the white, powdered-sugar sand of Siesta Key . Here at La Siesta Condominiums you also have easy access to Siesta Village and it's numerous resta ....
2 Bedroom(s)
1 Bath(s) Condo - Sleeps 5
Siesta Key, FL
Bay Oaks, 4th floor corner - elevator
Gulf View w/ Short Walk to Beach, Fishing Pier and Tennis
Bay Oaks, 2 Bedroom, 2 Bath, Sleeps 4. Enjoy this beautiful updated two bedroom, two bath condo which has all of the amenities you are looking for in a luxurious and relaxing atmosphere. Bay Oaks is set among tropical foliage and beautiful wal ....
2 Bedroom(s)
2 Bath(s) Condo
Siesta Key, FL
Honey Mango Cabana - 1144E
Honey Mango Cabana - One of The Cottages on the Key
Welcome to the Honey Mango Cabana! This beautiful and vibrant 2 bedroom, 1 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of "Mango Manor," which is comprised of the two separate cabanas, Honey and ....
2 Bedroom(s)
1 Bath(s) Cottage
Siesta Key, FL
SIESTA BEACH 3 BEDROOM
Beautiful Apartment with Ocean Views, Includes beach towels and chairs!
Check out my other amazing VRBO property reviews: Vrbo.com/4802815 ! Location, location, location! This beautiful apartment has been decorated to a home cozy feel. Newly done oversize balcony has most spectacular view on the Gulf and Beach, so you ....
3 Bedroom(s)
2 Bath(s) Apartment - Sleeps 6
Siesta Key, FL
SV 1BR
1BR - Garden Apartment of Siesta Key Townhouse - Heated Pool -Siesta Key Village
SEASIDE VILLAS - Deluxe Garden Apartment of Siesta Key Townhouse Vacation Rental - With Heated Pool Located in the Heart of Siesta Key Village, Sarasota, FL - Short Walk to Crescent Beach SEASIDE VILLAS: This Siesta Key one bedroom garden apartment ....
1 Bedroom(s)
1 Bath(s) Apartment
Siesta Key, FL
Island House Beach Resort V25
Island House Beach Resort - Villa 25
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is appox. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, all appliances, central ac/heat, covered parking, screened la ....
2 Bedroom(s)
2 Bath(s) Villa - Sleeps 6
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
Casita Playa - 1139W
Casita Playa - One of The Cottages on the Key
Welcome to Casita Playa of Playa y Blanca. This single level (2 BR/1BA - Master BR/1 Queen & 2nd BR/2 twins -sleeps 4) vacation home features private, gated beach access, a sparkling clean hot tub in a private, lush setting, a communal heated swimmin ....
2 Bedroom(s)
1 Bath(s) Vacation Rental
Siesta Key, FL
Our House at (Siesta) Beach
Direct Access to Splendid White Sands at Siesta Beach, Rated Best Beach in USA
Enjoy nature and culture at its best! Light-filled, two bedroom, two bath, corner unit condo has 2 walls of glass sliders that open onto two large furnished balconies. You will be just steps from Siesta Beach - rated one of the best beaches in the wo ....
3 Bedroom(s)
2 Bath(s) Condo - Sleeps 5
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
FC 3BR
Beachfront Condo - 3 BR- Heated Pool - Free Boat Docks – Upscale – Siesta Key
Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated 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, unobstr ....
3 Bedroom(s)
2 Bath(s) Condo
Siesta Key, FL
Vacation Home
Siesta Waterfront Retreat
Beautiful, spacious home away from home awaits for you. Water front house, right on the canal, only one bridge away from the ocean, it is located in a very quiet dead end road, which makes it very private and peaceful. Here, you are minutes away to ....
4 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 12
Siesta Key, FL
Harbor Towers
Newly Renovated & Modern, Wifi, Gulf Facing Harbor Towers, 3 bedroom with den
Newly remodeled, modern and beautiful 3 bedrooms, plus a den, 3 full bath condo right on Siesta Key, in a complex overlooking the intracoastal waterway and close to the beach!! Fabulous powdery white sands of Siesta Key Beach are just a short s ....
3 Bedroom(s)
3 Bath(s) Condo
Siesta Key, FL
Seagrove
NEW Private Siesta Key Vacation Rental Home W/ Heated Pool on Quiet Street
Discover Siesta Key at this three bedroom two bathroom vacation rental home located in the heart of Siesta Key tucked away in a quiet neighborhood. Hire one of the many free ride services on the key for a quick trip to visit Siesta Key village where ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Siesta Key, FL
Island House Beach Resort 5N
Island House Beach Resort 5 North
Island House Beach Resort - Crescent Beach, Siesta Key. Gulf Front Unit, 3rd Floor, Panoramic Views. This luxury apartment is 1300 sq. ft. non-carpeted and is 2 bedrooms, 2 bathrooms. It has a large living area, dining area, fully equipped kitchen, ( ....
2 Bedroom(s)
2 Bath(s) Apartment - Sleeps 4
Siesta Key, Fl
Juicy Mango Cabana - 1144W
Juicy Mango Cabana - One of The Cottages on the Key
Welcome to the Juicy Mango Cabana! This beautiful and vibrant 2 bedroom, 2 bathroom vacation home accommodates up to 6 people. This property is very unique as it is one half of "Mango Manor," which is comprised of the two separate cabanas, Juicy and ....
2 Bedroom(s)
2 Bath(s) Cottage
Siesta Key, FL
Island House Beach Resort V27
Island House Beach Resort - Villa 27
Island House Beach Resort, Siesta Key Florida- Crescent Beach - This large 2 bedrooms, 2 bath villa is non-carpeted and approx. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, all appliances, screened lanai, covered park ....
2 Bedroom(s)
2 Bath(s) Villa - Sleeps 6
Siesta Key, Fl
Sandy Cabana - 1104N
Sandy Cabana - One of The Cottages on the Key
Welcome to the Sandy Cabana! Please Note: Sleeps 8- K, K, Q, QAB These units [Sandy Cabana & Seahorse Cabana] can be rented separately. Combined, these units are called: Sandy Seahorse Cottage (Sleeps 16) If one unit is not availabl ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Siesta Key, FL
Sunset Royale - #208
Sunset Royale Luxury Condo #208 in Siesta Key
SIESTA KEY BEACH - RANKED 2011 #1 US BEACH BY DR. BEACH Sunset Royale Luxury Condo #208 is located on Siesta Key, an eight-mile long barrier Island connected to Sarsota and the mainland by two bridges. Along the island's west side, you'll ....
1 Bedroom(s)
1 Bath(s) Condo
Siesta Key, FL
Island House Beach Resort V7
Island House Beach Resort - Villa 7
Island House Beach Resort, Crescent Beach, Siesta Key Florida! Newly renovated 2 bedroom, 2 bath unit. The unit is approx. 1000 sq. ft. has a large living area, dining area, fully equipped kitchen, all appliances, central ac/heat, covered parking, sc ....
2 Bedroom(s)
2 Bath(s) Villa - Sleeps 6
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
Casita Morning Star - 6920
Casita Morning Star - One of The Cottages on the Key
Welcome to Casita Morning Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 10] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decade ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
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
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
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
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
Latitude Adjustment - 461
Latitude Adjustment - One of The Cottages on the Key
Welcome to Latitude Adjustment! This breathtaking 4 bedroom, 4 bathroom home is perfectly situated between America's #1 beach in the world and Siesta Key's famous North Village! You will not be able to ask for more as you drive up to this tropical oa ....
4 Bedroom(s)
4 Bath(s) Vacation Rental
Siesta Key, FL
Vacation Home
Beach Goers Paradise! Siesta Key 2/2 Condo
This charming villa allows you to enjoy all that beautiful Siesta Key has to offer. The white sands of Crescent Beach are just across the street. You may enjoy swimming in the Olympic size pool at Aloha Kai. Spend the evenings relaxing in your privat ....
2 Bedroom(s)
2 Bath(s) Villa - Sleeps 4
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.