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.
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 Key Guest House (2b5)
2 Bedroom #5 - Spacious vacation rental unit
This unit has 2 bedrooms. Each bedroom has attached bathrooms. The living area has a wall mounted flat screen with Roku. There is a private enclosed patio with table and chairs for 4. You can enjoy the breeze from there. The village is just a ....
2 Bedroom(s)
2 Bath(s) Apartment - Sleeps 6
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
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
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
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
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
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
Large Private Studio Apartment
Large & Comfortable Private Studio with Separate Entrance - Walk to Village
Relax, get away and enjoy Siesta Key's laid back lifestyle! Surrounded by lush, tropical vegetation, and nestled in a quiet residential neighborhood, you’ll love this comfortable, 500 square foot, private Studio Apartment. The Studio accommodates 2 ....
1 Bedroom(s)
1 Bath(s) Studio - Sleeps 2
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 Harbor Condominium
Siesta Key Condo....Relax, enjoy and feel at home......
Come vacation in this beautiful one bedroom, two bath, third floor condo. Siesta Harbor is an over 55+ community located directly across the street from America's #1 beach. Deeded access to Crescent Beach makes this super convenient. The condo also h ....
1 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Siesta Key, FL
Beach Condo,The Calm @ Siesta!
Siesta PREMIER LOCATION and View just can't be beat!!!
This new vacation rental is the 'Calm of Siesta', as you enter with a full view of the Gulf of Mexico and Siesta Key Beach. The property has just been newly transformed to accommodate our guests best welcome to Siesta. The property is equipped with a ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 5
SIESTA KEY, FL
Sand Dollar Cottage - 910
Sand Dollar Cottage - One of The Cottages on the Key
Welcome to the completely remodeled, and newly furnished Sand Dollar Cottage! This lovely 3 bedroom, 2 bath home comfortably sleeps 6 in beds, with a soft ultra plush sofa sleeper in the living room for an extra 2. Enjoy the peacefulness of a large h ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
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
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
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
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
Casita Blanca 1139E
Casita Blanca - One of The Cottages on the Key
Welcome to Casita Playa of Playa y Blanca. This COMPLETELY RENOVATED, 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 c ....
2 Bedroom(s)
1 Bath(s) Vacation Rental
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
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
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
The Terrace
Penthouse with Extraordinary Island Views, Directly on the Beach, Heated Pool
Siesta Key has come to be known around the world for is top rated beaches. One of the reasons it is continually rated #1 beach in America is of course it's extraordinarily soft white sands. Another main component which makes Siesta Key and its beache ....
2 Bedroom(s)
2 Bath(s) Condo
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
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
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
Casita Sun Star - 1135
Casita Sun Star - One of The Cottages on the Key
Welcome to Casita Sun Star! Our newly renovated luxury cottage (completion date of June 2017) has all the amenities your family [up to 8] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout gorgeous and decadent ba ....
3 Bedroom(s)
3 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
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
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
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.