Rentals 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.
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
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
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 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
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
Casita Sol - 1137W
Casita Sol - One of The Cottages on the Key
Welcome to Casita Sol of Sol y Mar. This COMPLETELY RENOVATED, single level (2 Bedroom / 1 Bathroom - 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 setti ....
2 Bedroom(s)
1 Bath(s) Vacation Rental
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
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
CA 2BR Front Corner
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located Directly on Crescent Beach on the middle of Siesta Key, Sarasota, FL Crescent Arms Condominium Complex: Located directly on world ....
2 Bedroom(s)
2 Bath(s) Condo
Siesta Key, FL
Sweet Siesta Condo at Beach
CONDO ON SIESTA KEY, 2 QUEEN BEDS, WALK OVER TO #1Beach in America, Only $75
This renovated Condo is right on Siesta Key, which is located in Sarasota Florida. Don't just stay in Sarasota or "near Siesta Key", stay right on Siesta Key, where you can Walk right over to Siesta Key Main Beach, again rated the #1 Beach in Americ ....
2 Bedroom(s)
1 Bath(s) Condo - Sleeps 4
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
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
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
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
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
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
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
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
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
Midnight Cove II Bldg 6
Private Beach Access, Gulf Views, Wifi/Cable, Pool, Renovated Condo With Amenities, Tennis
Enjoy your vacation in this beautifully renovated two bedroom 1.5 bath condo that sleeps 6. Step into the unit and immediately notice the warm open feel, the beautifully tiled floors and the sweeping panoramic views of an inlet off of the intra ....
2 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
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
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
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
Seahorse Cabana - 1106
Seahorse Cabana - One of The Cottages on the Key
Welcome to the Seahorse Cabana! Please Note: Sleeps 8: K, K, 2T, QAB (queen air bed) These units [Sandy Cabana & Seahorse Cabana] can be rented separately. Combined, these units are called: Sandy Seahorse Cottage (Sleeps 16) If on ....
3 Bedroom(s)
3 Bath(s) Vacation Rental
Siesta Key, FL
Siesta Heron 5 / Key Lime
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
This is a two bedroom two bathroom unit furnished with king-size bed in one private bedroom, two twin-size beds in the other private bedroom, and sleeper sofa in the living room accommodating up to 6 persons. There are two bathrooms one with shower o ....
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
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
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
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
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.