Sarasota Florida Vacation Rentals, Hotels & Resorts

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Search hundreds of Short Term Vacation Rentals by Owner, Condos and Homes in Sarasota, 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 Sarasota, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Sarasota cottage

Turquoise Cottage

NEW LISTING! Vintage cottage in Historic District w/ yard, near downtown

This beautiful and updated 1926 cottage offers a bit of Old Florida style and is nestled away among the palm, mango, and jacaranda trees. This home 's full kitchen comes equipped with stainless steel appliances as well as an antique Hoosier cabinet. ....

2 Bedroom(s) 1 Bath(s) Cottage
Sarasota, FL

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Sarasota house

BAYWOOD HOME

Spacious waterfront Villa with gorgeous views in short distance to Siesta Beach

Luxurious 2 story house - 5 Minutes to the White Sand Beaches of Siesta Key This beautiful home with water views, modern furniture, 3 bedrooms and 3 baths can be yours for a relaxing resort style vacation. Relax by the pool with the soothing sound of ....

4 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 6
Sarasota, FL

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SARASOTA house

Siesta Key Pool House

Siesta Key Pool House 3 Miles from the Beach

The house is located within 10 minutes drive from both downtown and Siesta Keys beach, and about 20 minutes drive from Lido beach. You can easily access world class beaches, the heart of the theater and arts district, fine dining and the lifestyle th ....

7 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 12
SARASOTA, FL

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Sarasota condo

Island Time Rentals

Beautiful & private new condo 5-10 minute walk to the beach.

Quiet & peaceful residential neighborhood within walking distance to the beach, restaurants, groceries, and convenient to anywhere you want to go on beautiful Siesta Key. This is an upper level condo with a large, fully equipped kitchen, bar, and li ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

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Sarasota house

Full Bay View Beauty!

5 Bedroom, 5 Bath Beautiful Full Bay View With Dock and Pool!

Come check out the full bay view from the pool, private dock or from almost every room in this spectacular home! Located walking distance (or a short drive) to the south bridge, waterfront restaurants, boat rentals, shops, beaches and more. This home ....

4 Bedroom(s) 5 Bath(s) Vacation Rental - Sleeps 8
Sarasota, FL

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Sarasota house

Unique Pool Home in Sarasota

Unique Pool Home in Sarasota

Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. Our 4000 square foot 5 bedr ....

5 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 13
Sarasota, FL

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Sarasota condo

The Beach Club At Siesta #100B

The Beach Club at Siesta Key #100B: 1 BR / 1 BA Resort on Siesta Key by RVA, Sleeps 4

RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the â??finest, whitest sand beach in the world.â?? This new resort features modern decor, mixed with the youthful attitude of this world-famous ....

1 Bedroom(s) 1 Bath(s) Condo - Sleeps 4
Sarasota, FL

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Sarasota condo

Tower 0210

Treat yourself to the finer things in life!

Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath fully furnished Gulf Front vacation rentals on award winning Crescent Beach. Siesta Key is famous for beautiful turquoise water full o ....

2 Bedroom(s) 2 Bath(s) Condo
Sarasota, FL

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Sarasota condo

A-406

Peaceful and quiet Condo- Great family unit on top floor! Beautiful sunset view from your lanai

Your perfect vacation awaits in this Two Bedroom, Two Bath Condo - directly across from famous Siesta Key Beach, always included the world's top ten best beaches. The apartment also offers you easy access to Siesta Village which has numerous restaura ....

2 Bedroom(s) 2 Bath(s) Condo
Sarasota, FL

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Sarasota villa

Vacation Home

NEW! Sarasota Villa w/Yard-1 Mi. to Crescent Beach

Your Sunshine State getaway begins at this vibrant villa steps from Roberts Bay! This 2-bedroom, 1-bathroom vacation rental is well-appointed with sleeping arrangements for 4, coastal decor, and a private outdoor oasis. Beach days are easily attainab ....

2 Bedroom(s) 1 Bath(s) Villa
Sarasota, FL

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Sarasota condo

The Beach Club At Siesta #108A

The Beach Club at Siesta Key #108A: 2 BR / 2 BA Resort on Siesta Key by RVA, Sleeps 6

RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the â??finest, whitest sand beach in the world.â?? This new resort features modern decor, mixed with the youthful attitude of this world-famous ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

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Sarasota house

Private house with pool/spa

Family friendly house with pool/spa, close to all beaches - Sarasota area

Beautiful house on 1 acre lot, close to everything located in one of the best and desirable area in south Sarasota. This property offers easy access to all local attractions and beaches. Only a short drive to the white sand, fame's: Siesta Key beach ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 7
Sarasota, FL

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Sarasota condo

2nd Fairway at Stoneybrook

Overlooking 2nd Fairway at Stoneybrook Golf and Country Club

Relax on your private screened/glass-enclosed lanai while you enjoy a beautiful view of the 2nd fairway at Stoneybrook Golf and Country Club: * Comfortable and bright living room with vaulted ceilings * Air conditioning and ceiling fans in ev ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Sarasota, FL

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Sarasota condo

Bahia Blue

Downtown condo - walk to shopping, dining, and attractions!

When you book your Sarasota vacation at Bahia Blue, youâ??ll be right in the center of everything downtown has to offer! Well-appointed and well located too, youâ??ll fall in love with Sarasota living here. The home is right on the main bus route f ....

1 Bedroom(s) 1 Bath(s) Condo
Sarasota, FL

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Sarasota condo

Chinaberry 953 at Midnight Cove Siesta Key, FL.

Chinaberry 953 - 2 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Pools, Fitness Center and Tennis Courts.

New to the Rental Program! Condo has 2 bedrooms/2 full baths. It is on the (top) 5th floor with an elevator in the building. Breathtaking Views over looking the Intracoastal Waterway/Little Sarasota Bay. Phone, wi-fi, cable all included as well a was ....

2 Bedroom(s) 2 Bath(s) Condo
Sarasota, FL

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Sarasota cottage

Sapphire Cottage and Treehouse

NEW LISTING! Unique cottage & treehouse in the Historic District, local art

Experience Old Florida like you never have before at this vintage 1926 cottage tucked away among the bamboo, palms, and jacaranda trees right in the Historic District. This home's outdoor tropical paradise boasts a spacious deck, outdoor seating for ....

2 Bedroom(s) 3 Bath(s) Cottage
Sarasota, FL

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Sarasota house

Classy Contemporary Cul-de-sac

Exceptional Luxury Home

Newly remodeled home, high ceilings, state of the art kitchen, Sanijet Pipeless Spa and Thermatru Steam Room in the Master Bathroom, Double vanity in both bathrooms, 4 bedrooms, 2 spacious open and light living rooms with leather couch, recliner and ....

5 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 10
Sarasota, FL

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Sarasota condo

Vacation Home

Siesta Key Condo - 5-Minute Walk to Crescent Beach

If soft white sand, warm crystal-clear water, and a bustling beach town are what you're searching for, look no further than this 2-bedroom, 2-bath Sarasota vacation rental condo. Imagine waking up knowing that you're just a 5-minute walk from one of ....

2 Bedroom(s) 2 Bath(s) Condo
Sarasota, FL

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Sarasota condo

Vacation Home

Beautiful lakeside condo three miles from Siesta Key beach.

Two bed rooms (1 king, 2 twins, queen Murphy bed) There are two full bathrooms with shower in one and shower/tub combo in other. Ground floor condo overlooking small lake, three miles from Siesta Key beach. Sleeps 6 utilizing Murphy bed. Recently r ....

2 Bedroom(s) 2 Bath(s) Condo
Sarasota, FL

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Sarasota house

Vacation Home

SPACIOUS 3bed/2bath with Heated POOL house, on the LAKE - 5 min to SIESTA KEY!

Just 2 miles to Siesta Key, this 3bed/2 bath home with heated pool on private lake with amazing view is the perfect place to escape with family! This charming home offers everything you need for your vacation retreat! Nice with lake view room for r ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
Sarasota, FL

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Sarasota house

Oceanfront home w/sunset views of Sarasota Bay

Oceanfront home w/sunset views of Sarasota Bay

House, 3 Bedrooms, 2 Baths, Sleeps 8 (8 adults) Treat your family, friends, and beloved small dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from ....

4 Bedroom(s) 2 Bath(s) Vacation Rental
Sarasota, FL

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Sarasota house

Siesta Key Palms Hotel

Siesta Key Palms Hotel

Welcome to Siesta Key Palms Hotel, our rooms are nestled among hammocks and two tropical outdoor pools. One for families and one for those 21 and over. The main family pool and Tiki Hut is heated and open year-round with heated outdoor showers and a ....

2 Bedroom(s) 1 Bath(s) Vacation Rental
Sarasota, FL

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Sarasota house

Villa Sarasota

The cultural capital of Florida, Sarasota boasts the Ringling Museum

Our house is a one floor 2 bedroom, 3 bath home with a very large backyard with mango, avocado, tamarind and dragon fruits. There is a screened in porch in the backyard. When you walk to the end of the block, there is a launch for canoes or fishing ....

2 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 4
Sarasota, FL

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Sarasota condo

Vista Hermosa Cabana

Vista Hermosa Cabana - Enjoy the beach life here on the island!!!!

Park the car, you will not get back in it til you leave, if you do leave at all. Welcome to the south end of Siesta Key and Vista Hermosa. The best part of the key. From Vista Hermosa you can walk to the ever famous Captain Curts, Claytons Siesta Gri ....

2 Bedroom(s) 2 Bath(s) Condo
Sarasota, FL

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Sarasota house

SIESTA KEY COTTAGES CRESCENT 1

SIESTA KEY #1 BEACH USA: GROUP OF 4 COTTAGES CAN BE RENTED TOGETHER OR SEPARATE

4 separate two bedroom/two bathroom (+Sofa Bed) pool homes (Each sleeps 6) with only a 4 minute walk (no major streets to cross) to the #1 Beach in the USA: Siesta Key. First Class! 2 Heated Pools, Flat Screen TVâ??s in all bedrooms and living areas, ....

2 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
Sarasota, FL

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Sarasota condo

2/2 Tower Gulf View Ne (065)

Unit 65 - 2 Bedroom 2 Bathroom Condominium With Partial North View

This two bedroom, two-bath condo is located on the sixth floor of our Grand Tower and has been recently renovated. The amazing gulf views from this unit allow you to enjoy Siesta Key's gorgeous sunsets! Because of our location, it is only a few ste ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

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Sarasota condo

2/2 Bayside B Model (322)

Palm Bay Club Unit #322 Lg Bay Front Unit. Completely Updated Unit

Large Two Bedroom/ Two Bath Unit Overlooking The Bay Pool You will love this spacious unit with 2 large living areas to entertain. The unit is completely updated with all new granite counter tops, new stainless steel appliances, HD flat screens, a c ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Sarasota, FL

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Sarasota condo

Heritage Oaks Golf Condo

Heritage Oaks Golf & Country Club Condo

Lovely 2 bedroom, 2 bath condominium in gated Heritage Oaks Golf & Country Club located just 15 minutes from the beautiful and world famous Siesta Key Beach in Sarasota, Florida. Enjoy full golf and country club privileges at the 18-hole championshi ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Sarasota, FL

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Sarasota house

N13 - Monterey st 2527

Cosy 4 bedms/2.5 bathms with pool close to Siesta Key

This is spacious house, located in Monterey Street, close to downtown and beaches. With 4 bedrooms, 2.5 bathrooms, a private swimming pool, equipped kitchen and TV equipped living room, it can perfectly accommodate a family or group of friends of 6 g ....

4 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 8
Sarasota, FL

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Sarasota apartment

Unit 4 Pelican

Sunway Suites Unit 4 Pelican

Please visit our three other one and two bedroom units. SunWay Suites Unit 4 Pelican is a great little get away for one to two or four people wishing to spend time in Sarasota. It is a newly updated 1 bedroom, 1 full bathroom 550 square foot walk up ....

1 Bedroom(s) 1 Bath(s) Apartment
Sarasota, FL

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Find Affordable Sarasota Hotels, Vacation Rentals & Places To Stay

Plan your Sarasota 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 homes, condos or cottages that offer you the best available place to stay in Sarasota, Florida.
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Nearby Vacation Rentals for Tampa Bay Destinations

Find nearby vacation rentals and some of the Best Hotels with Cheap Rates in Sarasota, FL for you visit to the area, all a short drive to Sarasota, Florida. Spend quality time with your family and friends with cheap hotel prices 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.

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