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Sarasota Vacation Rentals, Hotels, Motels and Resorts in Siesta, Lido and Longboat Key

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Sarasota has a small town feeling while offering an active downtown and theater district and many attractions for a family vacation. Book your resort hotel on Longboat Key, Lido Key or Siesta Key beach, which offers "the whitest, finest beach sand in the world."


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Rentals 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 studio

Vacation Home

Sarasota Bay Waterfront Private Room @ Ramada

1st floor walk-out on the water side and beautiful sunsets! Freshly furnished in a modern style with a queen sized luxury mattress and tons of storage space. Enclosed shower. On property amenities include heated swimming pool, exercise room, on-site ....

1 Bedroom(s) 1 Bath(s) Studio - Sleeps 2
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

Home away from home

YOUR HOLIDAY HOME! Stylish Villa Near Siesta Beach, #1Beach in USA.

2 bedrooms, 2 baths, patio, garden, garage. Light and comfortable property just 2 miles away from famous Siesta Key Beach. Pool and a hot tub are a few steps away, as well as tennis courts. Webber grills at the Club House offer a fantastic opportunit ....

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

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Sarasota apartment

Unit 2 Plover

SunWay Suites Unit 2 Plover

Please visit our other three one and two bedroom units. SunWay Suites Unit 2 Plover is a great little get away for one to two people wishing to spend time in Sarasota. It is a newly updated 1 bedroom, 1 full bathroom 550 square foot apartment with sc ....

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

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Sarasota condo

Vacation Home

2BR/2 Private Bath - Great Location/Free WIFI

Beautiful updated 2BR/2 private baths. Open concept overlooking exclusive Pal Aire Golf Course and stream with an abundance of wildlife. King Size (Craft Master) bed in MBR and Queen in second BR. Free Washer and Dryer available. WIFI and all uti ....

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

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Sarasota condo

The Hideaway

Condo Close to Downtown, Lido & Siesta Key!

Welcome to your downtown Sarasota Beach Vacation Home! This beautiful second story condo is a 5 minute drive from the world famous Siesta Key, the beautiful white sands of Lido Key, St. Armands Circle and a 2 minute drive from fine dining & nightlife ....

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

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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 condo

Central Park Bayou

NEW LISTING! Charming condo w/ shared pool, hot tub, tennis courts & more!

Enjoy this beautiful condo in a gorgeous downtown community, featuring great amenities such as a shared pool, hot tub, tennis courts, and even a gym and fitness facility. The condo is fully equipped with a kitchen for easy meal preparation and there ....

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

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Sarasota condo

Boatyard Village Condos

Minutes from Siesta Key Beach

This comfortable and spacious two-bedroom, two-bathroom condo is perfect for entertaining, with a balcony overlooking the Boatyard Village canal and a spiral staircase leading directly to the pool downstairs. The end-unit condo is 1,262 square feet o ....

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

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Sarasota house

Vacation Home

Large 2000sqf Fully Remodeled Pool House! 30%OFF

Relax in the neighborhood's largest rental villa, situated in a quiet secluded area of Sarasota. House has a 32' pool with a nice outdoor area for relaxing, grill is also available. If you are looking to unwind in the sun, then look no further than ....

4 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 8
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

Gulf Gate: Designer 3/2 split plan, 4 min to Siesta Lg yard for dogs to run/play

Sleeps 6. Light and Bright 1740 sq. ft. Just renovated Mid-Century Coastal Modern Split plan. Totally new bath rooms, closets, floors and paint. King bed in master bedrm., Queen in 2nd bedrm. and sleeper sofa 3rd bedrm./office. Updated kitchen with g ....

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

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Sarasota condo

Tower 0710

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

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 house

Vacation Home

Only 150 yards to beautiful Siesta Key Beach and heated pool!

Newly updated Siesta Key villa just been upgraded with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the ....

2 Bedroom(s) 1 Bath(s) Vacation Rental - Sleeps 4
Sarasota, FL

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Sarasota condo

1722 Starling in The Landings

Snowbird rental at The Landings in beautiful Sarasota

Snowbirds, looking for the perfect Florida vacation retreat in Sarasotaâ??s most desired gated waterfront communities? Perfect, newly renovated three Bedroom, two Bath Coach House in The Landings is waiting for you! As you enter this beautiful condo ....

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

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Sarasota house

Sarasota All Inclusive Executive Rental

Sarasota All Inclusive Executive Rental

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. This is a 1000 square foot n ....

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

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Sarasota condo

Vacation Home

LIDO BEACH CONDO 1BR/1.5 BATH, STEPS FROM BEACH, WALK TO ST ARMANDS CIRCLE

Newly listed. 1 Bedroom, 1 full bath and one half bath, 4th floor condominium with screened in balcony and partial water views. Recently remodeled kitchen. King bed in bedroom. Queen pull out couch in living room, which is surprisingly comfortable ....

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

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Sarasota condo

Vacation Home

Upscale, Pristine Penthouse with Full Waterview, short and long term rentals.

***Seeking full month of January and April renter*** Harbor Towers is located on the Intracoastal waterway, across the street from Crescent Beach, on of the worlds finest beaches. On the property, which is pristinely kept are tennis courts, swimmin ....

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

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Sarasota condo

Vacation Home

WINTER SPECIAL in Sienna Park minutes to SIESTA BEACH

Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! SIENNA PARK: Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. This tro ....

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

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Sarasota condo

Ashton Lakes

Your new vacation home in Paradise!

Ashton Lakes is situated on 33 acres with 4 lakes, two pools and two tennis courts. Free WiFi with expanded cable included. Garbage, water,electric also included. NO EXTRAS! Complete kitchen,all linens beach chairs and towels. King bed in master. Hi ....

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

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Sarasota condo

The Beach Club At Siesta #200B

The Beach Club at Siesta Key #200B: 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

1/1 Tower Gulf View S (038)

SAVE 15% on High Demand cancelled week in March!! (3/2 - 3/9) Only $295 /night!

Shorter Stays (3 - 6 nights) are available!! Click on "Ask Manager a Question" Most weeks ( 7 night minimum Sat-Sat required ) Unit 38- Beautifully Remodeled and Updated 1 Bedroom/1 Bathroom- Amazing View of the #1 Beach This one bedroom one bathr ....

1 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
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 house

Vacation Home

The Sea is Calling - 3 BR 2 Bath Home with Heated Pool Close to Many Beaches

This stunning 3 bedroom 2 bathroom heated pool home comfortably sleeps 8 and is located in a cul de sac in the well established Sara Bay Neighborhood of Whitfield Estates. It is close to many beaches, museums, restaurants, and eco friendly activiti ....

3 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 8
Sarasota, FL

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Sarasota condo

Key Towers South

Ocean Front - Gulf, Bay & City Views - Watch Dolphins Play, Sunrises & Sunsets!

Outdoors is a Private Beachfront and Heated Pool. Inside is a fully stocked kitchen, and linen closets. We have beach chairs, sand toys and a beach umbrella, flat screen tvs in living room, and both bedrooms. There is WiFi at all common areas as w ....

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

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Sarasota condo

Vacation Home

Great VALUE! Winter on SALE!!!HIGH-SEASON SPECIAL, DO NOT MISS IT!!!!!!!!!!!!

Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! My fully equipped condos are good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). SIEN ....

1 Bedroom(s) 1 Bath(s) Condo - Sleeps 2
Sarasota, FL

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Sarasota condo

Vista Hermosa

Siesta Key Condo nearby Famous White Sands of Siesta Beach

This beautiful natural light end unit has been delightfully remodeled offers a comfortable beach decor environment overlooking the Vista Hermosa Community Pool. A split bedroom plan is ideal for your vacation, each with flat screen TV. Master Bedro ....

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

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Sarasota house

Vacation Home

Charming Bungalow in downtown Sarasota

Live like a native in this charming and well appointed downtown bungalow. This 1924 home has been renovated enough to have all of the modern conveniences without losing any charm. You can walk across the street to the artist district of Towles Cour ....

3 Bedroom(s) 1 Bath(s) Vacation Rental - Sleeps 6
Sarasota, FL

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Sarasota house

Tiny House Flamingo- Cute and vibrant with Free WiFi

Tiny House Flamingo- Cute and vibrant with Free WiFi

Your next vacation can have the relaxation of the beach with the cozy environment of Tiny House Flamingo. Flamingo once was occupied as a permanent residence and now resides with us at Tiny House Siesta. Master bedroom is in a loft that has a full se ....

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

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