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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 house

Casa Flores

Casa Flores Beachy Chic Home close to Siesta Beaches

This charming home is minutes to the beautiful sandy beaches of Siesta Key, and a short walk to Nora Patterson bay Park. Newly renovated with an open breezy plan, this three bedroom three full bath home is the perfect location for beaching or the hi ....

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

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Sarasota house

SIESTA KEY COTTAGES CRESCENT 4

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, ....

8 Bedroom(s) 8 Bath(s) Vacation Rental
Sarasota, FL

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Sarasota condo

Siesta Palms by the Beach

Siesta Palms by the Beach, 2Br/1B Majesty Palm #2C

Our Siesta Palms by the Beach building just completed a total renovation including new kitchens with stainless steel appliances and quartz counter tops, new bathrooms, 20â?? porcelain tile throughout, new windows & doors, furniture and flat screen TV ....

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

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Sarasota condo

Vacation Home

Sept 2 - Sept 9 Labor Day ~ One Week on Siesta Key Best Beach ~ Weekend Included

We can't use the week Sept 2-Sept 9 2017 so must rent it out to a lucky family or 2 couples.. Huge, beautiful space overlooking the blue waters of the Caribbean Sea. This is a 2 bedroom 2 bath penthouse apartment with full-kitchen, living room, di ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
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

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

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 house

Beach Amore Lido

Beach Access, St Armand's Circle, Prime Location Private Home, Fire Pit sleeps 6

Location! Location! Location! First Time as Vacation Rental. Special Intro Prices til Christmas! Original Florida Beach Bungalow completely transformed to today's high end standards is located One House from the Beach Path thru N.Polk Park on ....

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

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Sarasota house

Sapphire Shores Pool Home

Walk to Waters Edge, WiFi, Dogs Allowed, 50's Retro Furnishings, Den, Newly Renovated, Pool, Fence

Reserve this home to see the most amazing and spectacular sunset on the Gulf of Mexico on your vacation at our Indian Beach oasis!! Only an 11 minute beautiful walk to Indian Beach Park for an amazing evening sunset, every night of your stay. Th ....

3 Bedroom(s) 2 Bath(s) Vacation Rental
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 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

Waterfront Siesta Key Home just step to siesta key beach!!!

This 6 BED , 3 BATH Home is a Gorgeous Gated Residence ! Just steps from World Famous Siesta Key Beach . Perfect location between the Village and a main entrance to Siesta Key Beach!! Bar's, Restaurants, Shopping, Sport Rentals��..EVERYTHING is w ....

6 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 12
Sarasota, FL

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Sarasota condo

Gulf Front Condo 2 bedroom

Luxury Condo Full Gulf View

This gorgeous, totally renovated 2-bedroom 2-bath condo boasts stunning full Gulf of Mexico views. Enjoy coffee each morning on your top floor lanai or relax with a glass of wine and sunsets each evening. Every inch of this spacious open plan luxury ....

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

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Sarasota house

The Happy Habitat

The Happy Habitat, in the heart of Sarasota, mins to SK, shopping, restaurants.

Welcome! As seasoned travelers, we always prided ourselves on finding properties that were really comfortable, super clean and offered lots of natural daylight and ultimately, offered a LOT of value for the money. So, as we embarked on acquiring our ....

2 Bedroom(s) 2 Bath(s) Vacation Rental - Sleeps 6
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

2/2 Bayside T Model (316)

Unit 316 - 2 Bedroom 2 Bathroom Bay Side Interior Condominium

This second floor 2-bedroom 2-bathroom condominium is located on the Bay side of our property. This unit requires a five night minimum stay. The Bay side has a pool, hot tub and charcoal grills. It is also a very short stroll to the Gulf side part ....

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

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Sarasota house

Sapphire Cottage

NEW LISTING! Renovated and unique cottage minutes from downtown, WiFi included!

Enjoy a memorable Sarasota vacation at this eclectic cottage with unique art pieces throughout the inside and outside. Nestled among the palm trees, this charming retreat offers central A/C, a private washer and dryer, and cable TV. There's also a pa ....

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

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Sarasota condo

Vacation Home

First-floor condo with spacious 3.2 miles from Siesta Key Beach!

This tastefully furnished condo offers a modern kitchen with stainless steel appliances, dining area, 2 bedrooms(1 king bed & 1 double bed), 2 full bathrooms, a sleeper sofa, and a private outdoor patio with a charcoal grill . This unit has been upda ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
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 hotel

Casa Sea Esta

New Listing! Studio Condo with heated pool, volley ball and more on Sara Cay!

Why stay in a stuffy, cookie cutter hotel room when you can enjoy all the comforts of home in this privately-owned studio condo at the Sara Cay Club at the Ramada Inn Sarasota, 7150 N Tamiami Trail. The Casa Sea Esta is a newly remodeled 360 sq. ft. ....

1 Bedroom(s) 1 Bath(s) Resort Hotel - Sleeps 3
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

Family and pets friendly home with fenced backyard

This beautiful house has an open floor plan. Fully equipped kitchen with granite counter tops and stainless steel appliances is connected with a living room and a breakfast/lunch area. Tastefully furnished and decorated dining room is on the other ....

3 Bedroom(s) 2 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 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

Vacation Home

WALK ACROSS TO BEACH OR STROLL TO ST. ARMANDS CIRCLE- 1 BDRM 1 BATH

Are You a Beach lover? The beach towels and chairs are ready for You! We recently purchased this gem- and it will be available for December, January & February. I will rent December alone, and January with February. Excuse the bareness of the ro ....

1 Bedroom(s) 1 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 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 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

Vacation Home

NEW EVERYTHING 3 BED Luxury detached villa Walk to Siesta Key beach New Pool

Our 3 bedroom 3 bathroom ground floor villa, Is a stand alone home a 3 minute walk to the number 1 beach in the USA Everything is new inside and out Each off the bedrooms have a private bathroom And a 50 inch HDTV The living room has a 55 inch HDTV A ....

3 Bedroom(s) 3 Bath(s) Vacation Rental - Sleeps 6
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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