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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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Search many beachfront Vacation Rentals & Cottages in Sarasota

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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 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

1/1 Tower Gulf Front W (072)

Unit 72 - 1 Bedroom 1 Bathroom Condominium With Full Gulf Views

This newly renovated, one bedroom one bathroom gulf front condo is located on the seventh floor of our Grand Tower Building. The views of the Gulf of Mexico from this condominium are perfect for watching evening sunsets! Because it is located in th ....

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

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Sarasota house

G's Beach House

Hidden Gem close to Beach and Bay

Tucked away from the traffic and noise our home sits on a dead end, 1 block from the bay so you can smell the salt water. We are located off the South Bridge and a one mile drive to the beach. The three bedroom pool home has been updated since 2016 ....

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

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Sarasota house

2/2 Bayside T Model (349)

Unit 349 - 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. The Bay side has a pool, hot tub and charcoal grills. It is also a very short stroll to the Gulf side part of our property which has another pool, two te ....

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

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Sarasota condo

Fisherman's Cove B109

Welcome To Our 2B/2B Beach Getaway That Is A Home Away From Home!

Enjoy your home away from home on the peaceful Siesta Key. This great 2 bedroom 2 bath is only a walk out of the back door to the beach. Enjoy seeing the newly made turtle nests or dolphins playing in your backyard. Located just off Turtle Beach at ....

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

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 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

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

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 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 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 house

Vamo Villa With Kayak

Super South Sarasota Location minutes to Water, Dining and Shopping

Vamo Villa, 1739 Joyce St, (NOW WITH JAN AVAILABILITY DUE TO CANCELLATION) is a 2 bedroom 1 ½ bath home, with beautiful, original terrazzo floors. It has just been refreshed with butcher block counters, new sink and paint. It is decorated in a vi ....

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

Sarasota Vacation Rental

Perfect 3/2 home! West of the trail, 10 min to downtown SRQ.

Fully remodeled 3 bed/2 bath 2 car garage Sarasota home. Located near the Ringling Museum and airport, WEST of the trail! Less than ten minutes to downtown and you can literally walk to the Sarasota Bay to watch the sunset each night. New king matt ....

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

Bay Tree Club

Beautifully kept Gulf view condo in Siesta Key

This beach front condo, in beautiful Siesta Key, is very well kept and has been nicely decorated. Located in a quiet area of the island, this end unit has lots of natural light. The condo parking space is in front of the apartment and the beach caban ....

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

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Sarasota house

Vacation Home

Extremely comfortable&clean VILLAS!!!! WINTER SEASON on SALE!!! BOOK NOW!!!

2 BR, 2 BA, sleeps large family, heated pool-jacuzzi, free WIFI, across lake POOL AREA & LAKE-VIEW, KING BED, WOOD-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! - 5 mins from the whitest sands of Siesta Beach!!! ....

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

Biltmore Pines

Bright 2 bedroom home 10 minutes to Siesta Key - Lots of restaurants nearby

This spotless, cozy and charming two-bedroom homes has an open concept it is lovingly maintained situated in a very desired location. As you enter the home youâ??ll find a bright living and dining areas with plenty of room for your gathering events ....

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

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Sarasota townhome

Vacation Home

Key West feel seconds away from Siesta Key!

This home is a two story townhouse with a Key West vibe! Spacious 1,042 sq. feet, 2beds, 1.5 bath, front and back porch, large balcony on the second floor off of the master bedroom, kitchen with granite countertops, dining room, living room, and a lo ....

2 Bedroom(s) 2 Bath(s) Townhome - Sleeps 4
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 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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Sarasota house

Green Lifeguard Stand- brand new with Free WiFi!

Green Lifeguard Stand- brand new with Free WiFi!

Be the head lifeguard in the Green Lifeguard Stand Tiny House. Decorated with Margaritaville Décor, you a destined to have a great time! This tiny house has everything you could need for a beach getaway. Kitchenette with refrigerator, induction cook ....

2 Bedroom(s) 1 Bath(s) Vacation Rental
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 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 condo

Tower 0307

A luxurious two-bedroom, two bath unit beautifully redecorated!

Sit and relax on the lanai and enjoy the spectacular view of the Gulf of Mexico and watch the breathtaking sunsets. This unit features a fully equipped gourmet kitchen, a 52" LCD HDTV with a DVR, a DVD and a PS3 (for Blu Ray DVD's), cordless telepho ....

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

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Sarasota villa

Timberwoods Vacation Villas

Your Home Away From Home!

Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! Famous Siesta Key is just 2 miles away! Loca ....

2 Bedroom(s) 2 Bath(s) Villa - Sleeps 4
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 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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