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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 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

Bird Lovers Relaxing place

Bird Lovers & Fishermen this is your ticket to Paradise

If you want to rent a room for the winter SEASON it is preferable, you will have a private bedroom full access to the kitchen and living room. If you want to Learn a Foreign Language I own a School so we can arrange for you to Learn Portuguese, Spani ....

5 Bedroom(s) 2 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

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 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

Vacation Home

Siesta Beach The BEST seaview from apartment

BEAUTIFUL apartment located directly on the No. 1 beach in the USA - Siesta Key! The apartment offers 2 bedrooms, living room with sofa bed and TV, fully equipped kitchen, two bathrooms with bath and shower, toilet, washing machine, tumble dryer. The ....

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

Vacation Home

Sunny Lido Beach Condo

1 Bedroom, 1 Bath condo with everything you need for a trip to the beach! Clean, bright and airy condo with a heated pool and King bed. Sofa bed in the living room allows for 4 guests total. Fully equipped kitchen, beach towels and chairs with a beac ....

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

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 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 townhome

SK private beach access

Siesta Key private beach access

Why stay in a cramped hotel "suite" when we have a beautiful, 2500 square foot townhouse only steps from the beach? Come enjoy our spacious 3 bedroom beach townhouse located among the resort community of Sara Sea Circle with direct, private beach ac ....

3 Bedroom(s) 3 Bath(s) Townhome - Sleeps 8
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

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

BS 1269

Beach Access - Tennis - Two Pools - Fishing Dock

New on the rental program - Beautifully updated 2-bedroom near the pool, tennis courts and path to the beach! Please be one of our first Guests! The moment you arrive at Gulf & Bay Club Bayside, youâ??ll appreciate the beauty, serenity, and charm of ....

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

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Sarasota bungalow

Coquina -Siesta Key Bungalows

Beautiful Bungalow Near All 3 Beaches and Has A Private Lagoon

This beautiful courtyard bungalow has a queen bed, sleeper sofa & full kitchen with cable TV. This property is close to 3 beaches on Siesta Key In Sarasota, Florida. This award winning resort (2017 Tripadviser Excellence Award for Top 10% in world & ....

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

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Sarasota condo

Tower 0605

Treat yourself to a completely remodeled and updated 6th floor 2 bedroom 2 bath ocean front condo.

Enjoy the beautiful sunsets with a direct view of the Gulf of Mexico and the world famous Crescent Beach. This unit comes equipped with a 55" flat screen TV in the Living room and a 40" flat panel TV in the master bedroom. Enjoy a sleep number adjus ....

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

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Sarasota condo

Vacation Home

AMAZING LOCATION LIDO BEACH SARASOTA GULF VIEWS & WALK TO ST. ARMAND'S CIRCLE

Amazing Location! Lido Beach Sarasota Gulf Views & walk to St. Armand's Restaurants & Shopping Enjoy Gulf views, a pool, hot tub and spa. Sleeps up to 6. 14 day minimum stay. This premier 2 bedroom, 2 bathroom corner condo with partial Gulf views is ....

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

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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

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

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 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 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

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 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

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

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

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

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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