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  • 4 BR canal home Sleeps 8 by FVC
    From $764 per night (USD)

    VRBO

    4 BR canal home Sleeps 8 by FVC

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Florida Vacation Connection welcomes you to Malibu, a 4 brm/3 bth oversized pool home with 2 car garage. An open Kitche ...

    From $764 per night (USD)

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    Details
  • Cute 1 BR Suite -Stunning Courtyard - Lighted Splashpad
    From $218 per night (USD)

    Expedia

    Cute 1 BR Suite -Stunning Courtyard - Lighted Splashpad

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Make your stay in Sarasota memorable and experience our tropical oasis! This freshly remodeled private guest suite is p ...

    From $218 per night (USD)

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    Details
  • ROYS PLACE is romantic and ALL TO YOURSELF
    From $213 per night (USD)

    VRBO

    ROYS PLACE is romantic and ALL TO YOURSELF

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    NAMED #1 BEST VACATION RENTAL WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE MAGAZINE for the past 3 years. I LOVE ROYS ...

    From $213 per night (USD)

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  • Gorgeous Sarasota Private Home with Heated Pool
    From $257 per night (USD)

    Expedia

    Gorgeous Sarasota Private Home with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Kind Edward Sarasota is a spacious, well-laid out 3 bedroom, 2 bathroom, private home with everything you need to ha ...

    From $257 per night (USD)

    Expedia

    Details
  • Horizons West Villa B-7 - Located on Crescent Beach - it's #1
    From $311 per night (USD)

    VRBO

    Horizons West Villa B-7 - Located on Crescent Beach - it's #1

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel applian ...

    From $311 per night (USD)

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  • Mango @ El Tropicale Vacation Rentals Downtown Sarasota
    From $363 per night (USD)

    Expedia

    Mango @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Ideally located in a beautiful residential neighborhood in downtown Sarasota. Walk to the area's wonderful restaurants, ...

    From $363 per night (USD)

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    Details
  • Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota
    From $222 per night (USD)

    VRBO

    Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    New & modern 1B1B 1st floor condo has access to the courtyard where you can enjoy a cookout or just relax . Located in t ...

    From $222 per night (USD)

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  • Lemon @ El Tropicale Vacation Rentals Downtown Sarasota
    From $227 per night (USD)

    Expedia

    Lemon @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Ideally located in a beautiful residential neighborhood in downtown Sarasota. Walk to the areas wonderful restaurants, c ...

    From $227 per night (USD)

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    Details
  • The Forever Beach Cottage Studio Room!
    From $148 per night (USD)

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    The Forever Beach Cottage Studio Room!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We have designed this studio to make you feel at home, while giving you the coastal feel of Sarasota so you can feel lik ...

    From $148 per night (USD)

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    Details
  • LIDO BEACH/ST. ARMAND'S CIRCLE  #101
    From $280 per night (USD)

    VRBO

    LIDO BEACH/ST. ARMAND'S CIRCLE #101

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Property is an eight (8) unit building furnished with high quality furniture, King and Queen size beds, reclining sofa i ...

    From $280 per night (USD)

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  • Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota
    From $227 per night (USD)

    VRBO

    Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Ideally located in a beautiful residential neighborhood in downtown SRQ. Walk to the area's wonderful restaurants, cafes ...

    From $227 per night (USD)

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  • NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon
    From $374 per night (USD)

    Expedia

    NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Sarasota Pool home near beaches, shopping, dining and more!! With sleeping for up to 10 guests and 3 full baths you ca ...

    From $374 per night (USD)

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    Details
  • Orange @ El Tropicale Vacation Rentals Downtown Sarasota
    From $250 per night (USD)

    VRBO

    Orange @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Modern condo w/ high-end decor featuring two bedrooms that sleeps up to 6 guests.One king bed, one guest bedroom with qu ...

    From $250 per night (USD)

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    Details
  • Stunning Siesta Key,,  .  , Walk to Shell Beach, HEATED POOL - Discounts
    From $724 per night (USD)

    Expedia

    Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    14

    Come and enjoy our large Beautifully furnished 3 story home, with 4 master bedrooms, with adjoining full bathrooms, all ...

    From $724 per night (USD)

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    Details
  • Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach
    From $1214 per night (USD)

    VRBO

    Holiday Sunshine Savings: Luxurious Waterfront Retreat minutes from beach

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Villa Siesta sits poetically in a walled, gated garden on deep, azure-colored Hansen Bayou with views of Sarasota Bay & ...

    From $1214 per night (USD)

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  • Luxury condominium downtown
    From $673 per night (USD)

    VRBO

    Luxury condominium downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Bayside high rise condo....amazing views, 24-hr security. New construction on Sarasota Bay, directly across from Marina ...

    From $673 per night (USD)

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  • Paradise at Lido Beach!
    From $134 per night (USD)

    VRBO

    Paradise at Lido Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    30 day minimum Dec. - April. *Inquire about rentals May - Dec. at the "ask owner a question" link in the side bar. We j ...

    From $134 per night (USD)

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    Details
  • Palm @ El Tropicale Vacation Rentals Downtown Sarasota
    From $265 per night (USD)

    Expedia

    Palm @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Modern 2B1B unit with all the comforts of home The beautiful courtyard has a gas grill, tables/chairs, chaises & hammock ...

    From $265 per night (USD)

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    Details
  • 50 feet from Lido Beach
    From $164 per night (USD)

    VRBO

    50 feet from Lido Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Wonderful and clean one bedroom condo on the second floor overlooking Lido beach. Just cross the street and you are on t ...

    From $164 per night (USD)

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    Details
  • Stunning home near Siesta & DT w/heated pool, hot tub, fire pit, playland & more
    From $575 per night (USD)

    VRBO

    Stunning home near Siesta & DT w/heated pool, hot tub, fire pit, playland & more

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Welcome to The Palmieri - the ideal Sarasota family vacation destination! Minutes from DT, Siesta & Lido beach, our beau ...

    From $575 per night (USD)

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    Details
  • Not your Grandmothers Beach House
    From $211 per night (USD)

    VRBO

    Not your Grandmothers Beach House

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stay where the Ringling Brothers Circus used to house their performers... but now in a magnificent fully renovated beach ...

    From $211 per night (USD)

    VRBO

    Details
  • Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
    From $837 per night (USD)

    Expedia

    Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of Sarasota. Step ins ...

    From $837 per night (USD)

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    Details
  • ROYS PLACE Romantic / Private Near Downtown and Beaches. Private Heated Pool!
    From $192 per night (USD)

    VRBO

    ROYS PLACE Romantic / Private Near Downtown and Beaches. Private Heated Pool!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    NAMED #1 BEST VACATION RENTAL WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE MAGAZINE FOR 2022. This is a nicely remod ...

    From $192 per night (USD)

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    Details
  • Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota
    From $252 per night (USD)

    Expedia

    Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Modern 2B1B unit with all the comforts of home The beautiful courtyard has a gas grill, tables/chairs, chaises & hammock ...

    From $252 per night (USD)

    Expedia

    Details
  • Lime @ El Tropicale Vacation Rentals Downtown Sarasota
    From $198 per night (USD)

    VRBO

    Lime @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    New & modern 1B1B unit with access to the courtyard where you can enjoy a cookout, lounge in a chaise, dine alfresco, or ...

    From $198 per night (USD)

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    Details
  • Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
    From $166 per night (USD)

    Expedia

    Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    A charming 1925 Spanish style home beautifully furnished with books, art and beach charm. Less than 6 miles to the amazi ...

    From $166 per night (USD)

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    Details
  • Downtown Sarasota House By Siesta Key and Golfing
    From $172 per night (USD)

    VRBO

    Downtown Sarasota House By Siesta Key and Golfing

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Downtown Sarasota House is 1 bedroom, 1 bathroom unit conveniently located near Siesta Dr that takes you all the way to ...

    From $172 per night (USD)

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    Details
  • AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA
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    Expedia

    AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A piece of heaven awaits you in Sarasota! Perfect for couples (with baby or toddler), solo adventurers and business tra ...

    Click For Pricing

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    Details
  • 2 Bedroom Beachfront Condo by FVC
    From $536 per night (USD)

    VRBO

    2 Bedroom Beachfront Condo by FVC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a bea ...

    From $536 per night (USD)

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    Details
  • Beautiful Sarasota!! Aaah!!-Relaxation,Joy,Peace & Fun!
    From $269 per night (USD)

    Expedia

    Beautiful Sarasota!! Aaah!!-Relaxation,Joy,Peace & Fun!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Along with an outdoor pool, this smoke-free hotel has a snack bar/deli and coffee/tea in a common area. Free on-the-go b ...

    From $269 per night (USD)

    Expedia

    Details
  • Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
    From $180 per night (USD)

    VRBO

    Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...

    From $180 per night (USD)

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    Details
  • Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
    From $180 per night (USD)

    Expedia

    Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    All BRAND-NEW, IKEA-Inspired Villa near it all in central Sarasota! Private entrance, barbecue, washer/dryer, streaming ...

    From $180 per night (USD)

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    Details
  • Sarasota Home in Historic District w/ Patio!
    From $394 per night (USD)

    VRBO

    Sarasota Home in Historic District w/ Patio!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to the Historic Burns Court Cottages! This 2-bed, 2.5-bath vacation rental in Sarasota provides everything you n ...

    From $394 per night (USD)

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    Details
  • Spacious Condo on Lido Beach in Sarasota
    From $289 per night (USD)

    VRBO

    Spacious Condo on Lido Beach in Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Plenty of room for family visits in this bright, spacious 2 bedroom, plus den, 2 bathroom condo with 2,000 sf of living ...

    From $289 per night (USD)

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    Details
  • Luxurious Outdoor Oasis - Spectacular Courtyard!
    From $446 per night (USD)

    VRBO

    Luxurious Outdoor Oasis - Spectacular Courtyard!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Book your vacation knowing that a one-of-a-kind experience awaits you. This home is well-equipped for travelers of all ...

    From $446 per night (USD)

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    Details
  • Zen-Inspired House in Downtown Sarasota
    From $437 per night (USD)

    VRBO

    Zen-Inspired House in Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our vacation rental is located in downtown Sarasota with 2 Bedrooms and 2 Bathrooms with a large living area with 20' ce ...

    From $437 per night (USD)

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    Details
  • Best Location!  Right next to St Armands Circle and Lido Key!
    From $178 per night (USD)

    VRBO

    Best Location! Right next to St Armands Circle and Lido Key!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Location Location Location. This is the best location in the entire area. Short walking distance to both St. Armands ...

    From $178 per night (USD)

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    Details
  • BLUE OASIS: An inviting downtown Sarasota retreat
    From $176 per night (USD)

    VRBO

    BLUE OASIS: An inviting downtown Sarasota retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This quiet home provides comfortable living for up to 4 people and offers a private fully fenced yard, two Smart TVs and ...

    From $176 per night (USD)

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    Details
  • Lido Breeze - 1/2 Block From Beach - Private Pool
    From $762 per night (USD)

    VRBO

    Lido Breeze - 1/2 Block From Beach - Private Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Lido Breeze on Lido Key in beautiful Sarasota, Florida. This vacation property features four bedrooms and thr ...

    From $762 per night (USD)

    VRBO

    Details
  • Resort-Style Coastal Villa - Luxurious Courtyard - Splash Pad, Fire Pit, and More!
    From $284 per night (USD)

    Expedia

    Resort-Style Coastal Villa - Luxurious Courtyard - Splash Pad, Fire Pit, and More!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Looking for the perfect spot to escape to with family and friends? Envision a place where your most difficult decision i ...

    From $284 per night (USD)

    Expedia

    Details
  • Gorgeous 3\/3 pool home on water Lido Key!
    From $848 per night (USD)

    VRBO

    Gorgeous 3\/3 pool home on water Lido Key!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Experience the charm of this elegant 3-bed, 3-bath home, just a short walk from the serene Lido Beach. Featuring a priva ...

    From $848 per night (USD)

    VRBO

    Details
  • Cozy Sarasota Retreat - 3 Blocks to the Coast!
    From $138 per night (USD)

    Expedia

    Cozy Sarasota Retreat - 3 Blocks to the Coast!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to this top-floor Sarasota unit for a trip filled with enough sun, sand, and surf to last a lifetime! Offering 2 ...

    From $138 per night (USD)

    Expedia

    Details
  • CASA DEL SOL #2L
    From $283 per night (USD)

    VRBO

    CASA DEL SOL #2L

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    PRIME LOCATION - 2 min walk to beach, approximately 5-7 min walk to St. Armand’s Circle with many restaurants, cafes, ba ...

    From $283 per night (USD)

    VRBO

    Details
  • Downtown Sarasota Home By Siesta Key and Golfing
    From $218 per night (USD)

    Expedia

    Downtown Sarasota Home By Siesta Key and Golfing

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful remodeled apartment in a quiet neighborhood. 10min to Dwtn, 15min to Siesta & Lido Beach. Unit has 1 bedroom w ...

    From $218 per night (USD)

    Expedia

    Details
  • St. Armand's Dream Home
    From $1111 per night (USD)

    VRBO

    St. Armand's Dream Home

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Lovely remodeled and refurbished 4 bedroom 5 bath pool home on desirable St. Armand's Circle! This 3,000 s.f. home comfo ...

    From $1111 per night (USD)

    VRBO

    Details
  • “Over the Rainbow!” Vacation Rental Relaxing retreat 5 miles from everything!
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    Expedia

    “Over the Rainbow!” Vacation Rental Relaxing retreat 5 miles from everything!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Paradise in a single family home awaits you. Only 5 miles to Siesta Key Beach parking, Siesta Key Village (restaurants, ...

    Click For Pricing

    Expedia

    Details
  • Longboat Key Club!! Direct Beachfront!!
    From $314 per night (USD)

    VRBO

    Longboat Key Club!! Direct Beachfront!!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy your morning coffee on your spacious, open-air, Gulf view Balcony overlooking your included beach and swimming poo ...

    From $314 per night (USD)

    VRBO

    Details
  • Private Villa steps to Lido Beach
    From $229 per night (USD)

    Expedia

    Private Villa steps to Lido Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful private villa located across the street from Lido Beach and a 10 minute walk to St. Armands Circle. Villa has ...

    From $229 per night (USD)

    Expedia

    Details
  • Tranquil St. Armand's Pool Home
    From $776 per night (USD)

    VRBO

    Tranquil St. Armand's Pool Home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This is a fabulous 4 bedroom 3 bath home with a light and bright open floor plan. You will enjoy the new kitchen with gr ...

    From $776 per night (USD)

    VRBO

    Details
  • Single Family Home.  Not far from beaches.<br><br>Also listed on Airbnb 5 star
    From $239 per night (USD)

    VRBO

    Single Family Home. Not far from beaches.<br><br>Also listed on Airbnb 5 star

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy a relaxing experience at this centrally-located home in Sarasota. Less than 10miles from the #1 beach in the US, S ...

    From $239 per night (USD)

    VRBO

    Details
  • Tranquil private pool home near Siesta Key Beach\n
    From $316 per night (USD)

    VRBO

    Tranquil private pool home near Siesta Key Beach\n

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Our stylish 2,200 sq.ft. home has been decorated in beach cottage style, an eclectic mix of shabby chic and vintage pi ...

    From $316 per night (USD)

    VRBO

    Details
  • STEPS TO LIDO BEACH & SHORT WALK TO ST. ARMAND’S CIRCLE
    From $283 per night (USD)

    VRBO

    STEPS TO LIDO BEACH & SHORT WALK TO ST. ARMAND’S CIRCLE

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    PERFECT LOCATION - approx 2 min walk to LIDO BEACH & approx 5-7 min walk to ST ARMAND’S CIRCLE. Ideal for 2 couples or ...

    From $283 per night (USD)

    VRBO

    Details
  • Peaceful 1bed/1bath Condo Golf & Lake views in the Meadows
    From $96 per night (USD)

    VRBO

    Peaceful 1bed/1bath Condo Golf & Lake views in the Meadows

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Great condo in the Meadows, Longwater Chase Community, on the 2nd floor (no elevator), 1 parking spot included. This is ...

    From $96 per night (USD)

    VRBO

    Details
  • Sarasota Waterfront Paradise- Location, Location...!!\n
    From $289 per night (USD)

    Expedia

    Sarasota Waterfront Paradise- Location, Location...!!\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your private waterfront paradise in the heart of Sarasota! This beautifully designed 3-bedroom, 2-bathroom re ...

    From $289 per night (USD)

    Expedia

    Details
  • 3 Miles to Siesta Beach 3bdr/2bth with heated pool
    From $287 per night (USD)

    VRBO

    3 Miles to Siesta Beach 3bdr/2bth with heated pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The BEST rental option to complete all your vacation planning! Everything remodeled and brand new in this 3 bed, 2 bath ...

    From $287 per night (USD)

    VRBO

    Details
  • Gorgeous renovation with pool, minutes from beach
    From $377 per night (USD)

    Expedia

    Gorgeous renovation with pool, minutes from beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacio ...

    From $377 per night (USD)

    Expedia

    Details
  • Heated Pool ❤ Home- Close to Beaches, Restaurants
    From $267 per night (USD)

    VRBO

    Heated Pool ❤ Home- Close to Beaches, Restaurants

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful 3/2 single-level Heated Pool home with almost 1600 sf of living space. Located in Southgate & close to everyt ...

    From $267 per night (USD)

    VRBO

    Details
  • Tropical Retreat with free pool heat!
    From $393 per night (USD)

    Expedia

    Tropical Retreat with free pool heat!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Get ready for a perfect vacation! This beautifully renovated house is located in one of the best areas of Sarasota. Mat ...

    From $393 per night (USD)

    Expedia

    Details
  • Beautiful Downtown Sarasota home with tropical garden.
    From $293 per night (USD)

    VRBO

    Beautiful Downtown Sarasota home with tropical garden.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    BEAUTIFUL SINGLE-FAMILY HOME IN THE HEART OF SARASOTA. WALKING DISTANCE TO DOWNTOWN, SHOPPING AND JUST A FEW MINUTES DRI ...

    From $293 per night (USD)

    VRBO

    Details
  • Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
    From $238 per night (USD)

    VRBO

    Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Home is owned by 2 artists and filled with classic contemporary interior. Furnished with custom designed furniture by th ...

    From $238 per night (USD)

    VRBO

    Details
  • Arlington Park  Amazing Location   Pet Friendly  2 Master Suites Home
    From $166 per night (USD)

    VRBO

    Arlington Park Amazing Location Pet Friendly 2 Master Suites Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Family and Pet Paradise. En suit Queen Master with walk-in luxury shower AND KING Master. Third bedroom is office with Q ...

    From $166 per night (USD)

    VRBO

    Details
  • Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
    From $222 per night (USD)

    Expedia

    Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    If you are looking for a quiet island beach community that offers alot to do, then you've come to the right place. Th ...

    From $222 per night (USD)

    Expedia

    Details
  • Luxury 2 bedroom Beachfront Condo by FVC
    From $883 per night (USD)

    VRBO

    Luxury 2 bedroom Beachfront Condo by FVC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FL Vacation Connection offers this 2brm luxury condo. 3rd floor. 1700 sq ft. 52' beachfront balcony. Large Living, dini ...

    From $883 per night (USD)

    VRBO

    Details
  • Modern Coastal Home near Siesta Key and Downtown
    From $353 per night (USD)

    Expedia

    Modern Coastal Home near Siesta Key and Downtown

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This modern coastal designed home will be your ultimate vacation retreat. Three spacious bedrooms, three bathrooms and a ...

    From $353 per night (USD)

    Expedia

    Details
  • Sarasota Modern Home minutes to Siesta & Downtown
    From $312 per night (USD)

    VRBO

    Sarasota Modern Home minutes to Siesta & Downtown

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    9

    This modern home will be your ultimate vacation retreat. Three spacious bedrooms, office/den, two bathrooms and a modern ...

    From $312 per night (USD)

    VRBO

    Details
  • Siesta Key Private Lakefront Oasis.  Beautiful 3 Bdrm Home with Heated Pool.
    From $511 per night (USD)

    Expedia

    Siesta Key Private Lakefront Oasis. Beautiful 3 Bdrm Home with Heated Pool.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Surrounded by lush, tropical garden, our private villa is situated on a quiet cul-de-sac bordered on two sides by Lake N ...

    From $511 per night (USD)

    Expedia

    Details
  • Specious and renovated 2 bed 2 bath house
    From $194 per night (USD)

    VRBO

    Specious and renovated 2 bed 2 bath house

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Hello and thank you for visiting our listing of our freshly renovated house with brand new kitchen and new bathrooms! ...

    From $194 per night (USD)

    VRBO

    Details
  • 2.5 miles to Siesta Key! Rated the #1 Beach in the US!
    From $509 per night (USD)

    Expedia

    2.5 miles to Siesta Key! Rated the #1 Beach in the US!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Location, Location!! We are 5 mins to beautiful downtown Sarasota & St. Armand's Circle and only 2.5 miles to Siesta Ke ...

    From $509 per night (USD)

    Expedia

    Details
  • Adorable two bedroom condo\nwalk to the beach and st Armand’s circle
    From $246 per night (USD)

    VRBO

    Adorable two bedroom condo\nwalk to the beach and st Armand’s circle

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Be sure to check out our other properties 512091- Living the Dream on Lido I ***************************************** ...

    From $246 per night (USD)

    VRBO

    Details
  • Cozy vacation home 5 mins from downtown!!!
    Click For Pricing

    Expedia

    Cozy vacation home 5 mins from downtown!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Keep it simple at this peaceful and centrally-located place. A perfect place to bring your family to vacation. Close to ...

    Click For Pricing

    Expedia

    Details
  • Another Day in Paradise!
    From $442 per night (USD)

    VRBO

    Another Day in Paradise!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Slow it down and relax. Stay on beautiful Siesta Key, home of the #1 beach in the nation! Our separate guest house is th ...

    From $442 per night (USD)

    VRBO

    Details
  • Lido Beach Walk! One block to beach!
    From $174 per night (USD)

    Expedia

    Lido Beach Walk! One block to beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Sarasota Certificate of Registration # VR22-00027 Minimum 7 night stay Lovely, well appointed one bedroom guest house wi ...

    From $174 per night (USD)

    Expedia

    Details
  • Comfortable home, heated salt-cell pool with child-safety, 10 min from the beach
    From $232 per night (USD)

    VRBO

    Comfortable home, heated salt-cell pool with child-safety, 10 min from the beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Very clean and comfortable 2 bedroom 2 bath home with screened lanai and heated salt-cell pool with pool child safety fe ...

    From $232 per night (USD)

    VRBO

    Details
  • Coconut Cottage | Home on Lido Key w/ Private Heated Pool/Spa, Walk to Lido Beach & St. Armands!
    From $721 per night (USD)

    Expedia

    Coconut Cottage | Home on Lido Key w/ Private Heated Pool/Spa, Walk to Lido Beach & St. Armands!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Escape to the Charm of Coconut Cottage – Your Private Lido Key Retreat Discover your perfect getaway at Coconut Cottage, ...

    From $721 per night (USD)

    Expedia

    Details
  • Sunny Palms - Spacious home with private garden by Gulfcoast Holiday Homes
    From $236 per night (USD)

    VRBO

    Sunny Palms - Spacious home with private garden by Gulfcoast Holiday Homes

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover this beautiful and spacious home nestled in an ideal neighborhood, perfect for relaxation and exploration. Enjo ...

    From $236 per night (USD)

    VRBO

    Details
  • Beachfront 2 beds/2 baths w/ Balcony LIDO BEACH TOWERS
    From $304 per night (USD)

    Expedia

    Beachfront 2 beds/2 baths w/ Balcony LIDO BEACH TOWERS

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your beachfront getaway at St. Armands Towers (North) on Lido Key! This spacious 2-bed, 2-bath condo is spre ...

    From $304 per night (USD)

    Expedia

    Details
  • Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
    From $137 per night (USD)

    VRBO

    Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Rest and relax in this beautiful first-floor condo while being close to everything downtown Sarasota has to offer includ ...

    From $137 per night (USD)

    VRBO

    Details
  • The Historic Bird House Bungalow - Old Florida Charm
    From $181 per night (USD)

    VRBO

    The Historic Bird House Bungalow - Old Florida Charm

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    No arrivals on Holidays please. Contact me for different stay lengths and seasonal deals. We are flexible! The Bird Ho ...

    From $181 per night (USD)

    VRBO

    Details
  •  Lido Beach and St Armands Circle. Kingston Arms. Ultimate getaway.
    From $237 per night (USD)

    VRBO

    Lido Beach and St Armands Circle. Kingston Arms. Ultimate getaway.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A perfect relaxation destination for two! This location has everything. Five minutes walk to the beautiful Lido Beach an ...

    From $237 per night (USD)

    VRBO

    Details
  • Bright Coastal Condo: Walk to Lido Key Beach!
    From $262 per night (USD)

    Expedia

    Bright Coastal Condo: Walk to Lido Key Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    On Lido Key in Sarasota, this sunny beachside condo awaits. Boasting beautiful views of the ocean and a fully equipped k ...

    From $262 per night (USD)

    Expedia

    Details
  • The Alameda - Historic SRQ Getaways, Central SRQ
    From $220 per night (USD)

    VRBO

    The Alameda - Historic SRQ Getaways, Central SRQ

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Space Welcome to the Indian Beach Sapphire Shores neighborhood of Sarasota, one of Sarasota's most desirable neighb ...

    From $220 per night (USD)

    VRBO

    Details
  • Entire private house
    From $511 per night (USD)

    Expedia

    Entire private house

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    10

    Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...

    From $511 per night (USD)

    Expedia

    Details
  • The Flamingo House at Indian Beach Sapphire Shores
    From $168 per night (USD)

    VRBO

    The Flamingo House at Indian Beach Sapphire Shores

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy your stay in Sarasota at this charming "Old Florida" West of Trail home with fenced yard, minutes to downtown, att ...

    From $168 per night (USD)

    VRBO

    Details
  • Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
    From $283 per night (USD)

    Expedia

    Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...

    From $283 per night (USD)

    Expedia

    Details
  • Cute 2 Bedroom 2 bath Home In Great Neighborhood.
    From $154 per night (USD)

    VRBO

    Cute 2 Bedroom 2 bath Home In Great Neighborhood.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This home is located in the beautiful, peaceful Granada neighborhood, west of the Tamiami Trail. Sidewalks and tree cov ...

    From $154 per night (USD)

    VRBO

    Details
  • Sarasota-Indian Beach Zen Home (private-pet friendly)
    From $179 per night (USD)

    Expedia

    Sarasota-Indian Beach Zen Home (private-pet friendly)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    You’ll love this private home, centrally located to everything when you stay at this zen space 2 blocks to the local bay ...

    From $179 per night (USD)

    Expedia

    Details
  • Tropical Luxury ~ Lido Key Beach Condo ~ Overlooking Pool ~ Private Beach Access
    From $172 per night (USD)

    VRBO

    Tropical Luxury ~ Lido Key Beach Condo ~ Overlooking Pool ~ Private Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    On a small barrier island off the coast of Sarasota, Florida is Lido Key. Home to famous sunsets, pristine beaches, nat ...

    From $172 per night (USD)

    VRBO

    Details
  • Waterfront Beach House- Pool - Kayaks - Boat Ramp
    From $294 per night (USD)

    Expedia

    Waterfront Beach House- Pool - Kayaks - Boat Ramp

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This unique 2 bed / 2 bath Old Florida home features over 150 feet of private waterfront—perfect for those seeking peace ...

    From $294 per night (USD)

    Expedia

    Details
  • Bright, Modern Artist A-Frame Downtown SRQ West of Trail
    From $607 per night (USD)

    VRBO

    Bright, Modern Artist A-Frame Downtown SRQ West of Trail

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy this bright, newly renovated unique home across the street from waterfront homes featuring 3 beds & baths, plus a ...

    From $607 per night (USD)

    VRBO

    Details
  • Get To the Beach!  Only 5 miles to Siesta Key Beach!
    From $147 per night (USD)

    Expedia

    Get To the Beach! Only 5 miles to Siesta Key Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Charming updated duplex villa where you can enjoy beaches, shopping, restaurants and downtown Sarasota nightlife! Recen ...

    From $147 per night (USD)

    Expedia

    Details
  • Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.
    From $395 per night (USD)

    VRBO

    Luxury Beach Cottage on Siesta Key: Perfect Getaway, private pool.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Newly renovated Charming Beach Cottage with tongue and groove wood cathedral ceilings, tile bath, new appliances includi ...

    From $395 per night (USD)

    VRBO

    Details
  • 1-bedroom cottage just 10 minutes from Siesta Key Beach
    From $162 per night (USD)

    Expedia

    1-bedroom cottage just 10 minutes from Siesta Key Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    In the center of Sarasota lies a cozy 1-bedroom bungalow ideal for your upcoming getaway. Situated just a 10-minute driv ...

    From $162 per night (USD)

    Expedia

    Details
  • Retro Beach House Walking Distance to Downtown
    From $709 per night (USD)

    VRBO

    Retro Beach House Walking Distance to Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to The "Retro Ringling" house, a unique designer home in downtown Sarasota with tons of modern amenities and nos ...

    From $709 per night (USD)

    VRBO

    Details
  • St. Armands Circle Sarasota, Florida - Restaurants, Shopping, Beaches, Sun & Fun
    From $220 per night (USD)

    Expedia

    St. Armands Circle Sarasota, Florida - Restaurants, Shopping, Beaches, Sun & Fun

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    An updated two bedroom, two bath condo near St . Armand’s Circle, with all of the excitement of various restaurant's and ...

    From $220 per night (USD)

    Expedia

    Details
  • Sarasota House w/ Private Pool - 4 Mi to Beach!
    From $263 per night (USD)

    VRBO

    Sarasota House w/ Private Pool - 4 Mi to Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable ...

    From $263 per night (USD)

    VRBO

    Details
  • Sleeps 2. Mins to Downtown, Beaches & Airport / Ground Floor Unit
    From $90 per night (USD)

    VRBO

    Sleeps 2. Mins to Downtown, Beaches & Airport / Ground Floor Unit

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Ground floor unit (No Stairs). Sleeps two (2). Renting this unit will place you within walking distance of Sarasota’s do ...

    From $90 per night (USD)

    VRBO

    Details
  • Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!
    From $102 per night (USD)

    VRBO

    Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Get away to the Gulf Coast and stay at this Sarasota vacation rental! The 3-bedroom, 1-bathroom home features a spacious ...

    From $102 per night (USD)

    VRBO

    Details
  • Sun, Sand and Savings Sarasota Deals
    From $289 per night (USD)

    VRBO

    Sun, Sand and Savings Sarasota Deals

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...

    From $289 per night (USD)

    VRBO

    Details
  • Family Friendly Home
    From $447 per night (USD)

    VRBO

    Family Friendly Home

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    This is a 2 -story coastal inspired home with 4 bedrooms, 3.5 baths, volume ceilings, upstairs open flex space with bonu ...

    From $447 per night (USD)

    VRBO

    Details
  • Sarasota Bay Haven
    From $670 per night (USD)

    VRBO

    Sarasota Bay Haven

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    9

    Nature lover paradise overlooking Sarasota Bay, close to Siesta Key and downtown Sarasota. Spacious treefilled yard with ...

    From $670 per night (USD)

    VRBO

    Details