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  • 4 BR canal home Sleeps 8 by FVC
    From $773 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 $773 per night (USD)

    VRBO

    Details
  • Cute 1 BR Suite -Stunning Courtyard - Lighted Splashpad
    From $211 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 $211 per night (USD)

    Expedia

    Details
  • ROYS PLACE is romantic and ALL TO YOURSELF
    From $291 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 $291 per night (USD)

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  • Gorgeous Sarasota Private Home with Heated Pool
    From $461 per night (USD)

    VRBO

    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 $461 per night (USD)

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    Details
  • Horizons West Villa B-7 - Located on Crescent Beach - it's #1
    From $334 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 $334 per night (USD)

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    Details
  • Mango @ El Tropicale Vacation Rentals Downtown Sarasota
    From $313 per night (USD)

    Expedia

    Mango @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

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

    From $313 per night (USD)

    Expedia

    Details
  • Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota
    From $352 per night (USD)

    VRBO

    Cocoanut @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    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 $352 per night (USD)

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    Details
  • Lemon @ El Tropicale Vacation Rentals Downtown Sarasota
    From $288 per night (USD)

    Expedia

    Lemon @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

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

    From $288 per night (USD)

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    Details
  • The Forever Beach Cottage Studio Room!
    From $165 per night (USD)

    VRBO

    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 $165 per night (USD)

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    Details
  • Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota
    From $341 per night (USD)

    Expedia

    Kumquat @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

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

    From $341 per night (USD)

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    Details
  • NEW !! Sarasota House w HEATED Pool 3-4 bed\/3 bath
    From $374 per night (USD)

    VRBO

    NEW !! Sarasota House w HEATED Pool 3-4 bed\/3 bath

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    11

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

    From $374 per night (USD)

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    Details
  • Orange @ El Tropicale Vacation Rentals Downtown Sarasota
    From $393 per night (USD)

    Expedia

    Orange @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    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 $393 per night (USD)

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    Details
  • Stunning Siesta Key,,  . 50% OFF RATES, HeatedPool, Booking now
    From $842 per night (USD)

    VRBO

    Stunning Siesta Key,, . 50% OFF RATES, HeatedPool, Booking now

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    14

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

    From $842 per night (USD)

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    Details
  • 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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    Details
  • Palm @ El Tropicale Vacation Rentals Downtown Sarasota
    From $432 per night (USD)

    VRBO

    Palm @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    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 $432 per night (USD)

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  • 50 feet from Lido Beach
    From $162 per night (USD)

    Expedia

    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 $162 per night (USD)

    Expedia

    Details
  • Stunning home near Siesta & DT w\/heated pool, hot tub, fire pit, playland & more
    From $686 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    11

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

    From $686 per night (USD)

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    Details
  • Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
    From $2069 per night (USD)

    VRBO

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

    Bedrooms:
    5
    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 $2069 per night (USD)

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    Details
  • ROYS PLACE Romantic \/ Private Near Downtown and Beaches. Private Heated Pool!
    From $244 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 $244 per night (USD)

    VRBO

    Details
  • Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota
    From $444 per night (USD)

    Expedia

    Tangerine @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    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 $444 per night (USD)

    Expedia

    Details
  • Lime @ El Tropicale Vacation Rentals Downtown Sarasota
    From $332 per night (USD)

    VRBO

    Lime @ El Tropicale Vacation Rentals Downtown Sarasota

    Bedrooms:
    2
    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 $332 per night (USD)

    VRBO

    Details
  • Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
    From $203 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 $203 per night (USD)

    Expedia

    Details
  • Downtown Sarasota House By Siesta Key and Golfing
    From $229 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 $229 per night (USD)

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    Details
  • AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA
    Click For Pricing

    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 $803 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 $803 per night (USD)

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

    VRBO

    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)

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    Details
  • Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
    From $290 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 $290 per night (USD)

    VRBO

    Details
  • Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
    From $254 per night (USD)

    Expedia

    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 $254 per night (USD)

    Expedia

    Details
  • Sarasota Home in Historic District w\/ Patio!
    From $393 per night (USD)

    VRBO

    Sarasota Home in Historic District w\/ Patio!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    4

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

    From $393 per night (USD)

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    Details
  • Luxurious Outdoor Oasis - Spectacular Courtyard!
    From $380 per night (USD)

    Expedia

    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 $380 per night (USD)

    Expedia

    Details
  • Zen-Inspired House in Downtown Sarasota
    From $446 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 $446 per night (USD)

    VRBO

    Details
  • The Ringling House by Beach Boutique Rentals
    From $653 per night (USD)

    VRBO

    The Ringling House by Beach Boutique Rentals

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the Ringling House, a historic home with pool and spa in the heart of downtown Sarasota. *Features include* ...

    From $653 per night (USD)

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    Details
  • QUIET RELAXING HOME IN SARASOTA
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    VRBO

    QUIET RELAXING HOME IN SARASOTA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your stay in Sarasota couldn't get any better when you settle into this 3-bedroom, 2-bathroom vacation rental house. Boa ...

    Click For Pricing

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    Details
  • Best Location!  Right next to St Armands Circle and Lido Key!
    From $181 per night (USD)

    Expedia

    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 $181 per night (USD)

    Expedia

    Details
  • Resort-Style Coastal Villa - Luxurious Courtyard - Splash Pad, Fire Pit, and More!
    From $579 per night (USD)

    VRBO

    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 $579 per night (USD)

    VRBO

    Details
  • Bay Isle Bliss | Pet Friendly 🐶 w\/ Private Pool, Spa, Putting Green and Walk to Shell Beach
    Click For Pricing

    Expedia

    Bay Isle Bliss | Pet Friendly 🐶 w\/ Private Pool, Spa, Putting Green and Walk to Shell Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Bay Isle Bliss, a luxurious 3 bedroom, 2 bathroom vacation home that offers a serene retreat from the hustle ...

    Click For Pricing

    Expedia

    Details
  • Gorgeous 3\/3 pool home on water Lido Key!
    From $737 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 $737 per night (USD)

    VRBO

    Details
  • Cozy Sarasota Retreat - 3 Blocks to the Coast!
    From $258 per night (USD)

    Expedia

    Cozy Sarasota Retreat - 3 Blocks to the Coast!

    Bedrooms:
    1
    Bathrooms:
    3
    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 $258 per night (USD)

    Expedia

    Details
  • Downtown Sarasota Home By Siesta Key and Golfing
    From $229 per night (USD)

    VRBO

    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 $229 per night (USD)

    VRBO

    Details
  • St. Armand's Dream Home
    From $1060 per night (USD)

    VRBO

    St. Armand's Dream Home

    Bedrooms:
    7
    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 $1060 per night (USD)

    VRBO

    Details
  • “Over the Rainbow!” Vacation Rental Relaxing retreat 5 miles from everything!
    From $264 per night (USD)

    VRBO

    “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, ...

    From $264 per night (USD)

    VRBO

    Details
  • Private Villa steps to Lido Beach
    From $252 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 $252 per night (USD)

    Expedia

    Details
  • Tranquil St. Armand's Pool Home
    From $852 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 $852 per night (USD)

    VRBO

    Details
  • Single Family Home.  Not far from beaches.<br><br>Also listed on Airbnb 5 star
    From $227 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    4
    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 $227 per night (USD)

    VRBO

    Details
  • Wi-Fi, Cable, Grill, Outdoor Area, 1.4 miles\/5 min to Powel Crosley Estate, near downtown Sarasota
    From $477 per night (USD)

    VRBO

    Wi-Fi, Cable, Grill, Outdoor Area, 1.4 miles\/5 min to Powel Crosley Estate, near downtown Sarasota

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom – One King bed with TV and en-suite bathroom. Second bedr ...

    From $477 per night (USD)

    VRBO

    Details
  • Peaceful 1bed\/1bath Condo Golf & Lake views in the Meadows
    From $104 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is a nicely furnished 676 sqft, 1 bedroom, 1 bathroom, on the golf, with a great view on the course and a pond. A ...

    From $104 per night (USD)

    Expedia

    Details
  • Downtown Main Street Loft
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    Expedia

    Downtown Main Street Loft

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Enjoy a stylish experience at this centrally-located place. Perfect for friends or family. Walking distance to all downt ...

    Click For Pricing

    Expedia

    Details
  • Heated Pool ❤ Home- Close to Beaches, Restaurants
    From $354 per night (USD)

    Expedia

    Heated Pool ❤ Home- Close to Beaches, Restaurants

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $354 per night (USD)

    Expedia

    Details
  • Tropical Retreat with free pool heat!
    From $425 per night (USD)

    VRBO

    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 $425 per night (USD)

    VRBO

    Details
  • Seeing is believing!!!
    From $303 per night (USD)

    Expedia

    Seeing is believing!!!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Come enjoy our 3 bedroom/3 bath home located one block from the bay on a quiet, friendly street in the Indian Beach neig ...

    From $303 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:
    3
    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
  • Arlington Park  Amazing Location   Pet Friendly  2 Master Suites Home
    From $266 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 $266 per night (USD)

    VRBO

    Details
  • Vacation delight! Cozy condo just steps from the beach and St. Armands circle.
    From $298 per night (USD)

    VRBO

    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. Thi ...

    From $298 per night (USD)

    VRBO

    Details
  • Inn on the Beach 3007 by FVC
    From $792 per night (USD)

    Expedia

    Inn on the Beach 3007 by FVC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

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

    From $792 per night (USD)

    Expedia

    Details
  • Luxury 2 bedroom Beachfront Condo by FVC
    From $1271 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 $1271 per night (USD)

    VRBO

    Details
  • Modern Coastal Home near Siesta Key and Downtown
    From $362 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 $362 per night (USD)

    Expedia

    Details
  • Fairy-Tale Getaway Private Entry Near Siesta Key
    From $184 per night (USD)

    VRBO

    Fairy-Tale Getaway Private Entry Near Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    About this space: Newly remodeled, spacious bedroom/bath with a private entrance. Luxuriate in a comfortable queen bed, ...

    From $184 per night (USD)

    VRBO

    Details
  • Sarasota Modern Home minutes to Siesta & Downtown
    From $363 per night (USD)

    VRBO

    Sarasota Modern Home minutes to Siesta & Downtown

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

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

    From $363 per night (USD)

    VRBO

    Details
  • Specious and renovated 2 bed 2 bath house
    From $348 per night (USD)

    VRBO

    Specious and renovated 2 bed 2 bath house

    Bedrooms:
    2
    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 $348 per night (USD)

    VRBO

    Details
  • Sparkling Rental Close to Beaches and Downtown
    From $336 per night (USD)

    VRBO

    Sparkling Rental Close to Beaches and Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This charming home has sparkling restored Terrazzo floors that lend a beautiful shine throughout this 3 bed/ 2 bath beac ...

    From $336 per night (USD)

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  • WE ARE OPEN FOR BUSINESS, 2 BD ROOM \nwalk to the beach and st Armand’s circle\n\n
    From $293 per night (USD)

    VRBO

    WE ARE OPEN FOR BUSINESS, 2 BD ROOM \nwalk to the beach and st Armand’s circle\n\n

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

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

    From $293 per night (USD)

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  • Cozy vacation home 5 mins from downtown!!!
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    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 ...

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  • Lido Beach Walk! One block to beach!
    From $225 per night (USD)

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    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 $225 per night (USD)

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  • Coconut Cottage | Home on Lido Key w\/ Private Heated Pool\/Spa, Walk to Lido Beach & St. Armands!
    From $1168 per night (USD)

    Expedia

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

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    9

    Escape to the enchanting Coconut Cottage, a hidden gem nestled on the barrier island of Lido Key. This quaint and coasta ...

    From $1168 per night (USD)

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    Details
  • No longer available Sarasota
    From $217 per night (USD)

    VRBO

    No longer available Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautifully decorated, modern Sarasota home, super pet-friendly, private pool. This very comfortable Sarasota home is ...

    From $217 per night (USD)

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    Details
  • Sunny Palms - Spacious home with private garden by Gulfcoast Holiday Homes
    From $328 per night (USD)

    Expedia

    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 $328 per night (USD)

    Expedia

    Details
  • Beachfront 2 beds\/2 baths w\/ Balcony LIDO BEACH TOWERS
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    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 ...

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  • Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
    From $156 per night (USD)

    Expedia

    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 $156 per night (USD)

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    Details
  • The Historic Bird House Bungalow - Old Florida Charm
    From $196 per night (USD)

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    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 $196 per night (USD)

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    Details
  • Bright Coastal Condo: Walk to Lido Key Beach!
    From $348 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 $348 per night (USD)

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  • The Alameda - Historic SRQ Getaways, Central SRQ
    From $260 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 $260 per night (USD)

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  • Entire private house
    From $599 per night (USD)

    Expedia

    Entire private house

    Bedrooms:
    5
    Bathrooms:
    7
    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 $599 per night (USD)

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    Details
  • The Flamingo House at Indian Beach Sapphire Shores
    From $155 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 $155 per night (USD)

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    Details
  • Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
    From $418 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 $418 per night (USD)

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    Details
  • Cute 2 Bedroom 2 bath Home In Great Neighborhood.
    From $197 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 $197 per night (USD)

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  • Sarasota-Indian Beach Zen Home (private-pet friendly)
    From $176 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 $176 per night (USD)

    Expedia

    Details
  • Waterfront Beach House- Pool - Kayaks - Bikes - Boat Ramp
    From $352 per night (USD)

    VRBO

    Waterfront Beach House- Pool - Kayaks - Bikes - Boat Ramp

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Over 150 ft of private waterfront is the most majestic feature of this unique 2 bed/2 bath home. The property is complet ...

    From $352 per night (USD)

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    Details
  • Bright, Modern Artist A-Frame Downtown SRQ West of Trail
    From $757 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 $757 per night (USD)

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    Details
  • Get To the Beach!  Only 5 miles to Siesta Key Beach!
    From $184 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $184 per night (USD)

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    Details
  • Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!
    From $224 per night (USD)

    Expedia

    Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Book your coastal retreat to this quaint 1-bedroom, 1-bath Sarasota vacation rental cottage located just a short drive f ...

    From $224 per night (USD)

    Expedia

    Details
  • 1-bedroom cottage just 10 minutes from Siesta Key Beach
    From $193 per night (USD)

    VRBO

    1-bedroom cottage just 10 minutes from Siesta Key Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Charming completely independent one bedroomed mother-in-law suite which is attached to the back of the main house. There ...

    From $193 per night (USD)

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  • Retro Beach House Walking Distance to Downtown
    From $292 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 $292 per night (USD)

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    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
  • Downtown. Sleeps 2. Mins to Beaches & Airport \/ Ground Floor Unit
    From $96 per night (USD)

    VRBO

    Downtown. Sleeps 2. Mins to 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 $96 per night (USD)

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  • Dog-Friendly Home w\/ Yard ~ 6 Miles to the Beach!
    From $214 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    4
    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 $214 per night (USD)

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    Details
  • Unaffected by Hurricane, Ready to Book! Walk to Lido Beach\/Armand Cir, Heated Pool\/spa, Corner Unit
    From $252 per night (USD)

    VRBO

    Unaffected by Hurricane, Ready to Book! Walk to Lido Beach\/Armand Cir, Heated Pool\/spa, Corner Unit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Hurricane Update: the pool is available. The laundry rooms are currently closed. Simply paradise! We're located in the ...

    From $252 per night (USD)

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  • Lovely 2 BR Condo in Prime Location
    From $274 per night (USD)

    VRBO

    Lovely 2 BR Condo in Prime Location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    2 bedroom, 2 full bath condo in prime location - very close to beaches and downtown Sarasota. Fully updated, newly furni ...

    From $274 per night (USD)

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    Details
  • NEWLY REMODELED 11\/4\/2024!
    From $263 per night (USD)

    VRBO

    NEWLY REMODELED 11\/4\/2024!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    WOW!!! This home had 33 reviews and 5 stars BEFORE the remodel! REMODEL (11/24) includes plumbing throughout the home, ...

    From $263 per night (USD)

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  • Family Friendly Home
    From $434 per night (USD)

    VRBO

    Family Friendly Home

    Bedrooms:
    4
    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 $434 per night (USD)

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    Details
  • Sarasota Bay Haven
    From $726 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 $726 per night (USD)

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    Details
  • Location, Location!  Sarasota Rambler | Downtown MidMod Stay
    From $329 per night (USD)

    VRBO

    Location, Location! Sarasota Rambler | Downtown MidMod Stay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our recently updated 1200 square foot mid-century rambler home is located in the charming downtown Sarasota neighborhood ...

    From $329 per night (USD)

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    Details
  • Siesta Key Designer Home: *Pool, Gardens, Luxury*
    From $963 per night (USD)

    Expedia

    Siesta Key Designer Home: *Pool, Gardens, Luxury*

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool. This tropical retrea ...

    From $963 per night (USD)

    Expedia

    Details
  • Tropical Beach\/Town Studio Prime Mainland Location
    From $206 per night (USD)

    VRBO

    Tropical Beach\/Town Studio Prime Mainland Location

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Siesta Beach/Town Prime Location! Designers lush tropical home location in posh residential area. Live like a local! You ...

    From $206 per night (USD)

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    Details
  • St. Armand's Canal-Front Pool Home
    From $1240 per night (USD)

    VRBO

    St. Armand's Canal-Front Pool Home

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    St. Armand's Canal-Front Pool Home steps to the beach! This gem of an estate has been completely rebuilt and remodeled. ...

    From $1240 per night (USD)

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    Details
  • Mid-Century 3\/2 Near Downtown\/Siesta Key\/SMH
    From $554 per night (USD)

    VRBO

    Mid-Century 3\/2 Near Downtown\/Siesta Key\/SMH

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This 3/2 + bright designated office space is newly renovated with large fenced yard, screened front patio and private la ...

    From $554 per night (USD)

    VRBO

    Details
  • Sarasota House w\/ Backyard Oasis: 6 Mi to Beach!
    From $653 per night (USD)

    Expedia

    Sarasota House w\/ Backyard Oasis: 6 Mi to Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...

    From $653 per night (USD)

    Expedia

    Details
  • Oceanfront Home w\/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
    From $269 per night (USD)

    VRBO

    Oceanfront Home w\/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...

    From $269 per night (USD)

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    Details
  • Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.
    From $393 per night (USD)

    VRBO

    Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This open concept living space has a fireplace, dining area that seats up to 8 for family gatherings, high-end stainless ...

    From $393 per night (USD)

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    Details
  • Charming Beach Cottage
    From $243 per night (USD)

    VRBO

    Charming Beach Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...

    From $243 per night (USD)

    VRBO

    Details
  • AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa\/pool
    From $2071 per night (USD)

    Expedia

    AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa\/pool

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    10

    Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...

    From $2071 per night (USD)

    Expedia

    Details