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  • Modern Florida Getaway
    From $249 per night (USD)

    VRBO

    Modern Florida Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Looking for some Florida fun? our beautiful 3 bedroom 2 bathroom home is gonna make you feel right at home here in Flori ...

    From $249 per night (USD)

    VRBO

    Details
  • Brand New - Enclosed Pool, Lanai, Grill, & Firepit
    From $160 per night (USD)

    Expedia

    Brand New - Enclosed Pool, Lanai, Grill, & Firepit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Tasteful Tropics Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...

    From $160 per night (USD)

    Expedia

    Details
  • Gorgeous Newly Remodeled 2 Bedroom Longboat Key Condo with Stunning Bay Views!
    From $250 per night (USD)

    VRBO

    Gorgeous Newly Remodeled 2 Bedroom Longboat Key Condo with Stunning Bay Views!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful 2 bedroom/2 bath recently updated condo on Longboat Key looking over stunning Sarasota Bay. Top 3rd floor -wi ...

    From $250 per night (USD)

    VRBO

    Details
  • 2 Bedroom Private Home Sarasota Florida Nathan Benderson Park Desoto Lakes Beach
    From $210 per night (USD)

    Expedia

    2 Bedroom Private Home Sarasota Florida Nathan Benderson Park Desoto Lakes Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful 2 Bedroom/2 Bath, Fully Furnished, Fenced In back Yard, Fully Remodeled, 5 Minutes from Benderson Park with Wo ...

    From $210 per night (USD)

    Expedia

    Details
  • Palm Paradise | Pet Friendly Home on Siesta Key w\/ Large Heated Private Pool & Outdoor Area!
    From $652 per night (USD)

    VRBO

    Palm Paradise | Pet Friendly Home on Siesta Key w\/ Large Heated Private Pool & Outdoor Area!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Palm Paradise, your ultimate vacation rental nestled in the picturesque Northern part of Siesta Key Island, S ...

    From $652 per night (USD)

    VRBO

    Details
  • Exquisite 3 BR 2 BA Home With Heated Pool
    From $185 per night (USD)

    VRBO

    Exquisite 3 BR 2 BA Home With Heated Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This unique house has a style all its own. Decorated with warm and stylish décor with a beach splash. This home is a new ...

    From $185 per night (USD)

    VRBO

    Details
  • Fabulous Bird Bay Village, Venice Fl.  Spacious single level villa for rent.
    From $130 per night (USD)

    VRBO

    Fabulous Bird Bay Village, Venice Fl. Spacious single level villa for rent.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Bird Bay Village offers a vast array of sports in addition to a library, fitness centre, club house and miles of biking ...

    From $130 per night (USD)

    VRBO

    Details
  • Glamorous 3BR\/2BA Pool House in Venice -8min from Beach
    From $240 per night (USD)

    VRBO

    Glamorous 3BR\/2BA Pool House in Venice -8min from Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Enjoy your FL vacation with your family or friends in this stylish 3BD, 2BA, large open kitchen with 2 living areas hous ...

    From $240 per night (USD)

    VRBO

    Details
  • KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE
    From $249 per night (USD)

    VRBO

    KEY DREAMS-LARGE HEATED POOL-3 BR-10 MIN TO SIESTA KEY-SLEEPS 8-GULF GATE

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    WELCOME TO KEY DREAMS! Newly renovated 3 bedroom, 2 bath home with all brand new furnishings. LARGE HEATED POOL with sc ...

    From $249 per night (USD)

    VRBO

    Details
  • Spacious Siesta Key Getaway Across From SK Beach
    Click For Pricing

    Expedia

    Spacious Siesta Key Getaway Across From SK Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Location , Location, Location You'll be across the street from Siesta Key Beach. The space Our condo has been newly upda ...

    Click For Pricing

    Expedia

    Details
  • Spacious lux modern home, near downtown and beach
    From $218 per night (USD)

    VRBO

    Spacious lux modern home, near downtown and beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your perfect vacation rental in lovely Sarasota! This comfortable home offers a spacious layout with charming ...

    From $218 per night (USD)

    VRBO

    Details
  • Idyllic Sarasota Getaway w\/ Private Backyard Patio
    From $106 per night (USD)

    Expedia

    Idyllic Sarasota Getaway w\/ Private Backyard Patio

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Escape to sunny Sarasota and make this charming 2-bedroom, 1-bathroom vacation rental house your home away from home. Lo ...

    From $106 per night (USD)

    Expedia

    Details
  • Beach Bum Bungalow-Sarasota-10 min to Siesta Key
    From $158 per night (USD)

    VRBO

    Beach Bum Bungalow-Sarasota-10 min to Siesta Key

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our charming 'Beach Bum' vacation rental home in beautiful Sarasota, Florida only 10 minutes to Siesta Key. O ...

    From $158 per night (USD)

    VRBO

    Details
  • Sunseeker Bungalow-Sarasota-10 min to Siesta Key
    From $192 per night (USD)

    Expedia

    Sunseeker Bungalow-Sarasota-10 min to Siesta Key

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our charming 'Sun Seeker' vacation rental home in beautiful Sarasota, Florida only 10 minutes from Siesta Key ...

    From $192 per night (USD)

    Expedia

    Details
  • Newly Remodeled Beach Home, only1 mile to Nokomis Beach!
    From $165 per night (USD)

    VRBO

    Newly Remodeled Beach Home, only1 mile to Nokomis Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Newly remodeled beach house, located in a quiet neighborhood surrounded by tropical vegetation. The house is only 1 mil ...

    From $165 per night (USD)

    VRBO

    Details
  • Snowbird Getaway! Close to Beaches!
    From $193 per night (USD)

    Expedia

    Snowbird Getaway! Close to Beaches!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    ‘The Snowbird Sun-scape’ is your west coast gulfside getaway! Centrally located near Siesta Key Beaches and the “vibey” ...

    From $193 per night (USD)

    Expedia

    Details
  • Sarasota Family Getaway
    From $195 per night (USD)

    VRBO

    Sarasota Family Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our property is a 3 Bedroom, 2 Bath home in beautiful Sarasota County. We are located less than five miles from Siesta ...

    From $195 per night (USD)

    VRBO

    Details
  • Comfortable home in charming Southgate
    From $125 per night (USD)

    VRBO

    Comfortable home in charming Southgate

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    About this space 10 minutes from Siesta Key, Downtown, Waterfront restaurants, and more. Conveniently located between tr ...

    From $125 per night (USD)

    VRBO

    Details
  • Tranquility on Turtle Beach
    From $212 per night (USD)

    VRBO

    Tranquility on Turtle Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Come enjoy peace and quiet on the south end of Siesta Key ! Roomy 1 bedroom /1 bath steps away from the gulf . Looking f ...

    From $212 per night (USD)

    VRBO

    Details
  • Beautiful family house in Venice, Fl. It is only a mile away from Shamrock Park
    From $99 per night (USD)

    Expedia

    Beautiful family house in Venice, Fl. It is only a mile away from Shamrock Park

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Beautiful family house in south Venice, Fl. It is only a mile away from Shamrock Park. The house is centrally located cl ...

    From $99 per night (USD)

    Expedia

    Details
  • Siesta Key Marvel Pool SPA Deeded Beach Access
    From $663 per night (USD)

    VRBO

    Siesta Key Marvel Pool SPA Deeded Beach Access

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Summary: Discover the epitome of Siesta Key luxury in this stunning 6BR coastal retreat, complete with a private pool, s ...

    From $663 per night (USD)

    VRBO

    Details
  • 4 bdrm 2 bath 2138 sqft - Gulf Gate Estates, <3 miles from Siesta Key Beach
    From $270 per night (USD)

    Expedia

    4 bdrm 2 bath 2138 sqft - Gulf Gate Estates, <3 miles from Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Spacious newly updated 4 bdrm 2 bath (2138 sqft) mid-century modern style home, less 3 miles from the world renown Siest ...

    From $270 per night (USD)

    Expedia

    Details
  • Welcoming Sarasota Vacation Rental w\/ Pool!
    From $97 per night (USD)

    VRBO

    Welcoming Sarasota Vacation Rental w\/ Pool!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Seeking easy access to the sunny beaches of Sarasota with all the comforts of home? Book this 2-bed, 2-bath vacation ren ...

    From $97 per night (USD)

    VRBO

    Details
  • Stay close to Manasota Beach
    From $250 per night (USD)

    Expedia

    Stay close to Manasota Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    14

    Bring the whole family to this great place with lots of room for fun. Enjoy the heated pool and a short distance to Mana ...

    From $250 per night (USD)

    Expedia

    Details
  • Siesta Key Vacation Rental w\/ 2 Community Pools!
    Click For Pricing

    VRBO

    Siesta Key Vacation Rental w\/ 2 Community Pools!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Bask in the warm Florida sunshine when you book this lovely 1-bedroom, 1-bathroom condo in Siesta Key! Perfect for coupl ...

    Click For Pricing

    VRBO

    Details
  • New Listing Tranquil two bed\/two bath hideaway
    From $180 per night (USD)

    Expedia

    New Listing Tranquil two bed\/two bath hideaway

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Located on a quiet cul de sac near gorgeous Siesta Key beaches, this tranquil two bed/two bath hideaway is an ideal Gulf ...

    From $180 per night (USD)

    Expedia

    Details
  • Siesta Key, 2.5 miles away! Close to everything.
    From $195 per night (USD)

    VRBO

    Siesta Key, 2.5 miles away! Close to everything.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    You’re just a short drive from Siesta Key Beach, downtown Sarasota and so much more in a quiet residential neighborhood. ...

    From $195 per night (USD)

    VRBO

    Details
  • Quiet family home located centrally to beaches and downtown Sarasota
    From $114 per night (USD)

    Expedia

    Quiet family home located centrally to beaches and downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Sit on the back porch enjoying a relaxing evening after a day at the beach or out shopping downtown. Located just minut ...

    From $114 per night (USD)

    Expedia

    Details
  • Luxury Apartment Close to Beach with Heated Pool
    From $172 per night (USD)

    VRBO

    Luxury Apartment Close to Beach with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Professionally designed luxury apartment, walk to the beach and all amenities, fully stocked with all beach equipment, h ...

    From $172 per night (USD)

    VRBO

    Details
  • Nantucket Lodge
    From $72 per night (USD)

    VRBO

    Nantucket Lodge

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    <p>Located in North Port, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoo ...

    From $72 per night (USD)

    VRBO

    Details
  • Cocohut in Sarasota Siesta Key
    From $238 per night (USD)

    VRBO

    Cocohut in Sarasota Siesta Key

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    About this space This memorable place is anything but ordinary. The space Two modern designed tiny homes with a heated s ...

    From $238 per night (USD)

    VRBO

    Details
  • Updated Cozy home with pool - just 4 mins from beach
    From $118 per night (USD)

    Expedia

    Updated Cozy home with pool - just 4 mins from beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Enjoy our charming and newly updated and furnished, 3 bed, 2 bath, 1,519 Sq. Ft. that's just a 4 minute drive from the b ...

    From $118 per night (USD)

    Expedia

    Details
  • Luxurious Nokomis pool home for rent with only a short distance to the Beach.
    From $296 per night (USD)

    VRBO

    Luxurious Nokomis pool home for rent with only a short distance to the Beach.

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to paradise! This stunning pool home, nestled in the highly sought-after area of Nokomis. As you approach, you' ...

    From $296 per night (USD)

    VRBO

    Details
  • Harbour Hideout: Condo on Longboat Key by RVA
    From $232 per night (USD)

    Expedia

    Harbour Hideout: Condo on Longboat Key by RVA

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy elevated views that span the harbourside greens from the comfort of the 3BD/2BA villa residence positioned behind ...

    From $232 per night (USD)

    Expedia

    Details
  • Gorgeous waterfront home with fireplace, boat lift access, pool, spa, & W\/D
    From $1343 per night (USD)

    VRBO

    Gorgeous waterfront home with fireplace, boat lift access, pool, spa, & W\/D

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Bay Island Blue Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $1343 per night (USD)

    VRBO

    Details
  • Stunning Ocean-View Penthouse!  Spacious, New, in Village, 20 steps to Best Beach!
    From $809 per night (USD)

    Expedia

    Stunning Ocean-View Penthouse! Spacious, New, in Village, 20 steps to Best Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Find out why Siesta Key is America's most sought-after beach at Penthouse Aqualina. Travelers agree, this is the best o ...

    From $809 per night (USD)

    Expedia

    Details
  • NEW LISTING! Bayview Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!
    From $832 per night (USD)

    VRBO

    NEW LISTING! Bayview Unit, Balcony, Private Beach, Heated Pools, Pickle, Hot-tub, Gym, Beach to Bay!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Bay-View unit with 40 foot balcony connecting living room and master! Impeccably decorated, newly remodeled, with tropi ...

    From $832 per night (USD)

    VRBO

    Details
  • Great home located just 2 miles from Siesta Key and its world class beaches.
    From $249 per night (USD)

    Expedia

    Great home located just 2 miles from Siesta Key and its world class beaches.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This home is located in the great Gulf Gate area of Sarasota just 2 miles from Siesta Key and its world class beaches. ...

    From $249 per night (USD)

    Expedia

    Details
  • Sunny Relaxing Getaway Home - Central to Everything!
    From $208 per night (USD)

    VRBO

    Sunny Relaxing Getaway Home - Central to Everything!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our newly renovated and modern coastal home. Your family will be close to everything when you stay at this ce ...

    From $208 per night (USD)

    VRBO

    Details
  • 4 Bedroom Pool House in Heart of Sarasota
    From $299 per night (USD)

    Expedia

    4 Bedroom Pool House in Heart of Sarasota

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    When you stay at this centrally-located place, your family will be close to everything. 4 bedrooms 2 bathrooms. Beautifu ...

    From $299 per night (USD)

    Expedia

    Details
  • Longboat Key Beachside Bliss-Resort Amenities
    From $192 per night (USD)

    VRBO

    Longboat Key Beachside Bliss-Resort Amenities

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Our Beachside Bliss home welcomes you! Take those walks on the Longboat Key beach and enjoy the sunset every night. Enj ...

    From $192 per night (USD)

    VRBO

    Details
  • Tranquil Venice Escape w\/ Private Backyard Oasis!
    From $133 per night (USD)

    Expedia

    Tranquil Venice Escape w\/ Private Backyard Oasis!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    With a private backyard, an outdoor dining area, and a location close to the beach, this 2-bedroom, 2-bathroom, Venice v ...

    From $133 per night (USD)

    Expedia

    Details
  • Cozy New Construction House And Everything New Near Warm Mineral Springs
    From $140 per night (USD)

    VRBO

    Cozy New Construction House And Everything New Near Warm Mineral Springs

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Four (4) bedroom, three (3) FULL bathroom new construction in North Port ready for your next vacation. Home has everythi ...

    From $140 per night (USD)

    VRBO

    Details
  • Waterfront Coastal Retreat - 6 Min to Beach - Private Pool - Hot tub
    From $275 per night (USD)

    Expedia

    Waterfront Coastal Retreat - 6 Min to Beach - Private Pool - Hot tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    This Waterfront Coastal Retreat vacation rental is a spacious three-bedroom home with an open floor plan, offering a ran ...

    From $275 per night (USD)

    Expedia

    Details
  • Unique Nokomis Beach Vacation 7 minutes Ride to the Beach, Free Bicycles
    From $179 per night (USD)

    VRBO

    Unique Nokomis Beach Vacation 7 minutes Ride to the Beach, Free Bicycles

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Discover the ultimate in relaxation at our Nokomis Beach Home, located just a short bike ride (7 minutes) or car drive ( ...

    From $179 per night (USD)

    VRBO

    Details
  • Beautiful 3 bedroom duplex with a pool!  12 minute walk to the Nokomis beach
    From $249 per night (USD)

    VRBO

    Beautiful 3 bedroom duplex with a pool! 12 minute walk to the Nokomis beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful 3 bedroom duplex with a pool! Great location! Two minute drive or 12 minute walk to the Nokomis beach. It’s n ...

    From $249 per night (USD)

    VRBO

    Details
  • Stylish Home Near Beaches & Mineral Springs
    From $139 per night (USD)

    VRBO

    Stylish Home Near Beaches & Mineral Springs

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This brand new stylish place to stay is perfect for group trips and family vacations. Minutes away from well known Warm ...

    From $139 per night (USD)

    VRBO

    Details
  • NEW Modern 3\/2 Minutes from Downtown & Beaches
    Click For Pricing

    Expedia

    NEW Modern 3\/2 Minutes from Downtown & Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...

    Click For Pricing

    Expedia

    Details
  • New Camper, 5 minutes to the beach, Sleeps 4
    From $92 per night (USD)

    VRBO

    New Camper, 5 minutes to the beach, Sleeps 4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy the sounds of nature when you stay in this unique place. This roomy 30ft camper has all the comforts and ameniti ...

    From $92 per night (USD)

    VRBO

    Details
  • Anchorage 701 in Siesta Key
    Click For Pricing

    Expedia

    Anchorage 701 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Come experience the finest on Siesta Key in our gorgeous fully updated condo with Gulf to Bay views. Enjoy your coffee o ...

    Click For Pricing

    Expedia

    Details
  • CasaDeNova
    From $180 per night (USD)

    VRBO

    CasaDeNova

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Take it easy at this unique & tranquil getaway, with your own beautiful private pool oasis with waterfall. Enjoy the swi ...

    From $180 per night (USD)

    VRBO

    Details
  • Charming Venice Townhouse Steps from the Beach - Your Florida Paradise Awaits!
    From $235 per night (USD)

    Expedia

    Charming Venice Townhouse Steps from the Beach - Your Florida Paradise Awaits!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    10

    Welcome to your beachside oasis near downtown Venice Island, Florida! Our spacious 2-story townhouse, nestled on the 2nd ...

    From $235 per night (USD)

    Expedia

    Details
  • Private Pool, beautiful 4 bedroom\/ 2 bathroom house with lake view!
    From $350 per night (USD)

    VRBO

    Private Pool, beautiful 4 bedroom\/ 2 bathroom house with lake view!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Beautiful Lake Front Home awaits you. Centrally located with easy access to Downtown, min. away to I-75 and Siesta Key B ...

    From $350 per night (USD)

    VRBO

    Details
  • Purple dream in Warm Mineral Spring
    From $120 per night (USD)

    Expedia

    Purple dream in Warm Mineral Spring

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. 20-25 minutes walking distance to the Warm Mineral Spring La ...

    From $120 per night (USD)

    Expedia

    Details
  • Sarasota Golf Oasis
    From $225 per night (USD)

    VRBO

    Sarasota Golf Oasis

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    For the months of Apr-Jun, we prefer 30 day min. Extra discount for 60 plus days. Discover the epitome of coastal farm ...

    From $225 per night (USD)

    VRBO

    Details
  • Sunset Sensation views of the #1 beach in the country.
    From $426 per night (USD)

    Expedia

    Sunset Sensation views of the #1 beach in the country.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Come enjoy this beautiful end unit condo, over seeing unobstructed views of west coast Florida’s premier white sandy bea ...

    From $426 per night (USD)

    Expedia

    Details
  • Dog-friendly house with pool, lanai, firepit, grill, patio, & enclosed backyard
    From $216 per night (USD)

    VRBO

    Dog-friendly house with pool, lanai, firepit, grill, patio, & enclosed backyard

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Mermaid Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...

    From $216 per night (USD)

    VRBO

    Details
  • Vine Apt, King bed, Downtown
    From $120 per night (USD)

    Expedia

    Vine Apt, King bed, Downtown

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Nestled in the heart of downtown Sarasota, Hotel Ranola stands as a testament to the elegance of the past and the conven ...

    From $120 per night (USD)

    Expedia

    Details
  • BEST Paradise: 6-BD Beachside Gem Sarasota's Heart
    Click For Pricing

    Expedia

    BEST Paradise: 6-BD Beachside Gem Sarasota's Heart

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Summary: Sarasota's ultimate 6-bedroom beach retreat! Experience coastal luxury and convenience with unbeatable beach ac ...

    Click For Pricing

    Expedia

    Details
  • Peaceful & Private Pool home on Siesta Key. Family & Pet friendly.
    From $701 per night (USD)

    VRBO

    Peaceful & Private Pool home on Siesta Key. Family & Pet friendly.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Welcome Home to Casa Tropicana! Forget your worries in this spacious and serene pool home nestled away in a tropical sur ...

    From $701 per night (USD)

    VRBO

    Details
  • Sarasota Sunshine Cottage #2 - Centrally Located close to beaches and downtown!
    From $115 per night (USD)

    VRBO

    Sarasota Sunshine Cottage #2 - Centrally Located close to beaches and downtown!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Fully Renovated house. This house can be rented alone or in conjunction with the house right next door. Perfect for rela ...

    From $115 per night (USD)

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  • 3 Bedroom Townhome 319793 by Houzlet
    From $153 per night (USD)

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    3 Bedroom Townhome 319793 by Houzlet

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Property available from August 20, 2022 till December 31, 2022. Season January-March 2023 -Rented. Welcome to Botanica, ...

    From $153 per night (USD)

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  • 3 Bedroom Townhome 95650 by Houzlet
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    3 Bedroom Townhome 95650 by Houzlet

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    An outstanding home with 3 bedrooms (one set up as a den with a Murphy bed.). All new appliances. Spacious kitchen, dini ...

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  • Walk to Downtown King bed
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    Walk to Downtown King bed

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Stay at our Burgundy walled apartment located one block from Downtown. It is PERFECTLY LOCATED one block from Main stree ...

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  • New Listing Updated Private Home, 1 Mile to Nokomis Beach, Fido OK, WiFi\/Smart TV, BBQ
    From $157 per night (USD)

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    New Listing Updated Private Home, 1 Mile to Nokomis Beach, Fido OK, WiFi\/Smart TV, BBQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New Listing of a newly furnished and updated private home located less than 1 mile (.9mile to be exact) from Nokomis Pub ...

    From $157 per night (USD)

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  • New Listing on the 4th Fl, Bay/Pool Views,  2 Master King Suites, WiFi & Cable,Heated Pool, Tennis
    From $206 per night (USD)

    Expedia

    New Listing on the 4th Fl, Bay/Pool Views, 2 Master King Suites, WiFi & Cable,Heated Pool, Tennis

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Harbor Towers Yacht & Racquet Club is a bayside complex on Siesta Key where you can enjoy spectacular sunrises right fro ...

    From $206 per night (USD)

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  • Anchorage 808 in Siesta Key
    From $214 per night (USD)

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    Anchorage 808 in Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to The Anchorage unit 808 on beautiful Siesta Key. We invite you to stay in our spacious 1,250 squ ...

    From $214 per night (USD)

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    Details
  • Venice Palms - Family Beach Fun!!
    From $250 per night (USD)

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    Venice Palms - Family Beach Fun!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Venice Palms! Cool place to hang out with family and enjoy short trips to the beach and everything you need a ...

    From $250 per night (USD)

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  • Charming 3 Bedroom Home with a Pool by Downtown
    From $225 per night (USD)

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    Charming 3 Bedroom Home with a Pool by Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your family will be close downtown and lido/st armands circle / longboat key. 1.3 miles to Main Street in downtown Saras ...

    From $225 per night (USD)

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  • 3br home on the water!\n\n
    From $113 per night (USD)

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    3br home on the water!\n\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Relax at this peaceful, spacious waterfront Gulf access home with three bedrooms, two bathrooms, and a carport. This wat ...

    From $113 per night (USD)

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  • Newer 2022 Immaculate 4\/2.5 Townhome Lake View in Resort Style Community
    From $175 per night (USD)

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    Newer 2022 Immaculate 4\/2.5 Townhome Lake View in Resort Style Community

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    4

    Newer Townhome in Grand Paradiso in Venice built in 2022. Resort lifestyle in a gated community with lots of amenities. ...

    From $175 per night (USD)

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  • Waterfront, Tee Time in Paradise
    From $91 per night (USD)

    VRBO

    Waterfront, Tee Time in Paradise

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Tee Time in Paradise! This charming 2-bedroom, 2-bath first floor condo is located in the gorgeous community ...

    From $91 per night (USD)

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  • Beach Access, Siesta Key, Turtle Nest
    From $220 per night (USD)

    VRBO

    Beach Access, Siesta Key, Turtle Nest

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to Turtle Nest! Nestled in the heart of Siesta Key, Florida, this exquisite 2-bedroom, 2-bathroom oceanfront con ...

    From $220 per night (USD)

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  • Near Manasota Key Beach, Beach Heron
    From $97 per night (USD)

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    Near Manasota Key Beach, Beach Heron

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Beach Heron! This delightful 2-bedroom, 1-bath single-level home is located just 3 miles from the world-famou ...

    From $97 per night (USD)

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  • Lake front, Private Pool, Golfing, After Dune Delight
    From $140 per night (USD)

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    Lake front, Private Pool, Golfing, After Dune Delight

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Location....Location....Location..... Time for outdoor paradise! The backyard in this beautifully remodeled 4-bedroom h ...

    From $140 per night (USD)

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  • Near Siesta Key Beach, Whim Sea
    From $94 per night (USD)

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    Near Siesta Key Beach, Whim Sea

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Whim Sea, in beautiful Sarasota, Florida! This inviting single-level home offers the perfect blend of comfort ...

    From $94 per night (USD)

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  • Lido Key, walk to Beach, Lido Del Mare
    From $96 per night (USD)

    VRBO

    Lido Key, walk to Beach, Lido Del Mare

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Lido Del Mare! Here is your chance to live and play on Lido Beach! This stunning 2-bedroom, 2-bath townhome, ...

    From $96 per night (USD)

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    Details
  • Private Pool, Near Siesta Key Beach, Blue Dolphin
    From $160 per night (USD)

    VRBO

    Private Pool, Near Siesta Key Beach, Blue Dolphin

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Blue Dolphin! This lovely 3-bedroom, 2-bathroom single-level private pool home is located in stunning Sarasot ...

    From $160 per night (USD)

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  • Cozy Sarasota Home w\/Pool, 10 mins to Siesta Key
    From $211 per night (USD)

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    Cozy Sarasota Home w\/Pool, 10 mins to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our home is perfectly located in Sarasota, with easy access to Siesta Key Beach, St Armands, Lido Beach, LBK & downtown ...

    From $211 per night (USD)

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  • Sunrise Tiny Home - New&Cozy
    From $162 per night (USD)

    VRBO

    Sunrise Tiny Home - New&Cozy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Located in the heart of Sarasota, the Sunrise tiny home offers large living and is anything but ordinary. One b ...

    From $162 per night (USD)

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  • Sunshine Tiny Home, Pinecraft
    From $157 per night (USD)

    VRBO

    Sunshine Tiny Home, Pinecraft

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Located in the heart of Sarasota, the Sunshine tiny home offers large living and is anything but ordinary. One ...

    From $157 per night (USD)

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  • Key Lime Tiny Home, New&Cozy
    From $162 per night (USD)

    VRBO

    Key Lime Tiny Home, New&Cozy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Located in the heart of Sarasota, the Key Lime tiny home offers large living and is anything but ordinary. One ...

    From $162 per night (USD)

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  • Pinecraft Cottage Tiny Home
    From $125 per night (USD)

    VRBO

    Pinecraft Cottage Tiny Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Comfortable cottage in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. Great for a ...

    From $125 per night (USD)

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  • Hummingbird House, New & Cozy
    From $162 per night (USD)

    VRBO

    Hummingbird House, New & Cozy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Located in the heart of Sarasota, the memorable Hummingbird tiny home is anything but ordinary. One bedroom wit ...

    From $162 per night (USD)

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  • Pinecraft Tiny Home 2
    From $155 per night (USD)

    VRBO

    Pinecraft Tiny Home 2

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Comfortable tiny home in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. Great for ...

    From $155 per night (USD)

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    Details
  • Coastal Paradise Condo Steps To Crescent Beach
    From $253 per night (USD)

    Expedia

    Coastal Paradise Condo Steps To Crescent Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Summary: Welcome to your exclusive coastal retreat! This 2-bedroom, 2-bathroom condo, mere steps from Crescent Beach, em ...

    From $253 per night (USD)

    Expedia

    Details
  • Siesta Key Beach | Private Pool
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    Expedia

    Siesta Key Beach | Private Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Kick back & relax in this calm, stylish space. You will love the tropical/boho vibes throughout the house, comfortable b ...

    Click For Pricing

    Expedia

    Details
  • Updated, The Meadows, 1st Floor, Golf, Pool & Clubhouse
    From $157 per night (USD)

    Expedia

    Updated, The Meadows, 1st Floor, Golf, Pool & Clubhouse

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    A Golfer's Dream in The Meadows - a SkyRun Sarasota Property Welcome to your perfect vacation retreat in the heart ...

    From $157 per night (USD)

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  • Relaxing Duplex by the Beach
    From $150 per night (USD)

    VRBO

    Relaxing Duplex by the Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Fully remodeled duplex near the beach, about 5-8 mins drive. Two beds rooms and 2 bathrooms. Each room has a king size ...

    From $150 per night (USD)

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  • Stoneybrook Golf & Country Club - GROUND FLOOR, CORNER UNIT, GOLF VIEW.
    From $175 per night (USD)

    Expedia

    Stoneybrook Golf & Country Club - GROUND FLOOR, CORNER UNIT, GOLF VIEW.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    GROUND FLOOR, CORNER UNIT, GOLF VIEW, bright and cheerful meticulously cared for and tastefully TURNKEY FURNISHED condo ...

    From $175 per night (USD)

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  • Beautiful 3bedroom 2bath home in Venice Florida
    From $289 per night (USD)

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    Beautiful 3bedroom 2bath home in Venice Florida

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy staying in this beautiful 3bedroom 2 bath home in the heart of Venice Florida. Minutes from gulf beaches and downt ...

    From $289 per night (USD)

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  • Cocoanut neighborhood, king bed
    From $141 per night (USD)

    Expedia

    Cocoanut neighborhood, king bed

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Enjoy a 2 stylish experience at this centrally-located place that is a short bike ride or short walk to downtown Sarasot ...

    From $141 per night (USD)

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  • Walk to hospital near the beach
    From $188 per night (USD)

    VRBO

    Walk to hospital near the beach

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    3

    Experience the harmonious blend of Japandi aesthetics in our exquisite one-bedroom, one-bathroom apartment, conveniently ...

    From $188 per night (USD)

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    Details
  • Magnificent sunlit beach retreat with pool, grill, balcony, W\/D - close to water
    From $110 per night (USD)

    Expedia

    Magnificent sunlit beach retreat with pool, grill, balcony, W\/D - close to water

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Freesia at Seaside Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...

    From $110 per night (USD)

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    Details
  • Cozy home with private pool, patio, & home office - walk to the bay
    From $286 per night (USD)

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    Cozy home with private pool, patio, & home office - walk to the bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cozy Cottage by the Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...

    From $286 per night (USD)

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  • 3 Bedroom house close to everything in Sarasota
    From $303 per night (USD)

    Expedia

    3 Bedroom house close to everything in Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Location, Location, Location! Minutes from top-rated, world-class Siesta Key Beach. This sparkling clean, centrally loca ...

    From $303 per night (USD)

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  • Secret Garden ~Downtown, Beaches, Pinecraft, Airports Low cleaning fee~ Sleeps 3
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    Expedia

    Secret Garden ~Downtown, Beaches, Pinecraft, Airports Low cleaning fee~ Sleeps 3

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy a rejuvenating cottage living experience at this centrally-located space. The interior rooms are spacious and comf ...

    Click For Pricing

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  • Scenic Getaway Home: 3BR 2Bath Minutes to Beach
    From $200 per night (USD)

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    Scenic Getaway Home: 3BR 2Bath Minutes to Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Summary: Discover Sunshine Paradise! Nestled in the sought-after community of Serranto East, this 3BR, 2 bath gem is you ...

    From $200 per night (USD)

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  • Ramblers River home\n
    From $101 per night (USD)

    VRBO

    Ramblers River home\n

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    Reconnect with nature at this unforgettable escape. Ramblers River home has it all. Views, the River,drop your boat at t ...

    From $101 per night (USD)

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  • Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 6 Minutes to Beaches
    From $220 per night (USD)

    Expedia

    Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 6 Minutes to Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Par ...

    From $220 per night (USD)

    Expedia

    Details