Search Your Destination Now!

Sarasota Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 1,000 Rentals

  • The Strand of Sarasota FL 212
    From $214 per night (USD)

    VRBO

    The Strand of Sarasota FL 212

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...

    From $214 per night (USD)

    VRBO

    Details
  • Fully renovated duplex near downtown with fenced yard & patio - dog-friendly
    From $199 per night (USD)

    Expedia

    Fully renovated duplex near downtown with fenced yard & patio - dog-friendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Casa Cocoanut - 1314 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...

    From $199 per night (USD)

    Expedia

    Details
  • Cozy Cottage close to everything w\/ grill on patio
    From $159 per night (USD)

    VRBO

    Cozy Cottage close to everything w\/ grill on patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Bromeliads" offers everything you need ...

    From $159 per night (USD)

    VRBO

    Details
  • Modern Adobe Oasis~Heated Pool~Fresh Remodel
    From $316 per night (USD)

    Expedia

    Modern Adobe Oasis~Heated Pool~Fresh Remodel

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...

    From $316 per night (USD)

    Expedia

    Details
  • Quick and Easy Walk Downtown - Tons of Amenities
    From $193 per night (USD)

    VRBO

    Quick and Easy Walk Downtown - Tons of Amenities

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfe ...

    From $193 per night (USD)

    VRBO

    Details
  • Condo Cuteness with Stellar View ~ On The Water Perfectly Located
    Click For Pricing

    Expedia

    Condo Cuteness with Stellar View ~ On The Water Perfectly Located

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Perfectly located near the amazing Lido Beach and trendy Downtown Sarasota. Only an 8 minute drive from SRQ Airport & th ...

    Click For Pricing

    Expedia

    Details
  • House in Sarasota between Downtown & Siesta Beach
    From $267 per night (USD)

    VRBO

    House in Sarasota between Downtown & Siesta Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located 5 minutes from Sarasota Memorial Hospital between Downtown and Siesta Key Village. This house sleeps up to 6 pe ...

    From $267 per night (USD)

    VRBO

    Details
  • The Outside Oasis-1 mile to Siesta Key!
    From $354 per night (USD)

    Expedia

    The Outside Oasis-1 mile to Siesta Key!

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    6

    This home is so centrally located (a mile to Siesta Key, Southside Village, Sarasota Memorial Hospital; about 2 miles to ...

    From $354 per night (USD)

    Expedia

    Details
  • Close To Everything! Pool, Pets, Fenced, Garage, 1000 ft to Sarasota Bay!
    From $281 per night (USD)

    VRBO

    Close To Everything! Pool, Pets, Fenced, Garage, 1000 ft to Sarasota Bay!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This million-dollar pool home (a ranch with no steps to make it easily navigable) close to the water was designed by ren ...

    From $281 per night (USD)

    VRBO

    Details
  • The Strand of Sarasota 215
    From $218 per night (USD)

    Expedia

    The Strand of Sarasota 215

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...

    From $218 per night (USD)

    Expedia

    Details
  • 638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV
    From $338 per night (USD)

    VRBO

    638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV

    Bedrooms:
    1
    Bathrooms:
    12
    Sleeps:
    6

    Summary: Enjoy a stylish newly remodelled from top to bottom vacation at this 2 bedroom attached Villa in downtown Saras ...

    From $338 per night (USD)

    VRBO

    Details
  • DOWNTOWN SARASOTA SEASONAL RENTAL
    Click For Pricing

    Expedia

    DOWNTOWN SARASOTA SEASONAL RENTAL

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    FURNISHED SEASONAL RENTAL - Welcome to Sarasota …. Enjoy a worry-free getaway in this turnkey rental property. With all ...

    Click For Pricing

    Expedia

    Details
  • Sarasota condo near Downtown
    From $223 per night (USD)

    VRBO

    Sarasota condo near Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This resort style brand new condo has it all!! With only 5 min drive to Downtown Sarasota and 10 minutes to LIDO BEACH. ...

    From $223 per night (USD)

    VRBO

    Details
  • Luxury Condo with Xtra Large Patio & Pool Views
    From $183 per night (USD)

    Expedia

    Luxury Condo with Xtra Large Patio & Pool Views

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy this 1 bedroom, 1.5 bath condo. It has been flawlessly designed and constructed with a luxurious feel. The unit h ...

    From $183 per night (USD)

    Expedia

    Details
  • Casita Jacinto, 1926 historic home near Siesta Key - 0.4 miles to bay
    From $514 per night (USD)

    VRBO

    Casita Jacinto, 1926 historic home near Siesta Key - 0.4 miles to bay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Casita Jacinto, a 1926 bungalow in a tropical oasis in the coveted “West of the Trail” location. This complet ...

    From $514 per night (USD)

    VRBO

    Details
  • Luxury Resort-style Condo with Amazing Views in a Prime Location
    From $308 per night (USD)

    Expedia

    Luxury Resort-style Condo with Amazing Views in a Prime Location

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Looking for a resort-style getaway in the heart of town? Then look no further than this luxury top-floor condo with stu ...

    From $308 per night (USD)

    Expedia

    Details
  • Sarasota Vacation Rental Home w\/ Private Pool
    From $456 per night (USD)

    VRBO

    Sarasota Vacation Rental Home w\/ Private Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Situated in a quiet neighborhood just 2 miles from downtown, ‘The Little Mermaid’ is perfect for your next extended stay ...

    From $456 per night (USD)

    VRBO

    Details
  • Deluxe 2\/2 Condo Pool View w\/ 2 terraces Top Floor
    From $201 per night (USD)

    Expedia

    Deluxe 2\/2 Condo Pool View w\/ 2 terraces Top Floor

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This fully furnished waterfront condo is located on the fifth floor of “The Strand” and spans over 1359 sq ft, with a ge ...

    From $201 per night (USD)

    Expedia

    Details
  • Family Fun House near Siesta Key
    From $946 per night (USD)

    VRBO

    Family Fun House near Siesta Key

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    16

    Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 ...

    From $946 per night (USD)

    VRBO

    Details
  • Hidden Gem in Charming Sarasota, Florida
    From $383 per night (USD)

    Expedia

    Hidden Gem in Charming Sarasota, Florida

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Tastefully designed home surrounded by lush palms and oak trees in the heart of Sarasota, Florida. The home is located i ...

    From $383 per night (USD)

    Expedia

    Details
  • Brand new luxury condo downtown with resort style amenities
    Click For Pricing

    VRBO

    Brand new luxury condo downtown with resort style amenities

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: brand new luxury waterfront condo located in beautiful downtown Sarasota with resort style amenities. This 2nd ...

    Click For Pricing

    VRBO

    Details
  • Luxury Home in Downtown Sarasota
    From $492 per night (USD)

    Expedia

    Luxury Home in Downtown Sarasota

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    7 day minimum (Guests are required to E-sign Rental agreement after booking) You’ll never want to leave this extremely ...

    From $492 per night (USD)

    Expedia

    Details
  • 1767-Near Beaches-Downtown-Full Kitchen-Cozy
    From $228 per night (USD)

    VRBO

    1767-Near Beaches-Downtown-Full Kitchen-Cozy

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...

    From $228 per night (USD)

    VRBO

    Details
  • Selby garden  Downtown colonial, home \nmins drive 2 siesta key walk 2 Bayfront
    From $455 per night (USD)

    VRBO

    Selby garden Downtown colonial, home \nmins drive 2 siesta key walk 2 Bayfront

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    This beautiful home located in downtown Sarasota next to Selby botanical Gardens a few minutes walk some of the best res ...

    From $455 per night (USD)

    VRBO

    Details
  • Convenient + Quiet + Relaxing \/ Close to Beaches + Close to Activities
    From $323 per night (USD)

    VRBO

    Convenient + Quiet + Relaxing \/ Close to Beaches + Close to Activities

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    7

    Originally built in 1957 and remodeled in 2022 adding two more bedrooms, family room and bathroom to accommodate my grow ...

    From $323 per night (USD)

    VRBO

    Details
  • Incredible, dog-friendly home with Pack-N-Play, full kitchen, patio & beach gear
    From $327 per night (USD)

    Expedia

    Incredible, dog-friendly home with Pack-N-Play, full kitchen, patio & beach gear

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Peacock Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...

    From $327 per night (USD)

    Expedia

    Details
  • Treasured Piece of history-Sarasota 1940s Bungalow
    From $187 per night (USD)

    VRBO

    Treasured Piece of history-Sarasota 1940s Bungalow

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Special offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our ...

    From $187 per night (USD)

    VRBO

    Details
  • Mellow Memories | Sun-filled house in Sarasota with al fresco dining & hammock
    From $228 per night (USD)

    Expedia

    Mellow Memories | Sun-filled house in Sarasota with al fresco dining & hammock

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Mellow Memories Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...

    From $228 per night (USD)

    Expedia

    Details
  • Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido
    From $232 per night (USD)

    VRBO

    Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home sta ...

    From $232 per night (USD)

    VRBO

    Details
  • Close to Beaches|Pool|Fire Pit|Game Room|King Beds
    From $456 per night (USD)

    Expedia

    Close to Beaches|Pool|Fire Pit|Game Room|King Beds

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Sunset Villa is a spacious vacation rental located near downtown and just minutes from the world-famous Siesta Key and L ...

    From $456 per night (USD)

    Expedia

    Details
  • Sun, Sand and Savings Sarasota Deals Up to 15% Off
    Click For Pricing

    VRBO

    Sun, Sand and Savings Sarasota Deals Up to 15% Off

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

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

    Click For Pricing

    VRBO

    Details
  • Downtown walk to Van Wezel
    From $215 per night (USD)

    Expedia

    Downtown walk to Van Wezel

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Next to the hip Rosemary District, this modern 2-bedroom haven comes with nature's own selfie wall (yes, we put grass in ...

    From $215 per night (USD)

    Expedia

    Details
  • Serene Japandi Retreat MedCenter
    From $171 per night (USD)

    VRBO

    Serene Japandi Retreat MedCenter

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    - Convenient walking distance to the hospital, ensuring quick and easy access. - Located close to the beach, perfect f ...

    From $171 per night (USD)

    VRBO

    Details
  • 2 king beds airport ballet
    From $286 per night (USD)

    Expedia

    2 king beds airport ballet

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    You will be able to play on the beach all day then relax at your own private home. Your stay will include • Comfy k ...

    From $286 per night (USD)

    Expedia

    Details
  • Japandi disc golf Ringling
    From $300 per night (USD)

    VRBO

    Japandi disc golf Ringling

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    You will be able to play on the beach all day then relax at your own private home. Your stay will include • Comfy k ...

    From $300 per night (USD)

    VRBO

    Details
  • Charming 4-bedroom bungalow close to Southside Village, Lido Key & Siesta Key
    From $463 per night (USD)

    Expedia

    Charming 4-bedroom bungalow close to Southside Village, Lido Key & Siesta Key

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Consider this house your home away from home while you visit Sarasota. A treasure West of the Trail, boasting Mexican ti ...

    From $463 per night (USD)

    Expedia

    Details
  • Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!
    Click For Pricing

    VRBO

    Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    5

    Sarasota family home, Key West Style! Our fully-furnished 4 bedroom, two and half bathroom house is nicely appointed w ...

    Click For Pricing

    VRBO

    Details
  • Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
    From $246 per night (USD)

    Expedia

    Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located in Sarasota, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 tw ...

    From $246 per night (USD)

    Expedia

    Details
  • Paradise on Prospect w\/ Htd Saltwater Pool
    From $414 per night (USD)

    VRBO

    Paradise on Prospect w\/ Htd Saltwater Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Paradise on Prospect, a modern, luxurious, professionally decorated rental property offering an unparalleled ...

    From $414 per night (USD)

    VRBO

    Details
  • Sarasota Memorial Downtown Stay
    From $226 per night (USD)

    Expedia

    Sarasota Memorial Downtown Stay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Perfectly positioned just across from Sarasota Memorial Hospital, this thoughtfully designed apartment offers Directly ...

    From $226 per night (USD)

    Expedia

    Details
  • Urban Healing Haven Downtown Gem
    From $144 per night (USD)

    VRBO

    Urban Healing Haven Downtown Gem

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Discover your home away from home in Sarasota! Nestled at 2050 Arlington Street, this modern sanctuary offers comfort an ...

    From $144 per night (USD)

    VRBO

    Details
  • Pioneer Park downtown jet ski
    From $215 per night (USD)

    Expedia

    Pioneer Park downtown jet ski

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Nestled where historic Central Cocoanut winks at the trendy Rosemary District, our charming 2-bedroom bungalow is servin ...

    From $215 per night (USD)

    Expedia

    Details
  • Traquil Gem
    From $364 per night (USD)

    VRBO

    Traquil Gem

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    **Newly remodeled home with all new furniture and decor*. Peaceful home surrounded by lush palms in the heart of Saraso ...

    From $364 per night (USD)

    VRBO

    Details
  • Cozy Retreat Close to Hospital
    From $206 per night (USD)

    Expedia

    Cozy Retreat Close to Hospital

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Here are the key features of the location: Prime Location: Just steps from Sarasota Memorial Hospital, providing conven ...

    From $206 per night (USD)

    Expedia

    Details
  • Central Cocoanut downtown jetski
    From $249 per night (USD)

    VRBO

    Central Cocoanut downtown jetski

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your perfect Sarasota getaway! This chic home in the Coconut neighborhood is your ticket to Florida living at ...

    From $249 per night (USD)

    VRBO

    Details
  • Sarasota Getaway Studio 3 mi to beautiful sandy beaches
    From $195 per night (USD)

    Expedia

    Sarasota Getaway Studio 3 mi to beautiful sandy beaches

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy this new space with 12 ft. ceiling, light airy and spacious surrounded in a private, tropical setting. Fully furni ...

    From $195 per night (USD)

    Expedia

    Details
  • Sarasota Retreat near Downtown with FREE POOL HEAT!
    From $387 per night (USD)

    VRBO

    Sarasota Retreat near Downtown with FREE POOL HEAT!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Newly Resurfaced Pool! Your Perfect Sarasota Getaway! Get ready for the ultimate vacation! This beautifully renovated ...

    From $387 per night (USD)

    VRBO

    Details
  • The Wisteria Oasis With heated pool and hot tub
    From $448 per night (USD)

    Expedia

    The Wisteria Oasis With heated pool and hot tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come Relax with your family at this peaceful 3 bedroom cottage, It has a private fenced in backyard w/ new heated saltwa ...

    From $448 per night (USD)

    Expedia

    Details
  • Welcome to Off Tropic!
    From $356 per night (USD)

    VRBO

    Welcome to Off Tropic!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Highlights • Private pool with in-ground spa • Less than 5-miles to the beach • Outdoor living space • Washer and d ...

    From $356 per night (USD)

    VRBO

    Details
  • Sarasota Duplex in Gillespie Park: 1 Mi to Dtwn!
    From $131 per night (USD)

    Expedia

    Sarasota Duplex in Gillespie Park: 1 Mi to Dtwn!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Embark on your next adventure in Florida with a stay at this vacation rental in sunny Sarasota! Complete with practical ...

    From $131 per night (USD)

    Expedia

    Details
  • The Palmy Pickle w\/ Pickleball Court + Fire Pit!
    From $264 per night (USD)

    VRBO

    The Palmy Pickle w\/ Pickleball Court + Fire Pit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    BNB Breeze Presents: The Palmy Pickle Newly renovated space in Sarasota, FL with private pickleball court, fire pit, la ...

    From $264 per night (USD)

    VRBO

    Details
  • Luxurious 2\/2 Water View Corner Unit The Strand w\/ 2 balconies
    From $251 per night (USD)

    Expedia

    Luxurious 2\/2 Water View Corner Unit The Strand w\/ 2 balconies

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy your Sarasota stay in this newly furnished waterfront corner unit on the 4th floor of The Strand, heated communal ...

    From $251 per night (USD)

    Expedia

    Details
  • 10 min Lido Key Beach~St. Armand Circle~ Short drive to Siesta Key Beach
    From $189 per night (USD)

    VRBO

    10 min Lido Key Beach~St. Armand Circle~ Short drive to Siesta Key Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Coastal Cabana Hideout is a single-family home six minutes from beautiful downtown Sarasota, Florida. A 10-minute car ...

    From $189 per night (USD)

    VRBO

    Details
  • Luxury Family size house, 9 miles away from siesta key, with pool
    From $522 per night (USD)

    Expedia

    Luxury Family size house, 9 miles away from siesta key, with pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Step into the heart of Florida's allure as you discover one of the Sunshine State's most sought-after and secure destina ...

    From $522 per night (USD)

    Expedia

    Details
  • Modern 4 BR home in the heart of Sarasota - Luxe Arlington Park Home
    From $352 per night (USD)

    VRBO

    Modern 4 BR home in the heart of Sarasota - Luxe Arlington Park Home

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Luxe Arlington Park Home! Step into this exquisite and impeccably maintained abode, nestled in the heart of t ...

    From $352 per night (USD)

    VRBO

    Details
  • Dog-friendly, renovated duplex with two kitchens, washer\/dryer, & patio
    From $394 per night (USD)

    Expedia

    Dog-friendly, renovated duplex with two kitchens, washer\/dryer, & patio

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Casa Cocoanut - Entire Property Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...

    From $394 per night (USD)

    Expedia

    Details
  • Dog-friendly, renovated duplex with full kitchen, patio, central AC, gas grill
    From $210 per night (USD)

    VRBO

    Dog-friendly, renovated duplex with full kitchen, patio, central AC, gas grill

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Casa Beach Club Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...

    From $210 per night (USD)

    VRBO

    Details
  • Coastal Retreat near Siesta Key Beach and Downtown
    From $553 per night (USD)

    Expedia

    Coastal Retreat near Siesta Key Beach and Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    2

    Welcome to your coastal retreat in Sarasota's most desirable neighborhood. Minutes to beaches and downtown, this home of ...

    From $553 per night (USD)

    Expedia

    Details
  • Sparkling Sarasota Seaside Retreat
    From $411 per night (USD)

    VRBO

    Sparkling Sarasota Seaside Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Gorgeous, light and bright, completely updated modern home within minutes to beach, downtown, Legacy Trail, Payne Park a ...

    From $411 per night (USD)

    VRBO

    Details
  • Downtown Sarasota, Casa de Zara
    From $343 per night (USD)

    Expedia

    Downtown Sarasota, Casa de Zara

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 wi ...

    From $343 per night (USD)

    Expedia

    Details
  • Charming Cottage DOWNTOWN SARASOTA. MINUTES FROM SIESTA KEY!!
    From $173 per night (USD)

    VRBO

    Charming Cottage DOWNTOWN SARASOTA. MINUTES FROM SIESTA KEY!!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your Charming cottage in the heart of Downtown Sarasota, where urban living meets tropical tranquility. This ...

    From $173 per night (USD)

    VRBO

    Details
  • Pool - Near Beach - Outdoor Games for Family - Close to DT
    From $871 per night (USD)

    Expedia

    Pool - Near Beach - Outdoor Games for Family - Close to DT

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Summary: Discover the perfect family getaway in our charming 4-bedroom, 3-bathroom pool home in Sarasota! Minutes away ...

    From $871 per night (USD)

    Expedia

    Details
  • Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
    From $289 per night (USD)

    VRBO

    Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    BNB Breeze Presents: Sunshine Haven! This spacious property is ideal for your next family or friend's getaway to Saraso ...

    From $289 per night (USD)

    VRBO

    Details
  • Downtown Sarasota gem near Ringling College - Beautiful Bayou
    From $100 per night (USD)

    Expedia

    Downtown Sarasota gem near Ringling College - Beautiful Bayou

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Beautiful Bayou, nestled in Whitaker Bayou and right by the heart of Downtown Sarasota, and just a leisurely ...

    From $100 per night (USD)

    Expedia

    Details
  • Bay Bliss Bungalow | 65\ Smart TV, Lanai + Electric Bikes!
    From $250 per night (USD)

    VRBO

    Bay Bliss Bungalow | 65\" Smart TV, Lanai + Electric Bikes!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    BNB Breeze Presents: Bay Bliss Bungalow! When renovating this home, we crafted every detail to blow our guests away! St ...

    From $250 per night (USD)

    VRBO

    Details
  • The Palace on Clematis –  Siesta Key Vacation Home with Pool, Firepit & Location
    From $1331 per night (USD)

    Expedia

    The Palace on Clematis – Siesta Key Vacation Home with Pool, Firepit & Location

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    10

    Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusiv ...

    From $1331 per night (USD)

    Expedia

    Details
  • Siesta Key Palm Paradise with Heated Saltwater Pool
    From $367 per night (USD)

    VRBO

    Siesta Key Palm Paradise with Heated Saltwater Pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    SIESTA KEY PALM PARADISE is minutes away from the #1 beach in the US, with white quartz sand & the clear turquoise wate ...

    From $367 per night (USD)

    VRBO

    Details
  • Blue Flamingo
    From $463 per night (USD)

    Expedia

    Blue Flamingo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Cozy Florida beach cottage surrounded by lush palms in the heart of Sarasota, Florida. The home is located in South Gate ...

    From $463 per night (USD)

    Expedia

    Details
  • Experience Tropical Stay: Whole Duplex for Groups Near Siesta Key Beach!
    From $711 per night (USD)

    VRBO

    Experience Tropical Stay: Whole Duplex for Groups Near Siesta Key Beach!

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    16

    Tropical Stay by Tropical Sands Accommodations Whole Duplex Sarasota, FL 34239 Welcome to Tropical Stay, a spacious t ...

    From $711 per night (USD)

    VRBO

    Details
  • Central 3 Bed Retreat Near Downtown & Beaches
    From $350 per night (USD)

    Expedia

    Central 3 Bed Retreat Near 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 ...

    From $350 per night (USD)

    Expedia

    Details
  • Sea Mist Hideaway | Lanai, Outdoor Lounge + Fire-Pit!
    Click For Pricing

    VRBO

    Sea Mist Hideaway | Lanai, Outdoor Lounge + Fire-Pit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    BNB Breeze Presents: Sea Mist Hideaway! Located just 13 minutes away from both Siesta Key and Lido Beach, this stunning ...

    Click For Pricing

    VRBO

    Details
  • Close to beaches and downtown, Quiet, Impeccable home
    From $176 per night (USD)

    Expedia

    Close to beaches and downtown, Quiet, Impeccable home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Forget your worries and cold in this spacious immaculate and serene place, surrounded by nature. Located in a dead-end s ...

    From $176 per night (USD)

    Expedia

    Details
  • Charming 2 bedroom 2 bathroom home with pool in Sarasota  with central location.
    From $249 per night (USD)

    VRBO

    Charming 2 bedroom 2 bathroom home with pool in Sarasota with central location.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Charming Corner Lot with a Central Location This spacious and beautifully updated home is perfectly situated in the hea ...

    From $249 per night (USD)

    VRBO

    Details
  • \Brillant Sunshine\ SARASOTA.  Luxury POOL home built in 2023. Up to 18 guests
    From $657 per night (USD)

    Expedia

    \"Brillant Sunshine\" SARASOTA. Luxury POOL home built in 2023. Up to 18 guests

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    If you are interested in renting TWO luxury residences for a larger gathering of visitors (up to 18 ), kindly consider o ...

    From $657 per night (USD)

    Expedia

    Details
  • Downtown Villa-Fully equipped! Short drive Beaches, Short Walk to Payne Park.
    From $154 per night (USD)

    VRBO

    Downtown Villa-Fully equipped! Short drive Beaches, Short Walk to Payne Park.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Getaway in Downtown Near Beaches, Pickleball Courts. Walking distance to Publix, Payne Park., Legacy Trail. It features ...

    From $154 per night (USD)

    VRBO

    Details
  • Private Oasis in Sarasota Florida
    From $371 per night (USD)

    Expedia

    Private Oasis in Sarasota Florida

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This Tropical Oasis features a Private Resort Style Backyard with a Salt Water Pool. Just over the Siesta Key Bridge th ...

    From $371 per night (USD)

    Expedia

    Details
  • Cozy 2-bedroom house in awesome Sarasota with AC, WiFi
    From $156 per night (USD)

    VRBO

    Cozy 2-bedroom house in awesome Sarasota with AC, WiFi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This perfectly located cottage provides easy access to Main St. - 1 mile, Lido Beach - 4 miles, 50+ restaurants are betw ...

    From $156 per night (USD)

    VRBO

    Details
  • HUGE HEATED SALT POOL! NEAR DOWNTOWN! TV IN EVERY BEDROOM!
    From $409 per night (USD)

    Expedia

    HUGE HEATED SALT POOL! NEAR DOWNTOWN! TV IN EVERY BEDROOM!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    30 FT LONG HEATED POOL. 8 minutes away from downtown Sarasota. Walking distance to a major plaza that has grocery store ...

    From $409 per night (USD)

    Expedia

    Details
  • Charming 4-bedroom Pool Home in Sarasota Fl
    From $686 per night (USD)

    VRBO

    Charming 4-bedroom Pool Home in Sarasota Fl

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Located in Sarasota, this large pool home is a close bike ride to downtown restaurants and beaches. This home can comfor ...

    From $686 per night (USD)

    VRBO

    Details
  • Stylish 2-Bedroom Home in Sarasota
    From $242 per night (USD)

    Expedia

    Stylish 2-Bedroom Home in Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    Summary: Discover a stylishly designed 2-bedroom, 2-bathroom home in the heart of Downtown Sarasota! - Modern open-con ...

    From $242 per night (USD)

    Expedia

    Details
  • NEW! Elegant Top-Floor 1.5\/2 Waterfront Condo at The Strand
    From $199 per night (USD)

    VRBO

    NEW! Elegant Top-Floor 1.5\/2 Waterfront Condo at The Strand

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...

    From $199 per night (USD)

    VRBO

    Details
  • Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
    From $581 per night (USD)

    Expedia

    Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to Bay Breeze Bungalow – Your Waterfront Sanctuary in Sarasota Nestled along the tranquil canals of Hudson Bayo ...

    From $581 per night (USD)

    Expedia

    Details
  • Step into the charm of yesteryear with the modern comforts of today at City Cottage!
    From $491 per night (USD)

    VRBO

    Step into the charm of yesteryear with the modern comforts of today at City Cottage!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Step into the charm of yesteryear with the modern comforts of today at City Cottage! Nestled in the heart of the City o ...

    From $491 per night (USD)

    VRBO

    Details
  • Stylish Retreat in Rosemary District Near Dining, Shops
    Click For Pricing

    Expedia

    Stylish Retreat in Rosemary District Near Dining, Shops

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to your modern and chic getaway in the heart of Sarasota's sought-after Rosemary District—rated one of the top 1 ...

    Click For Pricing

    Expedia

    Details
  • Charming 3BR Coastal Home Near Trails, Shops
    From $298 per night (USD)

    VRBO

    Charming 3BR Coastal Home Near Trails, Shops

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to your perfect Sarasota retreat! Nestled in the heart of the city, this charming 3-bedroom, 2-bathroom Florida ...

    From $298 per night (USD)

    VRBO

    Details
  • Charming 3-bedroom house with Screened Pool and Fire pit in Sarasota
    From $293 per night (USD)

    Expedia

    Charming 3-bedroom house with Screened Pool and Fire pit in Sarasota

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Escape to this charming 3-bedroom home, the perfect destination for families or friends seeking a peaceful retreat. Loca ...

    From $293 per night (USD)

    Expedia

    Details
  • Palm Breeze - With Heated Pool & Chipping Green!
    From $494 per night (USD)

    VRBO

    Palm Breeze - With Heated Pool & Chipping Green!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Palm Breeze Retreat! Just outside of Downtown and near the Legacy Trail, this home is nestled in a peaceful ...

    From $494 per night (USD)

    VRBO

    Details
  • Charming 2-bedroom house in amazing Sarasota close to all yet quiet.petfriendly
    From $152 per night (USD)

    Expedia

    Charming 2-bedroom house in amazing Sarasota close to all yet quiet.petfriendly

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Your cozy getaway awaits in Central Sarasota in a quiet neighborhood with multi million dollar houses and parks and pub ...

    From $152 per night (USD)

    Expedia

    Details
  • Large Pool, 3 BR, Dog-Friendly, 5 miles to Beach
    From $374 per night (USD)

    VRBO

    Large Pool, 3 BR, Dog-Friendly, 5 miles to Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Gather your loved ones and prepare to make memories that will last a lifetime. This amenity-filled home is situ ...

    From $374 per night (USD)

    VRBO

    Details
  • Sarasota Cottage w\/ Salt Water Pool Near Dntwn
    From $335 per night (USD)

    Expedia

    Sarasota Cottage w\/ Salt Water Pool Near Dntwn

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perf ...

    From $335 per night (USD)

    Expedia

    Details
  • 2\/2 BRAND NEW LUXURY TOWNHOME STEPS FROM GILLESPIE PARK, PICKLEBALL, TENNIS,...
    From $256 per night (USD)

    VRBO

    2\/2 BRAND NEW LUXURY TOWNHOME STEPS FROM GILLESPIE PARK, PICKLEBALL, TENNIS,...

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This brand-new custom townhome offers unparalleled luxury living with a prime location overlooking the 10-acre Gillespie ...

    From $256 per night (USD)

    VRBO

    Details
  • Kiwi Cove | Private Heated Pool + Backyard
    From $306 per night (USD)

    Expedia

    Kiwi Cove | Private Heated Pool + Backyard

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    BNB Breeze Presents: Kiwi Cove! Welcome to Kiwi Cove, a stunning Sarasota home that offers the perfect blend of comfort ...

    From $306 per night (USD)

    Expedia

    Details
  • Elegant Downtown Sarasota Condo
    From $537 per night (USD)

    VRBO

    Elegant Downtown Sarasota Condo

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: This beautifully finished residence in a boutique Sarasota building offers a spacious layout, high ceilings, an ...

    From $537 per night (USD)

    VRBO

    Details
  • Modern Waterfront Condo in Sarasota
    From $537 per night (USD)

    Expedia

    Modern Waterfront Condo in Sarasota

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Summary: This exclusive waterfront condo on Sarasota Bay offers elegant and comfortable living with high-end finishes th ...

    From $537 per night (USD)

    Expedia

    Details
  • Luxury 3BR Townhouse w\/Elevator & Rooftop | Walk to Downtown
    From $489 per night (USD)

    VRBO

    Luxury 3BR Townhouse w\/Elevator & Rooftop | Walk to Downtown

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    Welcome to Uptown Oasis, a brand-new, chic, and luxurious three-story townhouse in the heart of Sarasota! Designed for c ...

    From $489 per night (USD)

    VRBO

    Details
  • Downtown Burns Court Oasis!
    From $267 per night (USD)

    Expedia

    Downtown Burns Court Oasis!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Burns Court Oasis! A True gem. Enjoy a stylish experience at this centrally-located home located in the heart of down ...

    From $267 per night (USD)

    Expedia

    Details
  • Gem in Laurel Park: Newly Remodeled, Near Downtown
    From $362 per night (USD)

    VRBO

    Gem in Laurel Park: Newly Remodeled, Near Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to RCC Ohio Place – Your Dream Getaway in the Heart of Downtown Sarasota! Charming, fully renovated 100-year-ol ...

    From $362 per night (USD)

    VRBO

    Details
  • Blissful Bungalow in Sunny Sarasota, FL - Oak & Palm Horizon with a Modern Touch
    From $140 per night (USD)

    Expedia

    Blissful Bungalow in Sunny Sarasota, FL - Oak & Palm Horizon with a Modern Touch

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    20% OFF FIRST THREE BOOKINGS! BOOK NOW SAVE TODAY! Grab your slice of serenity in this 1 bedroom, 1 bath haven under a h ...

    From $140 per night (USD)

    Expedia

    Details
  • Charming 3-bedroom house in Arlington Park area, close to the recreation center.
    From $232 per night (USD)

    VRBO

    Charming 3-bedroom house in Arlington Park area, close to the recreation center.

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Your cozy getaway awaits in Sarasota at this charming house. With 3 bedrooms including 2 queen beds and 1 bunk bed, this ...

    From $232 per night (USD)

    VRBO

    Details
  •  Welcome to Casa Blue!  Come enjoy Sarasota!
    Click For Pricing

    Expedia

    Welcome to Casa Blue! Come enjoy Sarasota!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    This fabulous brand new house in Sarasota is a gem for guests seeking an amazing location to enjoy living in Sarasota li ...

    Click For Pricing

    Expedia

    Details