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Results: 385 Rentals

  • The Forever Beach Cottage Studio Room!
    From $81 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 $81 per night (USD)

    VRBO

    Details
  • \Safe & Clean\ 3.5 miles to Siesta Key, Lovely 3 bedr Home for the Entire Family
    From $313 per night (USD)

    Expedia

    \"Safe & Clean\" 3.5 miles to Siesta Key, Lovely 3 bedr Home for the Entire Family

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    New listing: Dawson House is closely located within a few miles to Siesta Key and close to downtown Sarasota. This home ...

    From $313 per night (USD)

    Expedia

    Details
  • Starfish Bungalow Private Entrance and Kitchenette
    From $81 per night (USD)

    VRBO

    Starfish Bungalow Private Entrance and Kitchenette

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Remodeled, beach-themed, spacious bedroom/living room/bath with private entrance. Comfortable king bed, sofa sleeper and ...

    From $81 per night (USD)

    VRBO

    Details
  • Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
    From $129 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 $129 per night (USD)

    Expedia

    Details
  • Downtown Sarasota House By Siesta Key and Golfing
    Click For Pricing

    Expedia

    Downtown Sarasota House By Siesta Key and Golfing

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    Click For Pricing

    Expedia

    Details
  • Sarasota creekside pool home oasis, close to beaches and activities.
    From $417 per night (USD)

    Expedia

    Sarasota creekside pool home oasis, close to beaches and activities.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Sarasota Florida. A premier: vacation, adventure, retirement destination. Located on the best (West) coast of ...

    From $417 per night (USD)

    Expedia

    Details
  • Downtown Sarasota Home By Siesta Key and Golfing
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    Expedia

    Downtown Sarasota Home By Siesta Key and Golfing

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    Click For Pricing

    Expedia

    Details
  • Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
    From $110 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 $110 per night (USD)

    Expedia

    Details
  • Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
    From $267 per night (USD)

    VRBO

    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 $267 per night (USD)

    VRBO

    Details
  • Sparkling Rental Close to Beaches and Downtown
    From $211 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 $211 per night (USD)

    VRBO

    Details
  • Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!
    From $152 per night (USD)

    VRBO

    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 $152 per night (USD)

    VRBO

    Details
  • Sarasota House w\/ Private Pool - 4 Mi to Beach!
    From $191 per night (USD)

    Expedia

    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 $191 per night (USD)

    Expedia

    Details
  • Downtown. Sleeps 2. Mins to Beaches & Airport \/ Ground Floor Unit
    From $70 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 $70 per night (USD)

    VRBO

    Details
  • Cute House near Downtown
    From $171 per night (USD)

    Expedia

    Cute House near Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    CALL US FOR OUR WEEKLY RATES!!! Cute house near Downtown Sarasota offers convenience, quietness and ability to enjoy Sa ...

    From $171 per night (USD)

    Expedia

    Details
  • Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome
    From $142 per night (USD)

    VRBO

    Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $142 per night (USD)

    VRBO

    Details
  • Location, Location!  Sarasota Rambler | Downtown MidMod Stay
    From $161 per night (USD)

    Expedia

    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 $161 per night (USD)

    Expedia

    Details
  • 2 Cottages Rented Together | Pool | Near Beaches
    From $241 per night (USD)

    VRBO

    2 Cottages Rented Together | Pool | Near Beaches

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...

    From $241 per night (USD)

    VRBO

    Details
  • Walk\/Bike\/Trolley to Downtown, 10 min to Lido Beach. Best value in SRQ, Pets OK
    From $160 per night (USD)

    Expedia

    Walk\/Bike\/Trolley to Downtown, 10 min to Lido Beach. Best value in SRQ, Pets OK

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    You have found it! Your Sarasota home away from home. We invite you to read our five star reviews on our three homes to ...

    From $160 per night (USD)

    Expedia

    Details
  • Sarasota Sanctuary Tropical Holiday
    From $162 per night (USD)

    VRBO

    Sarasota Sanctuary Tropical Holiday

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Your own private home surrounded by tropical landscaping. We pride ourselves in creating a sanctuary for you and your gu ...

    From $162 per night (USD)

    VRBO

    Details
  • Cottage in the City close to Everything!
    From $192 per night (USD)

    Expedia

    Cottage in the City close to Everything!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Stylishly decorated 2bed/2bath home in Downtown Sarasota! Close to everything, Siesta Key, Lido Key, St. Armands Circle, ...

    From $192 per night (USD)

    Expedia

    Details
  • Beautiful, Spacious Family Friendly Vacation Home
    From $290 per night (USD)

    VRBO

    Beautiful, Spacious Family Friendly Vacation Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Book your next vacation at this lovely home, and you won't be disappointed! Brand new furniture throughout the entire ho ...

    From $290 per night (USD)

    VRBO

    Details
  • Stay this close to all Sarasota has to offer
    Click For Pricing

    Expedia

    Stay this close to all Sarasota has to offer

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...

    Click For Pricing

    Expedia

    Details
  • Charming 3\/2 Home Peaceful on Legacy Trail! Pets Accepted!
    Click For Pricing

    Expedia

    Charming 3\/2 Home Peaceful on Legacy Trail! Pets Accepted!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This comfortable house of 1,370 sq ft, offers a large outdoor area, 3 bedrooms, 2 bathrooms, it's perfect for a family o ...

    Click For Pricing

    Expedia

    Details
  • Centrally located!  6 miles to Siesta and St. Armands. 2 miles to downtown.
    From $125 per night (USD)

    Expedia

    Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...

    From $125 per night (USD)

    Expedia

    Details
  • The Cozy Beach Suite of Sunny Sarasota!
    From $74 per night (USD)

    VRBO

    The Cozy Beach Suite of Sunny Sarasota!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...

    From $74 per night (USD)

    VRBO

    Details
  • Ocean Sky | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Fire Pit!
    Click For Pricing

    Expedia

    Ocean Sky | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Fire Pit!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Ocean Sky, a luxurious retreat that offers the perfect combination of comfort, convenience, and style. From t ...

    Click For Pricing

    Expedia

    Details
  • Family Retreat with Pool, Games, Dock, Fishing, Golf by RedAwning
    From $392 per night (USD)

    VRBO

    Family Retreat with Pool, Games, Dock, Fishing, Golf by RedAwning

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Tanglewood is a relaxing vacation spot for outdoors fun and adventure--offering fishing, kayaking, swimming, bird-watchi ...

    From $392 per night (USD)

    VRBO

    Details
  • Pinecraft Sunset Tiny Home
    From $146 per night (USD)

    Expedia

    Pinecraft Sunset Tiny Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: This unique comfortable tiny home in the heart of Sarasota. Close to Pinecraft, beaches, shops and restaurants. ...

    From $146 per night (USD)

    Expedia

    Details
  • Sarasota Show House Executive Luxury Suite
    From $229 per night (USD)

    VRBO

    Sarasota Show House Executive Luxury Suite

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...

    From $229 per night (USD)

    VRBO

    Details
  • DOWNTOWN SARASOTA COTTAGE HOUSE & POOL PET FRIENDLY
    From $115 per night (USD)

    Expedia

    DOWNTOWN SARASOTA COTTAGE HOUSE & POOL PET FRIENDLY

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located on a quiet, residential, tree-lined street, my home is within minutes from miles of fine, white, soft sand beach ...

    From $115 per night (USD)

    Expedia

    Details
  • Cozy retreat, heated salt water pool, centrally located, minutes to everything!
    From $356 per night (USD)

    VRBO

    Cozy retreat, heated salt water pool, centrally located, minutes to everything!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This Sarasota Bungalow retreat is a 3bd 2bth home with a heated salt water pool. Centrally located and near everything S ...

    From $356 per night (USD)

    VRBO

    Details
  • 4bd\/3bth Renovation With Heated Pool near Downtown
    From $289 per night (USD)

    Expedia

    4bd\/3bth Renovation With Heated Pool near Downtown

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful renovation, great for people who want a large house to spend evenings at the pool with dining area and drill! ...

    From $289 per night (USD)

    Expedia

    Details
  • ☆Sea Turtle Bungalow☆ Private Entry and Kitchenette
    From $100 per night (USD)

    VRBO

    ☆Sea Turtle Bungalow☆ Private Entry and Kitchenette

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Newly remodeled, spacious bedroom/living room/bath with private entrance. Comfortable queen bed, high-speed internet, re ...

    From $100 per night (USD)

    VRBO

    Details
  • Heated Pool Near Arlington Park Outdoor Kitchen
    From $226 per night (USD)

    Expedia

    Heated Pool Near Arlington Park Outdoor Kitchen

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Only 5 minutes to Siesta Key's north bridge and 10 minutes to Siesta Key Beach! Come vacation in PARADISE aka Sarasota, ...

    From $226 per night (USD)

    Expedia

    Details
  • Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa, <11 people
    From $368 per night (USD)

    VRBO

    Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa, <11 people

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    This home is a spacious 4 bedroom/3 bath haven. It is complete with an enclosed, heated pool for the kids to play in an ...

    From $368 per night (USD)

    VRBO

    Details
  • \The Sandpiper\ Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people
    From $204 per night (USD)

    Expedia

    \"The Sandpiper\" Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    This home comes as a deluxe package with a heated pool for the kids to play in and a heated, jetted spa for the adults t ...

    From $204 per night (USD)

    Expedia

    Details
  • Indoor\/Outdoor Living House w\/ Screened Pool & Sunroom
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    Expedia

    Indoor\/Outdoor Living House w\/ Screened Pool & Sunroom

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beachy Days Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...

    Click For Pricing

    Expedia

    Details
  • Sunny Cottage🌴half mile to Downtown-near famous beaches
    From $241 per night (USD)

    VRBO

    Sunny Cottage🌴half mile to Downtown-near famous beaches

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Relaxing and charming 3 bedrooms cottage half mile to Main steet, Downtown, parks, restaurants, art galleries,boutiques ...

    From $241 per night (USD)

    VRBO

    Details
  • *** Downtown Bungalow ***Beaches \/ Restaurants \/ Cafes***Just Minutes away!
    From $134 per night (USD)

    VRBO

    *** Downtown Bungalow ***Beaches \/ Restaurants \/ Cafes***Just Minutes away!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This charming cottage is the perfect place for your stay in downtown Sarasota. The space: This two bedroom home has ...

    From $134 per night (USD)

    VRBO

    Details
  • \Safe & Clean\  Ultra Convenient Location \/  3 Bed \/ 2 baths  updated pool home
    From $426 per night (USD)

    Expedia

    \"Safe & Clean\" Ultra Convenient Location \/ 3 Bed \/ 2 baths updated pool home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This beautiful and completely updated 3 bedroom / 2 baths single family pool home is located 1 mile to Siesta Key North ...

    From $426 per night (USD)

    Expedia

    Details
  • Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
    From $250 per night (USD)

    VRBO

    Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...

    From $250 per night (USD)

    VRBO

    Details
  • Siesta Key Palm Paradise with HEATED SALT WATER POOL 🌴🌴
    From $505 per night (USD)

    Expedia

    Siesta Key Palm Paradise with HEATED SALT WATER POOL 🌴🌴

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    12

    NEW HEATED SALT WATER POOL 80 Degrees & Palm Trees. PALM PARADISE awaits you, minutes away from the # 1 beach in the US ...

    From $505 per night (USD)

    Expedia

    Details
  • Tropical paradise in the City 1mi to Main St, 10 min drive to beach. \nWalk\/Bike
    From $187 per night (USD)

    VRBO

    Tropical paradise in the City 1mi to Main St, 10 min drive to beach. \nWalk\/Bike

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Perfect location, Tropical landscape and a comfy clean home. Enjoy one of the nicest tropical landscaped back yards in d ...

    From $187 per night (USD)

    VRBO

    Details
  • Boho Vibe 3B\/2B West of S. Tuttle - 1 mile from Downtown
    From $203 per night (USD)

    Expedia

    Boho Vibe 3B\/2B West of S. Tuttle - 1 mile from Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This 3 Bed 2 Bath 50's style Florida home has just undergone a partial remodel and complete Boho Style makeover. You w ...

    From $203 per night (USD)

    Expedia

    Details
  • Bright, cozy studio in the middle of Sarasota
    From $71 per night (USD)

    VRBO

    Bright, cozy studio in the middle of Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright studio in multi family house with nice & quiet tenants. TCentrally located, near everything that offering sunny S ...

    From $71 per night (USD)

    VRBO

    Details
  • Comfy 3bed\/2bath with pool close to Downtown
    From $175 per night (USD)

    Expedia

    Comfy 3bed\/2bath with pool close to Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Discover the charm of old Florida living in this spacious and fully furnished 3-bedroom, 2-bathroom vacation home. With ...

    From $175 per night (USD)

    Expedia

    Details
  • Large and bright studio in the middle of Sarasota
    From $77 per night (USD)

    VRBO

    Large and bright studio in the middle of Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright studio in multi family house with nice & quiet tenants. Centrally located, near everything that offering sunny Sa ...

    From $77 per night (USD)

    VRBO

    Details
  • Ideal location~3 bedroom 2 bath ~ walk\/bike DTN \/Trolley to Lido Beach. Pets ok
    From $171 per night (USD)

    Expedia

    Ideal location~3 bedroom 2 bath ~ walk\/bike DTN \/Trolley to Lido Beach. Pets ok

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to your Florida home away from home. Bright, clean & comfy with coastal decor. Our reviews say it all. Take a lo ...

    From $171 per night (USD)

    Expedia

    Details
  • Charming Florida bungalow with pool and fenced-in yard.
    From $164 per night (USD)

    VRBO

    Charming Florida bungalow with pool and fenced-in yard.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cypress wood floors and bay windows give this home a comfy, warm feel. The large, fenced-in backyard boasts large trees ...

    From $164 per night (USD)

    VRBO

    Details
  • Location! Location! Location!  Sarasota!!!
    From $100 per night (USD)

    VRBO

    Location! Location! Location! Sarasota!!!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...

    From $100 per night (USD)

    VRBO

    Details
  • Siesta Key Gateway Cottage
    From $300 per night (USD)

    VRBO

    Siesta Key Gateway Cottage

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to the beautiful beaches of Siesta Key. Centrally located 3,5 miles from Siesta Key Village, Shops and Restauran ...

    From $300 per night (USD)

    VRBO

    Details
  • Large and roomy with swimming pool
    From $175 per night (USD)

    Expedia

    Large and roomy with swimming pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Light and roomy within walking distant of Pinecraft Park and 10 minutes from Siesta Key Beaches. additional pull out sof ...

    From $175 per night (USD)

    Expedia

    Details
  • Renovated 3\/2 Minutes to Downtown and Beaches
    From $215 per night (USD)

    VRBO

    Renovated 3\/2 Minutes to Downtown and Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 4 beds total, we can comf ...

    From $215 per night (USD)

    VRBO

    Details
  • A cozy perfectly located house!
    From $256 per night (USD)

    Expedia

    A cozy perfectly located house!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    A cozy perfectly located house just one mile from downtown Sarasota. Whether you need a great place to stay for work or ...

    From $256 per night (USD)

    Expedia

    Details
  • Brand New Beautiful Rental Close to Beaches!!!!
    From $195 per night (USD)

    VRBO

    Brand New Beautiful Rental Close to Beaches!!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Family friendly vacation rental located only 15 minutes from beautiful Siesta Key beach and downtown Sarasota. It is lo ...

    From $195 per night (USD)

    VRBO

    Details
  • The Palms in Sarasota, heated private pool, near Beaches & Downtown, sleeps 10
    From $305 per night (USD)

    Expedia

    The Palms in Sarasota, heated private pool, near Beaches & Downtown, sleeps 10

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Experience a vibrant, newly renovated two-story featuring a stunning heated saltwater pool. This immaculate 3-bedroom re ...

    From $305 per night (USD)

    Expedia

    Details
  • Newly remodeled close to downtown and beaches 3\/2 heated pool and screened lanai
    From $400 per night (USD)

    VRBO

    Newly remodeled close to downtown and beaches 3\/2 heated pool and screened lanai

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    NEW TO VRBO -Great location! Close to everything Sarasota has to offer! Completely remodeled, open concept 3 bed 2 bath ...

    From $400 per night (USD)

    VRBO

    Details
  •  \THE NEST\  THE BEST BEACHES, ENTERTAINMENT AND SHOPPING\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n1
    From $127 per night (USD)

    Expedia

    \"THE NEST\" THE BEST BEACHES, ENTERTAINMENT AND SHOPPING\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n\n1

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This 1050 sq ft Paradise hideaway is West Of Tamiami Trail on a Canopied Street. This very private vacation Apt. is an ...

    From $127 per night (USD)

    Expedia

    Details
  • Private Apartment in Sarasota, Near Pinecraft, Beaches & Downtown
    From $92 per night (USD)

    VRBO

    Private Apartment in Sarasota, Near Pinecraft, Beaches & Downtown

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Escape to this delightful attached apartment with private entrance and parking. Enjoy a bright, spacious interior with a ...

    From $92 per night (USD)

    VRBO

    Details
  • Casa  Lime
    From $219 per night (USD)

    Expedia

    Casa Lime

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A 1 bedroom, 1 bath cottage that comfortably sleeps 3 guests. Conveniently located in central Sarasota, in the quaint Am ...

    From $219 per night (USD)

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    Details
  • Casa Lemon
    From $209 per night (USD)

    VRBO

    Casa Lemon

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    A 1 bedroom, pull out couch & air mattress, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in cen ...

    From $209 per night (USD)

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    Details
  • Bahia Vista Retreat- sleeps 8-9
    From $310 per night (USD)

    Expedia

    Bahia Vista Retreat- sleeps 8-9

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Perfect place for vacation at this beautiful remodeled house. This family friendly retreat offers tastefully furnished i ...

    From $310 per night (USD)

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    Details
  • Excellent Location- Dog Friendly-Walkable Neighborhood- 5 Minutes to Payne Park and near Beaches
    From $162 per night (USD)

    VRBO

    Excellent Location- Dog Friendly-Walkable Neighborhood- 5 Minutes to Payne Park and near Beaches

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in shower) an ...

    From $162 per night (USD)

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  • Private Home near Lido\/Siesta Key Beach & Downtown
    From $165 per night (USD)

    Expedia

    Private Home near Lido\/Siesta Key Beach & Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    ABOUT THE HOUSE/AREA: Make lifelong memories with your family and friends in this cozy and newly renovated home. Our we ...

    From $165 per night (USD)

    Expedia

    Details
  • Recently Updated Apartment close to Siesta Key
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    Expedia

    Recently Updated Apartment close to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A 2 bedroom, 2 bath cottage conveniently located near Siesta Dr that takes you all the way to the famous Siesta Beach an ...

    Click For Pricing

    Expedia

    Details
  • Pinecraft Area Remodeled 3bdr\/2bth Home
    From $147 per night (USD)

    Expedia

    Pinecraft Area Remodeled 3bdr\/2bth Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Great Location and Comfort are what makes this 3 Bedroom Vacation Home special. Located in the Pinecraft area off Bahia ...

    From $147 per night (USD)

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    Details
  • Affordable paradise - walking distance to downtown Sarasota!
    From $99 per night (USD)

    VRBO

    Affordable paradise - walking distance to downtown Sarasota!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful monthly vacation rental a short walk from downtown Sarasota and a short bike ride from Siesta Key (#1 beach in ...

    From $99 per night (USD)

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    Details
  • 2 bedroom-Sparkling Clean–near beaches & downtown
    From $164 per night (USD)

    VRBO

    2 bedroom-Sparkling Clean–near beaches & downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Mango Gardens! We want to assure all of our guests that we have enhanced cleaning and disinfecting procedu ...

    From $164 per night (USD)

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  • Near downtown Sarasota & Siesta Key Beach
    From $350 per night (USD)

    VRBO

    Near downtown Sarasota & Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This roomy house is only a short drive, walk, bike or bus (scat) away from the #1 Beach in the USA. Siesta Key Beach. Al ...

    From $350 per night (USD)

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    Details
  • Arlington Park Area! Heated Pool 3Bedroom\/2bath Home
    From $425 per night (USD)

    Expedia

    Arlington Park Area! Heated Pool 3Bedroom\/2bath Home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Arlington Park Area! Freshly renovated, beautiful 3 bedroom/2 bathroom home just 15 minutes away from the Siesta beach a ...

    From $425 per night (USD)

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    Details
  • The Olive Turtle - Comfort near Downtown Sarasota and Siesta Key Beach
    From $297 per night (USD)

    VRBO

    The Olive Turtle - Comfort near Downtown Sarasota and Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a stylish experience at this centrally-located place. Decorated with curated items from local artists and small bu ...

    From $297 per night (USD)

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    Details
  • Pinecraft Tiny Home 'Green Parrot '
    From $167 per night (USD)

    Expedia

    Pinecraft Tiny Home 'Green Parrot '

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

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

    From $167 per night (USD)

    Expedia

    Details
  • Pinecraft Blue Heron Tiny Home
    From $166 per night (USD)

    VRBO

    Pinecraft Blue Heron Tiny Home

    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 $166 per night (USD)

    VRBO

    Details
  • Sarasota Downtown on The Legacy Bike Trail
    From $159 per night (USD)

    Expedia

    Sarasota Downtown on The Legacy Bike Trail

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Totally Renovated Vintage Cottage one minute to the downtown of Sarasota with the recently completed Legacy Trail right ...

    From $159 per night (USD)

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    Details
  • 2 Bedroom Single_family 427467 by Houzlet
    Click For Pricing

    Expedia

    2 Bedroom Single_family 427467 by Houzlet

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Seasonal/ Short-Term/Monthly Rental. South Gate charmer ready for seasonal or short term guests! Fully Furnished Pool Ho ...

    Click For Pricing

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    Details
  • 2 Bedroom Apartment 427799 by Houzlet
    Click For Pricing

    Expedia

    2 Bedroom Apartment 427799 by Houzlet

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    This two story fully furnished condo is available for the month of November 2022. It's in the perfect location to lease ...

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    Details
  • 2 Bedroom Single_family 427339 by Houzlet
    Click For Pricing

    Expedia

    2 Bedroom Single_family 427339 by Houzlet

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Welcome HOME to this charming Florida Bungalow Getaway. This well furnished 2BR + suite /2BA home features a large cover ...

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    Details
  • 2 Bedroom Condo 319959 by Houzlet
    Click For Pricing

    Expedia

    2 Bedroom Condo 319959 by Houzlet

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Location, location, location!!!Unit available from April 1, 2023. SHORT TERM(minimum 1 month) or Long term rental availa ...

    Click For Pricing

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    Details
  • 2 Bedroom Single_family 427343 by Houzlet
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    Expedia

    2 Bedroom Single_family 427343 by Houzlet

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This beautiful cottage in Arlington Park was recently gutted and entirely remodeled. This home has a master bedroom with ...

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    Expedia

    Details
  • 2 Bedroom Single_family 95132 by Houzlet
    Click For Pricing

    Expedia

    2 Bedroom Single_family 95132 by Houzlet

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    MOVE IN and Relax in this charming Home- two bedrooms + a den, two bath, FURNISHED. Centrally located minutes from DOWNT ...

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    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 $188 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 $188 per night (USD)

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    Details
  • Comfortable home in charming Southgate
    From $160 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 $160 per night (USD)

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    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
  • Contemporary Ranch, near Siesta Key & Donwtown SRQ
    From $368 per night (USD)

    VRBO

    Contemporary Ranch, near Siesta Key & Donwtown SRQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the serene neighborhood of South Gate, Siesta Key, our contemporary 3-bedroom, 2-bath oasis is the perfect bl ...

    From $368 per night (USD)

    VRBO

    Details
  • Private Yard, Dog-Friendly, Close to Beaches and Downtown
    From $236 per night (USD)

    Expedia

    Private Yard, Dog-Friendly, Close to Beaches and Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Kadima Kottage - a SkyRun Sarasota Property **Please contact us directly for other length of stay options-The SkyRu ...

    From $236 per night (USD)

    Expedia

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

    VRBO

    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)

    VRBO

    Details
  • 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)

    VRBO

    Details
  • Sunshine Tiny Home, Pinecraft
    From $162 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 $162 per night (USD)

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

    Expedia

    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)

    Expedia

    Details
  • 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)

    VRBO

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

    Expedia

    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)

    Expedia

    Details
  • Pinecraft Tiny Home 2
    From $150 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 $150 per night (USD)

    VRBO

    Details
  • Walk to hospital near the beach
    From $172 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 $172 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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    Details
  • LARGE HOUSE WITH HEATED POOL NEAR BEACH AND DOWNTOWN SARASOTA - 10-12 GUESTS
    From $265 per night (USD)

    VRBO

    LARGE HOUSE WITH HEATED POOL NEAR BEACH AND DOWNTOWN SARASOTA - 10-12 GUESTS

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Very nice & Spacious 3 bedms/2.5bathms home with heated swimming-pool in Euclid Ave. Near beaches (15min) and downtown ...

    From $265 per night (USD)

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  • Sarasota2 Vacation Paradise!
    From $614 per night (USD)

    VRBO

    Sarasota2 Vacation Paradise!

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Experience luxury living in the highly desirable $1.7M Sarasota home Only 6 miles to #1 SIESTA KEY BEACH! Enjoy this spa ...

    From $614 per night (USD)

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    Details
  • Mid-Century Oasis with Pool in Arlington Park
    From $454 per night (USD)

    VRBO

    Mid-Century Oasis with Pool in Arlington Park

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. Thi ...

    From $454 per night (USD)

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    Details
  • Sun Tans & Fairways: Heated Pool and Hot Tub
    From $399 per night (USD)

    VRBO

    Sun Tans & Fairways: Heated Pool and Hot Tub

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    The whole group will enjoy easy access to everything from this centrally located place. Sun Tans & Fairways is a home th ...

    From $399 per night (USD)

    VRBO

    Details
  • The Heart of Sarasota, 5 minutes to Downtown,
    From $714 per night (USD)

    VRBO

    The Heart of Sarasota, 5 minutes to Downtown,

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Location is everything! Come vacation in this gorgeous brand new modern Bohemian inspired home right in the heart of Sar ...

    From $714 per night (USD)

    VRBO

    Details