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Results: 485 Rentals

  • The Forever Beach Cottage Studio Room!
    From $88 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 $88 per night (USD)

    VRBO

    Details
  • Starfish Bungalow Private Entrance and Kitchenette
    From $109 per night (USD)

    Expedia

    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 $109 per night (USD)

    Expedia

    Details
  • Safe & Clean 3.5 miles to Siesta Key, Lovely 3 bedr Home for the Entire Family
    From $200 per night (USD)

    VRBO

    "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 $200 per night (USD)

    VRBO

    Details
  • Sarasota creekside pool home oasis, close to beaches and activities.
    From $335 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 $335 per night (USD)

    Expedia

    Details
  • Downtown Sarasota Home By Siesta Key and Golfing
    From $103 per night (USD)

    VRBO

    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 ...

    From $103 per night (USD)

    VRBO

    Details
  • NEW Vacation Home Minutes away from Siesta Key Beach & St. Armands Circle
    From $235 per night (USD)

    Expedia

    NEW Vacation Home Minutes away from Siesta Key Beach & St. Armands Circle

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Brand new 3 Bedroom, 2 Bathroom home in Sarasota, FL. Located minutes away from Siesta Key Beach as well as numerous res ...

    From $235 per night (USD)

    Expedia

    Details
  • Heated Pool ❤ Home- Close to Beaches, Restaurants
    From $295 per night (USD)

    VRBO

    Heated Pool ❤ Home- Close to Beaches, Restaurants

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $295 per night (USD)

    VRBO

    Details
  • Fairy-Tale Getaway Private Entry Near Siesta Key
    From $109 per night (USD)

    Expedia

    Fairy-Tale Getaway Private Entry Near Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

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

    From $109 per night (USD)

    Expedia

    Details
  • Cosy log cabin close to Downtown and Beaches
    From $105 per night (USD)

    VRBO

    Cosy log cabin close to Downtown and Beaches

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    All new furnishings including a queen bed and a convertible sofa to accommodate up to 4 guests. Great location, 5 minute ...

    From $105 per night (USD)

    VRBO

    Details
  • Sparkling New Rental Close to Beaches and Downtown
    From $237 per night (USD)

    Expedia

    Sparkling New 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 $237 per night (USD)

    Expedia

    Details
  • Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
    From $281 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 $281 per night (USD)

    VRBO

    Details
  • Get To the Beach!  Only 5 miles to Siesta Key Beach!
    From $125 per night (USD)

    Expedia

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $125 per night (USD)

    Expedia

    Details
  • Sarasota House w/ Pool Minutes to Beaches!
    From $218 per night (USD)

    VRBO

    Sarasota House w/ Pool Minutes to Beaches!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel,' a 2-bed, 2-bath vacation rental house ...

    From $218 per night (USD)

    VRBO

    Details
  • Near Siesta Key - single story newly renovated 2Bed/2Bath
    From $126 per night (USD)

    Expedia

    Near Siesta Key - single story newly renovated 2Bed/2Bath

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Newly renovated home in Sarasota. All new ceramic floors with new kitchen including granite counter tops, dishwasher, mi ...

    From $126 per night (USD)

    Expedia

    Details
  • Secluded luxury with heated Saltwater Pool with Spa
    From $230 per night (USD)

    VRBO

    Secluded luxury with heated Saltwater Pool with Spa

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Close to Downtown, restaurant's and beaches. Quiet neighborhood with a private fenced in backyard for you to enjoy the p ...

    From $230 per night (USD)

    VRBO

    Details
  • Beautiful, Spacious Family Friendly Vacation Home
    From $322 per night (USD)

    Expedia

    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 $322 per night (USD)

    Expedia

    Details
  • Family Retreat with Pool, Games, Dock, Fishing, Golf by RedAwning
    From $301 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

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

    From $301 per night (USD)

    VRBO

    Details
  • Pinecraft Living Sunset Tiny Home
    From $135 per night (USD)

    Expedia

    Pinecraft Living Sunset Tiny Home

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Nestled in the heart of Sarasota, our cottages are tucked away in the beauty and nature that surrounds Pinecraft. We are ...

    From $135 per night (USD)

    Expedia

    Details
  • Cozy 3 bed-room
    From $185 per night (USD)

    VRBO

    Cozy 3 bed-room

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax with the whole family at this peaceful place to stay. Welcoming, cozy, relaxing, peaceful and definitely a place w ...

    From $185 per night (USD)

    VRBO

    Details
  • The Cozy Beach Suite of Sunny Sarasota!
    From $84 per night (USD)

    Expedia

    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 $84 per night (USD)

    Expedia

    Details
  • Hideaway on Hibiscus - Enjoy Old Florida
    From $249 per night (USD)

    VRBO

    Hideaway on Hibiscus - Enjoy Old Florida

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Private house with HUGE fenced backyard, close to beaches and downtown, in the Southgate neighborhood. Great sunroom wit ...

    From $249 per night (USD)

    VRBO

    Details
  • Beach bungalow 10 min from Siesta Key!
    From $200 per night (USD)

    Expedia

    Beach bungalow 10 min from Siesta Key!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful updated beach bungalow located in Sarasota! This home has 3 bedrooms, 2 baths, a screened in lanai, and has be ...

    From $200 per night (USD)

    Expedia

    Details
  • Freshly Updated Home close to Downtown and Beaches
    From $140 per night (USD)

    VRBO

    Freshly Updated Home close to Downtown and Beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    All new furnishings including 2 queen beds and convertible sofa to accommodate up to 6 guests. Great location, 3minutes ...

    From $140 per night (USD)

    VRBO

    Details
  • Large 1 Bedroom, Private Lanai near Siesta Beaches
    From $122 per night (USD)

    VRBO

    Large 1 Bedroom, Private Lanai near Siesta Beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Duplex! Enjoy Florida’s Best: Close to Siesta Key’s Sugar Sand Beaches, the Legacy Trail, Downtown Sarasota’s Restaurant ...

    From $122 per night (USD)

    VRBO

    Details
  • Beautiful! Near Arlington Park, Updated & Modern Heated Private Pool, Outdoor BBQ & Kitchen, Dog OK
    From $218 per night (USD)

    VRBO

    Beautiful! Near Arlington Park, Updated & Modern Heated Private Pool, Outdoor BBQ & Kitchen, Dog OK

    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 $218 per night (USD)

    VRBO

    Details
  • Safe & Clean  Ultra Convenient Location /  3 Bed / 2 baths  updated pool home
    From $345 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 $345 per night (USD)

    Expedia

    Details
  • Sunny Sarasota Retreat w/ Kayaks < 6 Mi to Beach!
    From $144 per night (USD)

    VRBO

    Sunny Sarasota Retreat w/ Kayaks < 6 Mi to Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Barbecue something zesty for your loved ones, swim some laps in the private pool, or stick inside to make good use of th ...

    From $144 per night (USD)

    VRBO

    Details
  • Newly updated cottage close to Downtown and beach
    From $140 per night (USD)

    Expedia

    Newly updated cottage close to Downtown and beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    All new furnishings including 2 queen beds and convertible sofa to accommodate up to 6 guests. Great location, 5 minutes ...

    From $140 per night (USD)

    Expedia

    Details
  • Bright, cozy studio in the middle of Sarasota
    From $99 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 $99 per night (USD)

    VRBO

    Details
  • Large and bright studio in the middle of Sarasota
    From $110 per night (USD)

    Expedia

    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 $110 per night (USD)

    Expedia

    Details
  • 3BR Private Home ★ Jacuzzi ★ Minutes to Beach
    From $750 per night (USD)

    VRBO

    3BR Private Home ★ Jacuzzi ★ Minutes to Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    2

    Minutes from top-rated Siesta Key Beach. This sparkling clean 3BR, 2BA private home with jacuzzi spa is just what you ne ...

    From $750 per night (USD)

    VRBO

    Details
  • Newly remodeled open concept 3 bed, 2 bath with heated pool and screened lanai!
    From $403 per night (USD)

    Expedia

    Newly remodeled open concept 3 bed, 2 bath with 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 $403 per night (USD)

    Expedia

    Details
  • Pinecraft Cottage - In the heart of Sarasota
    From $150 per night (USD)

    VRBO

    Pinecraft Cottage - In the heart of Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nestled in the heart of Sarasota, our cottages are tucked away in the beauty and nature that surrounds Pinecraft. We are ...

    From $150 per night (USD)

    VRBO

    Details
  • Cute Coastal Suite in the heart of Sarasota!
    From $75 per night (USD)

    Expedia

    Cute Coastal Suite in the heart of Sarasota!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

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

    From $75 per night (USD)

    Expedia

    Details
  • Pinecraft Tiny Home 2 - New, Cozy & Clean
    From $150 per night (USD)

    VRBO

    Pinecraft Tiny Home 2 - New, Cozy & Clean

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Nestled in the heart of Sarasota, our cottages are tucked away in the beauty and nature that surrounds Pinecraft. We are ...

    From $150 per night (USD)

    VRBO

    Details
  • Casa Lemon
    From $199 per night (USD)

    Expedia

    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 $199 per night (USD)

    Expedia

    Details
  • Recently Updated Apartment close to Siesta Key
    From $130 per night (USD)

    VRBO

    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 ...

    From $130 per night (USD)

    VRBO

    Details
  • Large 1BR apartment in the middle of everything in Sarasota
    From $94 per night (USD)

    Expedia

    Large 1BR apartment in the middle of everything in Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Large 1 bedroom apartment in multi family house with nice & quiet tenants. Centrally located, near everything that offer ...

    From $94 per night (USD)

    Expedia

    Details
  • Newly renovated - sleeps 10 & pet friendly
    From $134 per night (USD)

    VRBO

    Newly renovated - sleeps 10 & pet friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Newly renovated house- 10 minutes to Siesta Key You cannot get a better location. This the perfect place to be your ho ...

    From $134 per night (USD)

    VRBO

    Details
  • Southgate: Lovely remodeled 3 bedroom pool villa 2.5 Miles from Siesta Key
    From $225 per night (USD)

    VRBO

    Southgate: Lovely remodeled 3 bedroom pool villa 2.5 Miles from Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to this one-of-a-kind 3-bedroom, 2-bathroom home with an extra-large pool in the heart of Sarasota. This house ...

    From $225 per night (USD)

    VRBO

    Details
  • Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown
    From $207 per night (USD)

    VRBO

    Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beac ...

    From $207 per night (USD)

    VRBO

    Details
  •  Immaculate, Newly Remodeled Close to Siesta Beach, with HEATED POOL
    From $189 per night (USD)

    VRBO

    Immaculate, Newly Remodeled Close to Siesta Beach, with HEATED POOL

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...

    From $189 per night (USD)

    VRBO

    Details
  • Well appointed three bedroom two bath home with heated pool. Adults only.<br><br>
    From $107 per night (USD)

    VRBO

    Well appointed three bedroom two bath home with heated pool. Adults only.<br><br>

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Newly furnished three bedroom two bath home in a gulf community Winter has a minimum rental of six months and three days ...

    From $107 per night (USD)

    VRBO

    Details
  • Siesta Key Side Stay
    From $180 per night (USD)

    VRBO

    Siesta Key Side Stay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located approximately 5 miles from Siesta Key beach & Siesta Key Village and 2.5 miles from downtown Sarasota & the mari ...

    From $180 per night (USD)

    VRBO

    Details
  • Close to Beach & Downtown w/Pool, Family Friendly
    From $247 per night (USD)

    VRBO

    Close to Beach & Downtown w/Pool, Family Friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax & unwind in our newly updated single level 3 bedroom, 2 bath, 2 car garage with private pool. Located in Southgate ...

    From $247 per night (USD)

    VRBO

    Details
  • Private single family home in great location. Close to downtown and beaches.
    From $225 per night (USD)

    VRBO

    Private single family home in great location. Close to downtown and beaches.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This is an updated clean home in great neighborhood. It has everything you need including all kitchen items and linens. ...

    From $225 per night (USD)

    VRBO

    Details
  • Mid-Century Bungalow By Siesta Key & St Armand's R
    From $256 per night (USD)

    VRBO

    Mid-Century Bungalow By Siesta Key & St Armand's R

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    The bright, open home is central to Siesta Key beaches, Southside Village, Downtown, St. Armand's Circle & Lido Key. You ...

    From $256 per night (USD)

    VRBO

    Details
  • Heart of Sarasota: Remodeled 3 bedroom pool villa 2.8 Miles from Siesta Key
    From $209 per night (USD)

    VRBO

    Heart of Sarasota: Remodeled 3 bedroom pool villa 2.8 Miles from Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This property has not been damaged by hurricane IAN. Soak up the sun in the remodeled 3-bedroom, 2-bathroom pool villa ...

    From $209 per night (USD)

    VRBO

    Details
  • Sarasota Philippi Creek Paradise Retreat, 10min from Siesta Key
    From $266 per night (USD)

    VRBO

    Sarasota Philippi Creek Paradise Retreat, 10min from Siesta Key

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to our Paradise Retreat on Philippi Creek, just ten minutes from Siesta Key and downtown Sarasota. Enjoy the Flo ...

    From $266 per night (USD)

    VRBO

    Details
  • Solitude: Gorgeously updated 3 BR / 2 BA home with pool.
    From $154 per night (USD)

    VRBO

    Solitude: Gorgeously updated 3 BR / 2 BA home with pool.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Solitude! This recently remodeled 3-bedroom, 2-bath home with pool, is tucked away in the splendor of nature! ...

    From $154 per night (USD)

    VRBO

    Details
  • Roomy Sarasota Condo Close to Siesta Key and downtown!
    From $79 per night (USD)

    VRBO

    Roomy Sarasota Condo Close to Siesta Key and downtown!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located in picturesque Orchid Oaks, this 1,365 square foot 2 bedroom/2bath condo was recently updated with new paint, ce ...

    From $79 per night (USD)

    VRBO

    Details
  • Newly furnished and re-modeled house close to Gulf beaches and downtown Sarasota
    From $250 per night (USD)

    VRBO

    Newly furnished and re-modeled house close to Gulf beaches and downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Spacious home with more than 1500 sq. ft. of living space for all your flexcation needs of relaxation, work remote and / ...

    From $250 per night (USD)

    VRBO

    Details
  • Modern Mid Century, Coastal Home-minutes to Beach and Downtown
    From $150 per night (USD)

    VRBO

    Modern Mid Century, Coastal Home-minutes to Beach and Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Family up to 6 and your pet can enjoy this great central location in this desirable community. This mid century home ma ...

    From $150 per night (USD)

    VRBO

    Details
  • Immaculate Family-Friendly Oasis Just Minutes From Siesta Key And Lido Beaches!
    From $215 per night (USD)

    VRBO

    Immaculate Family-Friendly Oasis Just Minutes From Siesta Key And Lido Beaches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    We have power! There are a few minor cosmetic issues to the exterior of this property as a result of Hurricane Ian so p ...

    From $215 per night (USD)

    VRBO

    Details
  • Minutes to Downtown and Siesta Key Beaches
    From $157 per night (USD)

    VRBO

    Minutes to Downtown and Siesta Key Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Pet Friendly. This 3 br 2 ba home with a 2 car garage includes everything needed to serve as your home away from home wh ...

    From $157 per night (USD)

    VRBO

    Details
  • Lovely Home with Fenced Backyard and Hot Tub!
    From $202 per night (USD)

    VRBO

    Lovely Home with Fenced Backyard and Hot Tub!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Private home, 3 bedroom 2 full baths. Suitable for 8 guests comfortably. All bedrooms have Kings beds. Living room sof ...

    From $202 per night (USD)

    VRBO

    Details
  • Gorgeous renovation with pool, minutes from beach
    From $243 per night (USD)

    VRBO

    Gorgeous renovation with pool, minutes from beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $243 per night (USD)

    VRBO

    Details
  • Sarasota Waterfront Paradise- Location, Location...!!
    From $375 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This beautiful waterfront home is located in the heart of Sarasota just a few minutes from Siesta Key Beach and downtown ...

    From $375 per night (USD)

    VRBO

    Details
  • Mid-century and modern. Cozy and Quaint
    From $204 per night (USD)

    VRBO

    Mid-century and modern. Cozy and Quaint

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Perfect for a short or long term stays, and remote work! For your safety we have UV lights in the AC system. This is a ...

    From $204 per night (USD)

    VRBO

    Details
  • Coastal Charm: 1/1 Studio in City - 10 mins to Downtown! 15 mins to Lido Beach
    From $169 per night (USD)

    Expedia

    Coastal Charm: 1/1 Studio in City - 10 mins to Downtown! 15 mins to Lido Beach

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    3

    Relaxing, peaceful space that's perfect for working business professionals, small families with children, and couples lo ...

    From $169 per night (USD)

    Expedia

    Details
  • First Class near Beach Downtown and 2 Hospitals
    Click For Pricing

    VRBO

    First Class near Beach Downtown and 2 Hospitals

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Quiet neighborhood close to two golf courses (The Palms and Village Green), centrally located to beaches, downtown and e ...

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  • The Pink Flamingo Private Pool Paradise - 7 min to Siesta Key
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    The Pink Flamingo Private Pool Paradise - 7 min to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Everything Is up and running and we are excepting Guests! THE PINK FlAMINGO is our Newest addition Vacation Home! Mid ...

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  • Sarasota Pool House - Heated Pool - EV Charger - Close to beaches!
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    Sarasota Pool House - Heated Pool - EV Charger - Close to beaches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to this recently renovated mid-century modern house in South Gate which is in very close proximity to all the be ...

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  • Luxury home/heated private pool mins drive to Siesta Key & Downtown Sarasota.
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    Luxury home/heated private pool mins drive to Siesta Key & Downtown Sarasota.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Luxury ranch home only a short drive to Siesta Key Beach, the #1 beach in the United States. Newly gut-renovated with at ...

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  • The Royal Palm-with Hot Tub/5 Miles from Beach!
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    The Royal Palm-with Hot Tub/5 Miles from Beach!

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    This is the place you have been looking for!! Beautifully decorated 2 bedroom home with sleeper couch, and blow up mattr ...

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  • The Bougie Bungalow  (15mins to Siesta Key beaches )
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    The Bougie Bungalow (15mins to Siesta Key beaches )

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    This property is on a quiet street. Perfectly situated for evening strolls after your day at the near by siesta key beac ...

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  • Siesta Fiesta Sarasota: 3/2 stunner w/ heated pool & hot tub, minutes to beaches
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    Siesta Fiesta Sarasota: 3/2 stunner w/ heated pool & hot tub, minutes to beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy our oasis from the world as we share this awesome updated 1950s pool home that's 4 miles from the beaches of Siest ...

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  • Charming 3/2 Pool home minutes to beaches!
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    Charming 3/2 Pool home minutes to beaches!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This bright & airy 3-BR 2 BA pool home is centrally located and just minutes to Siesta Key, Downtown, and St. Armand's C ...

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  • LIVING THE DREAM
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    LIVING THE DREAM

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    5

    NEXT TO SARASOTA MEMORIAL HOSPITAL. SIESTA KEY BEACH IS SO CLOSE. THIS FRESHLY REMODELED HOME IS READY FOR YOU TO COME A ...

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  • Private 3-bedroom home with hot tub
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    Private 3-bedroom home with hot tub

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Relax with the whole family at this peaceful place to stay. Relax with the whole family at this peaceful place to stay. ...

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  • Near Siesta Key Beach, this Boho chic Sarasota pool home will feel like an oasis
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    Near Siesta Key Beach, this Boho chic Sarasota pool home will feel like an oasis

    Bedrooms:
    3
    Bathrooms:
    0
    Sleeps:
    6

    Welcome to your Bohemian chic pet-friendly holiday home away from home. This 2-bed, plus 3rd bed sunroom/flex space {wit ...

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  • Coconut Palm-Luxury Suite-5 miles to Siesta Key!
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    Coconut Palm-Luxury Suite-5 miles to Siesta Key!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This is the place you have been looking for! The Coconut Palm was remodeled and decorated with you in mind! A beautifull ...

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  • Get away from the noise of life.
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    Get away from the noise of life.

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Monthly furnished rental! Do you want a break from life? Come stay at our Phillippi Creek Retreat! Newly furnished 2 be ...

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  • Paradise Found! Private Pool
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    Paradise Found! Private Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Listing description Welcome to your own private paradise with new Salt Water Heated Pool! Newly remodeled midcentury 2 b ...

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  • Fully Renovated Modern Spacious Ranch near Siesta Key Beach and Downtown SRQ
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    Fully Renovated Modern Spacious Ranch near Siesta Key Beach and Downtown SRQ

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to ...

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  • Dolphin Bungalow
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    Dolphin Bungalow

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 bedroom, 2 bath home with a full kitchen, 6 people dining area. The Master bedroom has a king-size bed, 2 dressers, cl ...

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  • 2/1 close to all
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    2/1 close to all

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    2 bedroom, 1 bath duplex in a single family home located in a near smh downtown sarasota neighborhood with 10 min to bea ...

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  • The Palm: Our Florida Paradise in the City - 10 Minutes to Downtown!
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    The Palm: Our Florida Paradise in the City - 10 Minutes to Downtown!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to The Palm: Our Florida Paradise in the City! Located in central SRQ, this beautiful property is within a 10 mi ...

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  • Bright & Spacious Heated Pool Home Close to the World Famous Siesta Beach!
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    Bright & Spacious Heated Pool Home Close to the World Famous Siesta Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    A newly listed house near Siesta Key! Forget your worries in this spacious and serene home located in the sought after ...

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  • Elegant Siesta Getaway
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    Elegant Siesta Getaway

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A home with a unique style of its own. This charming 3 bedroom house will be able to satisfy all your needs while stayin ...

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  • Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
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    Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    NEW LISTING- just listed on VRBO. Our home is a beautifully and tastefully remodeled two bed, two bath in the perfect lo ...

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  • Sandpiper * 4BR * Pool * Minutes to Siesta Key
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    Sandpiper * 4BR * Pool * Minutes to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to our totally remodeled 4BR/2BA home just minutes from beautiful Siesta Key! You’ll find all new furniture & ap ...

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  • Sandpiper * 4BR * Pool * Minutes to Siesta Key
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    Sandpiper * 4BR * Pool * Minutes to Siesta Key

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Sandpiper. Large 4 Bedroom, 2 Bath, with brand new finishes & furnishings. This renovated gorgeous home is 10 ...

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  • Sunshine Manor 🏝Fenced Backyard w/ a PRIVATE POOL
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    Sunshine Manor 🏝Fenced Backyard w/ a PRIVATE POOL

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A wonderful vacation home nestled in the thriving Amish community of Pinecraft, this property offers 3-bedrooms and 2-ba ...

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  • Peaceful Private Pool Retreat
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    Peaceful Private Pool Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    3

    Peaceful retreat in central Sarasota, but close to beaches, shopping and Sarasota downtown. Luxurious and comfortable o ...

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  • Garden Oasis Studio Apartment
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    Garden Oasis Studio Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Great space in a great neighborhood. This apartment is uniquely designed and has everything you'll need to enjoy your va ...

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  • Treasure The Memories, Sarasota
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    Treasure The Memories, Sarasota

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    * King Bed *Queen Bed *Sofa Sleeper *1 Bath Freshly painted, bright and clean 1/2 duplex with open kitchen dining area a ...

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  • 3 Bedroom Home Family Getaway
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    "3 Bedroom Home Family Getaway"

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful three-bedroom home 4 miles from Siesta Key Bridge! Comfortably sleeps 8 guests. Relax in the hot tub. -Full E ...

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  • Sarasota Pinecraft: 3 bedroom pool home close to Siesta Key and beaches
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    Sarasota Pinecraft: 3 bedroom pool home close to Siesta Key and beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This property has not been damaged by hurricane IAN. Looking for the perfect vacation rental property? Look no further ...

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  • Sunnyside: Elegant 3 BR Private Pool Home Minutes from Downtown
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    Sunnyside: Elegant 3 BR Private Pool Home Minutes from Downtown

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Sunnyside! This charming 3-bedroom, 2-bath, single-level private pool home is located in a lovely neighborhoo ...

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  • Coconut House 7 minutes by Siesta Keys
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    Coconut House 7 minutes by Siesta Keys

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    12

    Charming Bungalow style duplex house with Beautiful mature landscaping. We are 7 minutes from Siesta Keys Beach 7minu ...

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  • 3 bedroom single level house 4 miles from the beach
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    3 bedroom single level house 4 miles from the beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Nice quiet location, just 4 miles from Siesta Key beach, single level house with huge backyard. Fully furnished, sand to ...

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  • Sarasota Sea Turtle house! Beautiful 3 br, 2ba, 5 bed home near Siesta Key
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    VRBO

    Sarasota Sea Turtle house! Beautiful 3 br, 2ba, 5 bed home near Siesta Key

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Great house for a family adventure or relaxing days on the World renowned Siesta Key beach with its pristine powdery whi ...

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  • Near downtown Sarasota & Siesta Key Beach
    From $159 per night (USD)

    Expedia

    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 $159 per night (USD)

    Expedia

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  • Sarasota Home on Bay Street
    From $265 per night (USD)

    VRBO

    Sarasota Home on Bay Street

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    this is a beautiful apartment on one level (no stairs) It is conveniently located near all of Sarasota's nice white sand ...

    From $265 per night (USD)

    VRBO

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  • Pinecraft Area Remodeled 3bdr/2bth Home
    From $296 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 $296 per night (USD)

    Expedia

    Details
  • Arlington Park Area! Heated Pool 3Bedroom/2bath Home
    From $416 per night (USD)

    VRBO

    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 $416 per night (USD)

    VRBO

    Details
  • 2 bedroom-Sparkling Clean–near beaches & downtown
    From $145 per night (USD)

    Expedia

    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 $145 per night (USD)

    Expedia

    Details
  • Private heated pool, close to Siesta beach.
    From $363 per night (USD)

    VRBO

    Private heated pool, close to Siesta beach.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    A live oak canopy gives a tree house feel throughout this charming and centrally located home on the beautiful Cultural ...

    From $363 per night (USD)

    VRBO

    Details
  • Private Home near Lido/Siesta Key Beach & Downtown
    From $130 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 $130 per night (USD)

    Expedia

    Details