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Results: 636 Rentals

  • Downtown Sarasota gem near Ringling College - Beautiful Bayou
    From $108 per night (USD)

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    Downtown Sarasota gem near Ringling College - Beautiful Bayou

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Beautiful Bayou, Professionally managed by Gulf Coast Vacation Rentals, nestled in Whitaker Bayou and right b ...

    From $108 per night (USD)

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  • Bay Bliss Bungalow | 65\ Smart TV, Lanai + Electric Bikes!
    From $330 per night (USD)

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

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

    From $330 per night (USD)

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  • The Palace on Clematis – Siesta Key Vacation Home with Large Pool, Firepit & Great Location
    From $961 per night (USD)

    VRBO

    The Palace on Clematis – Siesta Key Vacation Home with Large Pool, Firepit & Great 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 $961 per night (USD)

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    Details
  • The Sailor’s Cove: A cozy B&B where you can feel at home.
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    Expedia

    The Sailor’s Cove: A cozy B&B where you can feel at home.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Welcome to "The Mermaid & Sailor’s B&B"! As you step inside, you'll be greeted by a cozy, inviting atmosphere combining ...

    Click For Pricing

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  • Tropical Garden by Siesta Key, Pet Friendly!
    From $219 per night (USD)

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    Tropical Garden by Siesta Key, Pet Friendly!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Our unique and tranquil getaway location combines the best of a zen tropical garden minutes from Siesta Key beach and do ...

    From $219 per night (USD)

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  • Blue Flamingo
    From $431 per night (USD)

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    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 $431 per night (USD)

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

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  • Bright Modern 3BD House close to Dwnt & Beaches
    From $209 per night (USD)

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    Bright Modern 3BD House close to Dwnt & Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a wonderful experience at this modern home. This newly remodeled 3BD/2 bath house is located in a quiet neighborho ...

    From $209 per night (USD)

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  • Tamiami Vice - Luxury Siesta Key Home with Heated Pool & Prime Location – Book Your Escape Today!
    From $852 per night (USD)

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    Tamiami Vice - Luxury Siesta Key Home with Heated Pool & Prime Location – Book Your Escape Today!

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    10

    Welcome to Tamiami Vice – Your Ultimate Siesta Key Luxury Escape Step into Tamiami Vice, a one-of-a-kind luxury retreat ...

    From $852 per night (USD)

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  • Best location in Sarasota! Downtown/Siesta Key/Restaurants/Market within 5 min.
    From $313 per night (USD)

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    Best location in Sarasota! Downtown/Siesta Key/Restaurants/Market within 5 min.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Spend your time relaxing-not in traffic! Best location in Sarasota- 5 Minutes to Downtown Sarasota/5 minutes to Siesta K ...

    From $313 per night (USD)

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

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    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)

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  •  Prime Spot, 50's Flair & Luxe Comfort in Sarasota
    From $281 per night (USD)

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    Prime Spot, 50's Flair & Luxe Comfort in Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bring the whole family to this great place with lots of room for fun. Located in the heart of Sarasota in a quaint neigh ...

    From $281 per night (USD)

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

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    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)

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  • Sarasota modern 3/3 house, saltwater pool, close to beaches and downtown!
    From $324 per night (USD)

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    Sarasota modern 3/3 house, saltwater pool, close to beaches and downtown!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our renovated home! Enjoy a serene and stunning fenced backyard paradise. You’ll love our spacious yard, wher ...

    From $324 per night (USD)

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  • 4BR/3.5 bath home, heated pool, game room, central SRQ-7 mil to Siesta Key Beach
    From $578 per night (USD)

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    4BR/3.5 bath home, heated pool, game room, central SRQ-7 mil to Siesta Key Beach

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    13

    Experience Sarasota like a local in this 4-bedroom house with a stunning and private backyard and lake view. Whether you ...

    From $578 per night (USD)

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  • Quiet Getaway: Gorgeous Modern Home Near Beach, Dog Friendly – Families/Couples Only, No Parties
    From $266 per night (USD)

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    Quiet Getaway: Gorgeous Modern Home Near Beach, Dog Friendly – Families/Couples Only, No Parties

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...

    From $266 per night (USD)

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  • Salt Life Villa with heated pool & outdoor dining
    From $466 per night (USD)

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    Salt Life Villa with heated pool & outdoor dining

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Experience the perfect family getaway in this stylish and thoughtfully designed home. Featuring an open floor plan, this ...

    From $466 per night (USD)

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  • Inviting Sarasota Cottage: 5 Mi to Beach Access!
    From $146 per night (USD)

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    Inviting Sarasota Cottage: 5 Mi to Beach Access!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Experience charm and comfort at this cozy Sarasota vacation rental! Boasting a walkable location with easy access to din ...

    From $146 per night (USD)

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  • Pool house 10 mins to Siesta Key #1 Bch
    From $281 per night (USD)

    VRBO

    Pool house 10 mins to Siesta Key #1 Bch

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This 2-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020 . An open concept layout and a true F ...

    From $281 per night (USD)

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  • Updated and upgraded. Close to Beaches, Downtown, Hospital.
    From $281 per night (USD)

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    Updated and upgraded. Close to Beaches, Downtown, Hospital.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Vacation in style in with a fully fenced in private back yard for outdoor dining, night time marsh mellow roast or catch ...

    From $281 per night (USD)

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  • Idyllic Sarasota Home w/ Yard: 2 Mi to Beach!
    From $181 per night (USD)

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    Idyllic Sarasota Home w/ Yard: 2 Mi to Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Immerse yourself in the comforting ambiance of this 3-bedroom, 1-bath vacation rental in Sarasota. This abode boasts a f ...

    From $181 per night (USD)

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  • The Yellowbelle, Adorable 3/2 Near Pinecraft!
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    The Yellowbelle, Adorable 3/2 Near Pinecraft!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Centrally located on the upper side of Pinecraft, this peaceful house is located on a low key quiet street. You’ll be ju ...

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  • Pinecraft Family Hm- Free Night-Gardenia St
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    Pinecraft Family Hm- Free Night-Gardenia St

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    About this space Stay 7 nights/Pay for only 6 in Pinecraft, Sarasota! Walk to Yoders Grocery, the park, and a short bike ...

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  • Tranquil Cottage close walk to SMH, 5 miles from Siesta Key
    From $118 per night (USD)

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    Tranquil Cottage close walk to SMH, 5 miles from Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tranquility Cottage offers Old Florida charm, perfect for a couple or singles. Nestled in the highly desirable community ...

    From $118 per night (USD)

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  • Tropical Oasis with Tiki Bar & Private Pool, minutes from Siesta Key Beach!
    From $634 per night (USD)

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    Tropical Oasis with Tiki Bar & Private Pool, minutes from Siesta Key Beach!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to tropical paradise! This stunning home away from home offers the perfect blend of relaxation and fun for all. ...

    From $634 per night (USD)

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  • Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
    From $726 per night (USD)

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    Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    BNB Breeze Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in p ...

    From $726 per night (USD)

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  • Modern 4 BR home in the heart of Sarasota - Luxe Arlington Park Home
    From $372 per night (USD)

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Luxe Arlington Park Home! Professionally managed by Gulf Coast Vacation Rentals, step into this exquisite and ...

    From $372 per night (USD)

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  • The 1942 Cottage - In the Heart of Sarasota
    From $207 per night (USD)

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    The 1942 Cottage - In the Heart of Sarasota

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The 1942 Cottage! Our newly remodeled 2-bedroom, 1-bath cottage, boasts a unique blend of modern upgrades and ...

    From $207 per night (USD)

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  • Siesta Fiesta Retreat
    From $187 per night (USD)

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    Siesta Fiesta Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Discover the perfect blend of comfort and convenience in this beautifully updated single-family home, ideally situated i ...

    From $187 per night (USD)

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  • Waterfront Paradise pool home, family size 3 beds, 10 minutes from Siesta Key!
    From $384 per night (USD)

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    Waterfront Paradise pool home, family size 3 beds, 10 minutes from Siesta Key!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to paradise in Sarasota! This home is beautifully decorated to provide comfort, fun, entertainment and relaxatio ...

    From $384 per night (USD)

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  • Mermaid Cottage
    From $186 per night (USD)

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    Mermaid Cottage

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Escape to our charming cottage just over the bridge from the sun-kissed shores of Siesta Key! Nestled in a tropical oasi ...

    From $186 per night (USD)

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  • Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
    From $171 per night (USD)

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    Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to the recently completely renovated Blue Heron Lodge! Enjoy a serene and stunning fenced backyard paradise. You ...

    From $171 per night (USD)

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  • The Jungle Retreat w/ Pool & Bar
    From $361 per night (USD)

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    The Jungle Retreat w/ Pool & Bar

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is a beautiful 2/2 on a beautiful lot with a large pool, bar, and mini put-put green. The location is truly as good ...

    From $361 per night (USD)

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  • Sunshine Awaits- Heated Pool Home! 6 min to Downtown SRQ!
    From $357 per night (USD)

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    Sunshine Awaits- Heated Pool Home! 6 min to Downtown SRQ!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Immerse yourself in paradise at Sunshine Awaits, your inviting 3-bedroom, 2-bathroom vacation home in Sarasota, Florida! ...

    From $357 per night (USD)

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  • TropicSota Bliss: Your Coastal Haven in Sarasota
    From $419 per night (USD)

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    TropicSota Bliss: Your Coastal Haven in Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    TropicSotaBnB, your Sarasota retreat! Unwind in three inviting bedrooms tailored for your comfort. A private pool, fire ...

    From $419 per night (USD)

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  • 1300 sq/ft Modern Design Home!
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    1300 sq/ft Modern Design Home!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This is not your typical Airbnb! Our 3 bed 2 bath home was just beautifully remodeled. We are immediately adjacent to Sa ...

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  • Best Area-Arlington Park -Best Home New Listing !
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    Best Area-Arlington Park -Best Home New Listing !

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    We are proud of our Hotel Quality Homes and are pleased to launch our newest addition next to Arlington Park. Swimming ...

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  • Hyde Park/Southside Village Modern 5 Star Home
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    Hyde Park/Southside Village Modern 5 Star Home

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blo ...

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  • The Wisteria Oasis With heated pool and hot tub
    From $405 per night (USD)

    VRBO

    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 $405 per night (USD)

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  • Welcome to Off Tropic!
    From $309 per night (USD)

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    Welcome to Off Tropic!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Highlights • Private pool • Less than 5-miles to the beach • Outdoor living space • Washer and dryer • Near restau ...

    From $309 per night (USD)

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  • The Palmy Pickle w/ Pickleball Court + Fire Pit!
    From $350 per night (USD)

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    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 $350 per night (USD)

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  • Beautiful Oak View Manor - Siesta & Legacy Trail
    From $306 per night (USD)

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    Beautiful Oak View Manor - Siesta & Legacy Trail

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Experience the best of Florida in our recently updated 3BR/2BA house in Sarasota. Fully-equipped kitchen, cozy living ro ...

    From $306 per night (USD)

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  • Sunny Comfort Near Beaches & Legacy Trail
    From $219 per night (USD)

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    Sunny Comfort Near Beaches & Legacy Trail

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Come get away at our relaxing home in Sarasota, FL. This 3 BR 2 BA provides a great space to getaway with family + frien ...

    From $219 per night (USD)

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  • 5 Star! Sunny Home Near Downtown, Restaurants, Beaches & Shopping
    From $288 per night (USD)

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    5 Star! Sunny Home Near Downtown, Restaurants, Beaches & Shopping

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Completely private beach cottage with 3 Bedrooms and 2 Bathrooms. Centrally located 6 mins from Main Street + restaurant ...

    From $288 per night (USD)

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  • Designer home minutes from downtown! 6 beds 3 full bathrooms
    From $483 per night (USD)

    VRBO

    Designer home minutes from downtown! 6 beds 3 full bathrooms

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Enjoy high-end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown Sarasota and st. Arma ...

    From $483 per night (USD)

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    Details
  • This nice house is located close in a nice and safe neighborhoods and 15
    From $170 per night (USD)

    Expedia

    This nice house is located close in a nice and safe neighborhoods and 15

    Bedrooms:
    3
    Bathrooms:
    1
    Sleeps:
    6

    Cozy and spacious family house located in a nice, safe area in Sarasota, near Downtown, 5 miles away from Siesta key one ...

    From $170 per night (USD)

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  • Sunshine Bliss Bungalow
    From $206 per night (USD)

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    Sunshine Bliss Bungalow

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Kick back and relax in this calm, stylish space. Cozy living space, fully equipped kitchen, and comfy bedrooms await. En ...

    From $206 per night (USD)

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    Details
  • Barbie Dream Bungalow– Sarasota’s Hidden Gem!  1 Mile to downtown!
    From $480 per night (USD)

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    Barbie Dream Bungalow– Sarasota’s Hidden Gem! 1 Mile to downtown!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to the Barbie Dream Bungalow – a playful paradise that puts a splash of pink into your next getaway! Nestled in ...

    From $480 per night (USD)

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  • Spacious 1-bedroom apartment in Sarasota minutes from Siesta Key and downtown .
    From $110 per night (USD)

    VRBO

    Spacious 1-bedroom apartment in Sarasota minutes from Siesta Key and downtown .

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Begin your Sarasota adventure at this recently renovated 1-bedroom second floor apartment. Nestled on a quiet block and ...

    From $110 per night (USD)

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  • Charming 3-bedroom pool home in serene Sarasota with AC, WiFi
    From $200 per night (USD)

    VRBO

    Charming 3-bedroom pool home in serene Sarasota with AC, WiFi

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Your Sarasota adventure begins at this marvelous 3-bedroom pool home. With 2 queen beds and 1 king bed, this property of ...

    From $200 per night (USD)

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    Details
  • Serenity Springs | Private Heated Pool + Waterfall
    From $1090 per night (USD)

    VRBO

    Serenity Springs | Private Heated Pool + Waterfall

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    BNBBreeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments ...

    From $1090 per night (USD)

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    Details
  • Modern New Home - Private Pool, Spa, Rooftop Deck, Game Room, & More!
    From $685 per night (USD)

    Expedia

    Modern New Home - Private Pool, Spa, Rooftop Deck, Game Room, & More!

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Waldemere's Wonderland: A Luxurious Retreat in Sarasota Welcome to Waldemere's Wonderland, a stunning luxury home nestle ...

    From $685 per night (USD)

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    Details
  • Twin Palms | Two Houses + Private Pool!
    From $596 per night (USD)

    VRBO

    Twin Palms | Two Houses + Private Pool!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    BNB Breeze Presents: Twin Palms! This stunning 2 house oasis resides in the heart of Sarasota Florida and is located jus ...

    From $596 per night (USD)

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    Details
  • Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool
    From $665 per night (USD)

    Expedia

    Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    12

    Summary: Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal e ...

    From $665 per night (USD)

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    Details
  • Seaside Haven 10min to Siesta Keys - 4BR / 2.5BA House
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    Seaside Haven 10min to Siesta Keys - 4BR / 2.5BA House

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Escape to this stunning NEW (2024 built) villa in Arlington Park, Sarasota! Featuring 4 BD, 2.5 BA, and just 10 min fr ...

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  • Beautiful and sunny villa with the view of the pool and lake
    From $186 per night (USD)

    Expedia

    Beautiful and sunny villa with the view of the pool and lake

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Located in Sarasota, this condo is a dream. With 2 bedrooms featuring a queen and king bed, guests will have a perfect a ...

    From $186 per night (USD)

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  • Cozy Pinecraft 2bd 1.5bath Cottage minutes to Downton Sarasota and Beaches!
    From $394 per night (USD)

    VRBO

    Cozy Pinecraft 2bd 1.5bath Cottage minutes to Downton Sarasota and Beaches!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Escape to paradise in this beautifully styled 2-bedroom 1.5-bathroom home, perfectly located just minutes to Downtown Sa ...

    From $394 per night (USD)

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    Details
  • Luxury Home, Pool, Mins to Beach and Downtown Sarasota
    From $406 per night (USD)

    Expedia

    Luxury Home, Pool, Mins to Beach and Downtown Sarasota

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your modern oasis in the heart of Sarasota, where chic design meets luxurious comfort. This stunning two-stor ...

    From $406 per night (USD)

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    Details
  • Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
    From $162 per night (USD)

    VRBO

    Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Oasis on Osprey in charming Sarasota is only minutes away from the white sand beaches of Siesta Key, Marina Jack, Downt ...

    From $162 per night (USD)

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  • Peaceful Beach Home Fully Equipped!
    From $166 per night (USD)

    Expedia

    Peaceful Beach Home Fully Equipped!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Fully equipped cozy beach home warmly decorated! Just steps away from Publix, Payne Park and Legacy Trail. Short drive t ...

    From $166 per night (USD)

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    Details
  • Pine Terrace Oasis: 10 Min to Siesta Key
    From $102 per night (USD)

    VRBO

    Pine Terrace Oasis: 10 Min to Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to your cozy retreat! Our charming guest house is the best getaway for couples and small families eager to explo ...

    From $102 per night (USD)

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    Details
  • Robinson Drive Charmer
    From $226 per night (USD)

    Expedia

    Robinson Drive Charmer

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Welcome to our delightful 2 bedroom, 2 full bath home in beautiful Sarasota! Whether you are looking for a geta ...

    From $226 per night (USD)

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    Details
  • Pinecraft LandingPad
    From $123 per night (USD)

    VRBO

    Pinecraft LandingPad

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Your cozy getaway awaits in Pinecraft at this brilliant apartment. With a nice bedroom and a lovely living room featurin ...

    From $123 per night (USD)

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    Details
  • Beautiful 3-bedroom house with heated pool and e-bikes near Siesta Key beach
    From $337 per night (USD)

    Expedia

    Beautiful 3-bedroom house with heated pool and e-bikes near Siesta Key beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Discover this charming Sarasota Sunshine Pool House, 10 min from Siesta Key Beach and 5 min from downtown Sarasota’s res ...

    From $337 per night (USD)

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    Details
  • Surfside Villa | Private POOL + Sunroom!
    From $186 per night (USD)

    VRBO

    Surfside Villa | Private POOL + Sunroom!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    BNB Breeze Presents: Surfside Villa! Experience this stunning, newly-renovated home in the heart of Sarasota, located ju ...

    From $186 per night (USD)

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    Details
  • Pineapple House 15min to Siesta & Lido Key Beaches
    From $235 per night (USD)

    VRBO

    Pineapple House 15min to Siesta & Lido Key Beaches

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    This 3-bedroom house in Sarasota is perfect for your escape to relaxation. With a plush king bed, a comfortable queen be ...

    From $235 per night (USD)

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    Details
  • 3-bedroom house in brilliant Sarasota with WiFi, AC
    From $382 per night (USD)

    VRBO

    3-bedroom house in brilliant Sarasota with WiFi, AC

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    Located in Sarasota, enjoy what this 3-bedroom house has to offer. With 1 king bed, 1 queen bed, 1 bunk bed, and 1 full ...

    From $382 per night (USD)

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    Details
  • Sarasota Memories For a Lifetime, 3 Bedroom, 3 Bathroom With Large Heated Pool
    From $646 per night (USD)

    Expedia

    Sarasota Memories For a Lifetime, 3 Bedroom, 3 Bathroom With Large Heated Pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    Experience the allure of Sarasota Memories for a Lifetime, a beautiful rental with a Mid Century Modern Feel. This 3-bed ...

    From $646 per night (USD)

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    Details
  • Available for long or short term
    From $88 per night (USD)

    VRBO

    Available for long or short term

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Available for long or short term. Very tastefully furnished with coastal vibe. 2-bedroom 2 bath second floor condo with ...

    From $88 per night (USD)

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    Details
  • Sunshine 2-bedroom apartment 5 mile from Siesta Beach
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    Expedia

    Sunshine 2-bedroom apartment 5 mile from Siesta Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    We are located in Sarasota 5 miles from the beach and downtown, 5 miles from I-75. Close to Supermark, mover theater, an ...

    Click For Pricing

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    Details
  • Robinhood Beach Villa
    From $186 per night (USD)

    VRBO

    Robinhood Beach Villa

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    You will feel right at home in this cozy beach villa which gives you a natural beach feeling AND adds a modern feel with ...

    From $186 per night (USD)

    VRBO

    Details
  • Friendly neighborhood in the heart of Sarasota two-bedroom 2 bath villa
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    VRBO

    Friendly neighborhood in the heart of Sarasota two-bedroom 2 bath villa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Discover comfort in this two-bedroom, two-bathroom villa—a perfect retreat from the chilly northern winters. Immerse you ...

    Click For Pricing

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    Details
  • Stylish Coastal 3BR • Pool • Near Downtown & Sand
    From $359 per night (USD)

    VRBO

    Stylish Coastal 3BR • Pool • Near Downtown & Sand

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat (2024) offers a bright, open floor plan, chef’s kitch ...

    From $359 per night (USD)

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    Details
  • Very bright 3-bedroom pool villa, close to siesta Key beach
    From $303 per night (USD)

    VRBO

    Very bright 3-bedroom pool villa, close to siesta Key beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    And there will be light! This mid-century architect-designed house will charm you with its bay windows and sliding doo ...

    From $303 per night (USD)

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    Details
  • Family Friendly House with Private Pool near Downtown Sarasota
    From $333 per night (USD)

    VRBO

    Family Friendly House with Private Pool near Downtown Sarasota

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Escape to this beautiful 3-bedroom, 3-bathroom fully furnished home, perfectly located just minutes from downtown Saraso ...

    From $333 per night (USD)

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    Details
  • Modern 4BR Sarasota Retreat w/ Saltwater Pool, Jacuzzi & Stylish Minimalist Desi
    From $319 per night (USD)

    Expedia

    Modern 4BR Sarasota Retreat w/ Saltwater Pool, Jacuzzi & Stylish Minimalist Desi

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    This fully renovated 4-bedroom, 2-bathroom vacation home is a modern retreat in the heart of Sarasota, ideally located n ...

    From $319 per night (USD)

    Expedia

    Details
  • Sarasota Prime. 4-bedroom house in phenomenal Sarasota
    From $316 per night (USD)

    VRBO

    Sarasota Prime. 4-bedroom house in phenomenal Sarasota

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to your ultimate vacation haven in sunny Sarasota, Florida! This spacious 4-bedroom, 3-bathroom home is just a s ...

    From $316 per night (USD)

    VRBO

    Details
  • NEW SARASOTA HOUSE with POOL
    Click For Pricing

    Expedia

    NEW SARASOTA HOUSE with POOL

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Located in Sarasota, enjoy what this 3-bedroom house has to offer. With 1 king bed, 1 queen bed, and 1 bunk bed, guests ...

    Click For Pricing

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    Details
  • Luxury Tropical Retreat, Pool, King Beds & Game Room
    From $538 per night (USD)

    VRBO

    Luxury Tropical Retreat, Pool, King Beds & Game Room

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Sunset Villa – Luxury Tropical Retreat Near Siesta Key & Lido Key Spacious Sarasota vacation rental just minutes from S ...

    From $538 per night (USD)

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    Details
  • Newly renovated 3 bedroom 2 bathroom w/ pool.  8 minutes to Siesta Key Beaches!
    From $345 per night (USD)

    VRBO

    Newly renovated 3 bedroom 2 bathroom w/ pool. 8 minutes to Siesta Key Beaches!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    This completely renovated Sarasota house features 3 bedrooms, 2 bathrooms and is less than ten minutes to Siesta Key, ho ...

    From $345 per night (USD)

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    Details
  • Sarasota home beautiful! Nestled on Bermuda Brook
    From $214 per night (USD)

    VRBO

    Sarasota home beautiful! Nestled on Bermuda Brook

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This spacious and newly remodeled classic Florida-style home is conveniently located in central Sarasota. All well known ...

    From $214 per night (USD)

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    Details
  • Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!
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    Expedia

    Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!

    Bedrooms:
    2
    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

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    Details
  • Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
    From $295 per night (USD)

    VRBO

    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 $295 per night (USD)

    VRBO

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

    Expedia

    Paradise on Prospect w/ Htd Saltwater Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

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

    From $414 per night (USD)

    Expedia

    Details
  • Vintage Vibes - Grill, Chill & Beach Thrills
    From $260 per night (USD)

    VRBO

    Vintage Vibes - Grill, Chill & Beach Thrills

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: 🌴 Vintage vibes meet modern comfort just minutes from Siesta Key's sugar-sand paradise! Chill by the fire pit ...

    From $260 per night (USD)

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    Details
  • Stylish Nordic Stay, Walk to Hospital & Beaches
    From $192 per night (USD)

    Expedia

    Stylish Nordic Stay, Walk to Hospital & Beaches

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: - Stylish, design-forward space just steps from Sarasota Memorial Hospital - Easy drive to downtown, beaches, a ...

    From $192 per night (USD)

    Expedia

    Details
  • Artsy Getaway with Vibrant Design Flair
    From $176 per night (USD)

    VRBO

    Artsy Getaway with Vibrant Design Flair

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Summary: Your chic color-party pad where navy, gold & peach throw the most stylish soirée in town! This spacious stunne ...

    From $176 per night (USD)

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    Details
  • Traquil Gem
    From $201 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 $201 per night (USD)

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    Details
  • Vibrant Modern Escape, Walk to Dining, Near Beach
    From $214 per night (USD)

    VRBO

    Vibrant Modern Escape, Walk to Dining, Near Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Summary: - Chic, minimalist space with eye-catching blue and gold accents - Just a short drive to the soft sands of Sies ...

    From $214 per night (USD)

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  • Fall Into Paradise 7 Night Stay
    From $239 per night (USD)

    Expedia

    Fall Into Paradise 7 Night Stay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...

    From $239 per night (USD)

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    Details
  • Lil John Coastal Cottage Near Siesta Key Beach
    From $186 per night (USD)

    VRBO

    Lil John Coastal Cottage Near Siesta Key Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Welcome to Robinhood's, Lil John Coastal Cottage! Cozy & modern, it's a perfect get-away! W/ a large fenced yard, scree ...

    From $186 per night (USD)

    VRBO

    Details
  • Retro-Inspired Stay, BBQ Patio, Close to Downtown
    From $175 per night (USD)

    Expedia

    Retro-Inspired Stay, BBQ Patio, Close to Downtown

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Summary: - Relax in a stylish mid-century home just minutes from Siesta Key Beach - Enjoy the fenced backyard with BBQ, ...

    From $175 per night (USD)

    Expedia

    Details
  • Siesta private house is Sarasota Florida, 3 ml to Siesta Key Beach
    From $239 per night (USD)

    VRBO

    Siesta private house is Sarasota Florida, 3 ml to Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Siesta Queen! This beautifully decorated 3-bedroom, 2-bathroom home offers the perfect blend of comfort, styl ...

    From $239 per night (USD)

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    Details
  • Comfy Two-Story Seahorse Haven Beach Condo
    From $230 per night (USD)

    Expedia

    Comfy Two-Story Seahorse Haven Beach Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    This Sarasota two story condo boasts 2 inviting and comfortable bedrooms. Bedroom one is equipped with a comfortable kin ...

    From $230 per night (USD)

    Expedia

    Details
  • Chic studio with WiFi and AC in tranquil Sarasota
    From $103 per night (USD)

    VRBO

    Chic studio with WiFi and AC in tranquil Sarasota

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This studio in Sarasota is perfect for your escape to the sunshine state. With a cozy murphy bed, washing machine, WiFi, ...

    From $103 per night (USD)

    VRBO

    Details
  • La Casa Blanca Retreat
    From $265 per night (USD)

    Expedia

    La Casa Blanca Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to your perfect Sarasota getaway! This pristine, brand-new listing offers a full house with a spacious, private ...

    From $265 per night (USD)

    Expedia

    Details
  • Charming 3- Bedroom house with AC and WiFi in lovely Sarasota
    From $278 per night (USD)

    VRBO

    Charming 3- Bedroom house with AC and WiFi in lovely Sarasota

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    Consider this house your home away from home while you visit Sarasota. This delightful property boasts 3 bedrooms, inclu ...

    From $278 per night (USD)

    VRBO

    Details
  • Jungle Nook | Waterfront + Grill!
    From $251 per night (USD)

    Expedia

    Jungle Nook | Waterfront + Grill!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    BNB Breeze Presents: Jungle Nook! Welcome to Jungle Nook, a stunning beach home nestled right on the river in beautiful ...

    From $251 per night (USD)

    Expedia

    Details
  • Near Beaches + Downtown: Sarasota Home w/ Lanai
    From $193 per night (USD)

    VRBO

    Near Beaches + Downtown: Sarasota Home w/ Lanai

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Beach Gear | Spacious Yard | Walk to Community Playground | 5 Mi to Shopping & Dining on Main St Welcome to the good li ...

    From $193 per night (USD)

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    Details
  • Nottingham Beach Bungalow near Siesta Key
    From $157 per night (USD)

    Expedia

    Nottingham Beach Bungalow near Siesta Key

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    This cozy beach bungalow is in a PRIME location to enjoy the best of Sarasota! With a large fenced-in yard, and a firep ...

    From $157 per night (USD)

    Expedia

    Details