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  • Malibu in Sarasota, FL
    From $431 per night (USD)

    VRBO

    Malibu in Sarasota, FL

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    All May - July reservations: SATURDAY TO SATURDAY ONLY. FL Vacation Connection looks forward to welcoming you to ...

    From $431 per night (USD)

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    Details
  • Venetian Vacation! Close To Beaches, Restaurants & Shopping!
    From $85 per night (USD)

    Expedia

    Venetian Vacation! Close To Beaches, Restaurants & Shopping!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This rental offers complete Kitchen, tile floors, Queen size sleeper sofa, dining table and relaxing front porch and ...

    From $85 per night (USD)

    Expedia

    Details
  • Golf and Country Club Condo in Quiet Gated Neighborhood w/ Pool
    From $126 per night (USD)

    VRBO

    Golf and Country Club Condo in Quiet Gated Neighborhood w/ Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This 2-bed / 2 bath Corner unit in Stoneybrook, is an open floor plan filled with lots of natural light and boasting vau ...

    From $126 per night (USD)

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    Details
  • Waterfront Condo at The Inlet -  Great Views, Heated Pool on the Bay Quiet, Friendly Community #39
    From $117 per night (USD)

    Expedia

    Waterfront Condo at The Inlet - Great Views, Heated Pool on the Bay Quiet, Friendly Community #39

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Waterfront with Great Views & Large Heated Pool Overlooking the Bay Cozy 2 bedroom, 3rd floor condo located directly on ...

    From $117 per night (USD)

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    Details
  • Beach access and a beautiful pool on the gulf
    From $175 per night (USD)

    VRBO

    Beach access and a beautiful pool on the gulf

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Updated 3 bedroom, 2 bathroom condo located on the island of Venice, Florida. Walk to the beach, enjoy a beautiful swim ...

    From $175 per night (USD)

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    Details
  • Stylish Design Furnished Cosy Apartment, 2 Miles To Siesta Beaches!
    From $104 per night (USD)

    Expedia

    Stylish Design Furnished Cosy Apartment, 2 Miles To Siesta Beaches!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cosy Florida Apartment that has been tastefully updated and stylishly furnished by a young interior design team. Welcome ...

    From $104 per night (USD)

    Expedia

    Details
  • 3 Bedroom home with a Key West Feel
    From $121 per night (USD)

    VRBO

    3 Bedroom home with a Key West Feel

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The home is located on a quiet neighborhood with an extra lot. You can enjoy a bike ride or a nice long walk after a da ...

    From $121 per night (USD)

    VRBO

    Details
  • Old Florida Charm, quiet, close to beach and boat launch.
    From $135 per night (USD)

    Expedia

    Old Florida Charm, quiet, close to beach and boat launch.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Old Florida Charm, in a newly renovated and comfortably appointed cottage, steps from Manasota Beach, and Lemon Bay. It ...

    From $135 per night (USD)

    Expedia

    Details
  • SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
    From $214 per night (USD)

    VRBO

    SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...

    From $214 per night (USD)

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    Details
  • Sea Turtle- Full Sized living at our Tiny House park - Free WiFi
    From $105 per night (USD)

    Expedia

    Sea Turtle- Full Sized living at our Tiny House park - Free WiFi

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This is our beachy park model home and recently renovated. If you think a Tiny House might be a little too small but lov ...

    From $105 per night (USD)

    Expedia

    Details
  • Villa Margarita | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!
    From $252 per night (USD)

    VRBO

    Villa Margarita | Pet Friendly Home In Siesta Village, Heated Pool and Hot Tub, Walk to the Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This private tropical oasis has all the amenities for your most memorable beach vacation at an absolutely UNBEATABLE loc ...

    From $252 per night (USD)

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    Details
  • Large home w/ private pool & garden near Downtown Pet Friendly Beautiful Decor
    From $497 per night (USD)

    Expedia

    Large home w/ private pool & garden near Downtown Pet Friendly Beautiful Decor

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Spacious house with the charm of old and modern comfort renovated in an European style with a large garden in a quiet ar ...

    From $497 per night (USD)

    Expedia

    Details
  • Newly Refurnished Tropical Townhouse - Watch Dolphin in the Bay, Fish from the Docks! Unit B62
    From $174 per night (USD)

    VRBO

    Newly Refurnished Tropical Townhouse - Watch Dolphin in the Bay, Fish from the Docks! Unit B62

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Newly Refurnished Tropical Townhouse at Bay Oaks - Enjoy the large waterfront BBQ/Picnic area and fishing piers on the b ...

    From $174 per night (USD)

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    Details
  • BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED
    From $215 per night (USD)

    Expedia

    BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on t ...

    From $215 per night (USD)

    Expedia

    Details
  • Waterfront on Turtle Bay Inlet in Siesta Key - Quiet, Peaceful & Relaxing - Free Boat Dock, Large Po
    From $165 per night (USD)

    VRBO

    Waterfront on Turtle Bay Inlet in Siesta Key - Quiet, Peaceful & Relaxing - Free Boat Dock, Large Po

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Waterfront on Blind Pass Lagoon in Siesta Key - Quiet, Peaceful & Relaxing - Free Boat Dock, Large Pool. Gorgeous water ...

    From $165 per night (USD)

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    Details
  • Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay - Fish from the Pier. Unit E81
    From $159 per night (USD)

    Expedia

    Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay - Fish from the Pier. Unit E81

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Relax in Style at Bay Oaks in Siesta Key - Watch Dolphin in the Bay, Fish from the Pier! Nicely furnished ground floor ...

    From $159 per night (USD)

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    Details
  • Relax in our PRIVATE Pool at Water View Villa
    From $225 per night (USD)

    VRBO

    Relax in our PRIVATE Pool at Water View Villa

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This 3 bed, 2 bath residence located in a quiet neighborhood of South Venice was newly remodeled and designer furnished ...

    From $225 per night (USD)

    VRBO

    Details
  • Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale - Renovated
    From $375 per night (USD)

    Expedia

    Siesta Key - Beachfront Condo - 2 BR – Free Boat Docks - Upscale - Renovated

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End o ...

    From $375 per night (USD)

    Expedia

    Details
  • Beach View 2 bedroom 206
    From $239 per night (USD)

    VRBO

    Beach View 2 bedroom 206

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Very Nice, updated unit in the hi-rise. It has 2 bedrooms, 2 baths, washer/dryer and the view of the Gulf of Mexico is ...

    From $239 per night (USD)

    VRBO

    Details
  • Beachside Villa 2 bedroom B- 7
    From $207 per night (USD)

    Expedia

    Beachside Villa 2 bedroom B- 7

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel applian ...

    From $207 per night (USD)

    Expedia

    Details
  • Beach View 2 bedroom 503
    From $239 per night (USD)

    VRBO

    Beach View 2 bedroom 503

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This a beautifully maintained high-rise apartment with a breathtaking view of the Gulf of Mexico and is rarely available ...

    From $239 per night (USD)

    VRBO

    Details
  • Beach View 2 bedroom 702
    From $239 per night (USD)

    Expedia

    Beach View 2 bedroom 702

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful Glitzy Furnishings on the #1 Beach on Siesta Key! Completely renovated 2 bedroom 2 bath unit with a spectacul ...

    From $239 per night (USD)

    Expedia

    Details
  • Beach View 2 bedroom 705
    From $385 per night (USD)

    VRBO

    Beach View 2 bedroom 705

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Fully tiled 2 bedroom 2 bath unit has a great view of the Gulf of Mexico. There is a king bed in the master bedroom an ...

    From $385 per night (USD)

    VRBO

    Details
  • Beach View 2 bedroom 207
    From $301 per night (USD)

    Expedia

    Beach View 2 bedroom 207

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Beautifully updated in 2018 this two bedroom, two bath High-Rise unit overlooks the Gulf of Mexico. Freshly painted thro ...

    From $301 per night (USD)

    Expedia

    Details
  • Beach View large 2 bedroom 208
    From $279 per night (USD)

    VRBO

    Beach View large 2 bedroom 208

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Lovely spacious corner unit in the High-Rise with a beautiful Gulf view. Really nicely furnished, it has a queen bed in ...

    From $279 per night (USD)

    VRBO

    Details
  • Beachside Villa 2 bedroom B- 4
    From $190 per night (USD)

    Expedia

    Beachside Villa 2 bedroom B- 4

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Bright and pleasant, the B-4 Villa at Horizons West invites you to live the Gulf Coast lifestyle famously known on Siest ...

    From $190 per night (USD)

    Expedia

    Details
  • Beachside Villa 2 bedroom B- 5
    From $240 per night (USD)

    VRBO

    Beachside Villa 2 bedroom B- 5

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Beautiful updated beach side villa. It has a Queen bed in the master, two twins in the guest room and a sofa sleeper fo ...

    From $240 per night (USD)

    VRBO

    Details
  • Beachside Villa 2 bedroom B- 3
    From $199 per night (USD)

    Expedia

    Beachside Villa 2 bedroom B- 3

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This is a 2 bedroom , 2 bath gulfside villa. The unit has a king bed in the master bedroom, 2 twins in the guest room ...

    From $199 per night (USD)

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    Details
  • Beach View 2 bedroom 504
    From $239 per night (USD)

    VRBO

    Beach View 2 bedroom 504

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This lovelyl 2 bedroom 2 bath hi-rise unit is beautifully maintained. Popular, updated with a king bed in the master be ...

    From $239 per night (USD)

    VRBO

    Details
  • Beach View 2 bedroom 605
    From $284 per night (USD)

    Expedia

    Beach View 2 bedroom 605

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Beautiful, newly remodeled (2016) 2 bedroom, 2 bath hi-rise unit with a spectacular Gulf view. Great new kitchen and 70 ...

    From $284 per night (USD)

    Expedia

    Details
  • Beach View 2 bedroom 406
    From $239 per night (USD)

    VRBO

    Beach View 2 bedroom 406

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Beautiful upgraded 2 bedroom, 2 bath unit. Centrally located in the hi-rise, it has the best view of the Gulf of Mexico ...

    From $239 per night (USD)

    VRBO

    Details
  • Bayside Villa 2 bedroom F- 9
    From $203 per night (USD)

    Expedia

    Bayside Villa 2 bedroom F- 9

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This newly renovated 2 bedroom, 2 bath bayside villa is just steps from our bayside park. One of the few units with a s ...

    From $203 per night (USD)

    Expedia

    Details
  • Beachside Villa 2 bedroom D- 1
    From $241 per night (USD)

    VRBO

    Beachside Villa 2 bedroom D- 1

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This recently remodeled 2 bedroom, 2 bath gulfside villa is the closest villa to the beach! The state-of-the-art kitchen ...

    From $241 per night (USD)

    VRBO

    Details
  • Beachside Villa 2 bedroom A- 5
    From $207 per night (USD)

    Expedia

    Beachside Villa 2 bedroom A- 5

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This is a beautiful 2 bedroom 2 bath gulfside villa. Well equipped, comes with a washer/dryer, high-speed Internet acce ...

    From $207 per night (USD)

    Expedia

    Details
  • Beach View large 2 bedroom 905
    From $292 per night (USD)

    VRBO

    Beach View large 2 bedroom 905

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Very spacious 2 bedroom 2 bath hi-rise apartment with a spectacular view of the Gulf of Mexico. There are 2 queen beds ...

    From $292 per night (USD)

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    Details
  • Beach View large 2 bedroom 701
    From $252 per night (USD)

    Expedia

    Beach View large 2 bedroom 701

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Large 2 bedroom 2 bath corner unit. Has a spectacular view! Newer kitchen, newer leather living room sofas and updated ...

    From $252 per night (USD)

    Expedia

    Details
  • Beachside Villa 2 bedroom A- 7
    From $199 per night (USD)

    VRBO

    Beachside Villa 2 bedroom A- 7

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Attractive, well equipped 2 bedroom, 2 bath gulfside villa with a washer / dryer and Internet access. Has a prett ...

    From $199 per night (USD)

    VRBO

    Details
  • Beachside Villa 2 bedroom A-11
    From $178 per night (USD)

    Expedia

    Beachside Villa 2 bedroom A-11

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Newly remodeled / redecorated two bedroom, two bath gulfside villa. The unit has a spacious open floor plan and kitche ...

    From $178 per night (USD)

    Expedia

    Details
  • Bayside Villa 2 Bedroom E-10
    From $178 per night (USD)

    VRBO

    Bayside Villa 2 Bedroom E-10

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Lovely villa with a view of the Intracoastal Waterway. This 2 bedroom, 2 bath unit has a King Bed in the master bedroom ...

    From $178 per night (USD)

    VRBO

    Details
  • Beach View 1 bedroom 104
    From $226 per night (USD)

    Expedia

    Beach View 1 bedroom 104

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    You will love this updated one bedroom unit with a great view of the Gulf of Mexico. Horizons West unit 104 is very nice ...

    From $226 per night (USD)

    Expedia

    Details
  • Beach View 1 bedroom 108
    From $228 per night (USD)

    VRBO

    Beach View 1 bedroom 108

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This unit has an open floorplan that offers a spectacular Gulf of Mexico view. The unit will accommodate 2 people, is e ...

    From $228 per night (USD)

    VRBO

    Details
  • Beach View 2 bedroom 203
    From $239 per night (USD)

    Expedia

    Beach View 2 bedroom 203

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    We are sure you will enjoy this 2 bedroom, 2 bath hi-rise unit that has a king-sized bed in the master bedroom and 2 twi ...

    From $239 per night (USD)

    Expedia

    Details
  • 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
  • Prime Location! 200 feet to the beach. 2 blocks to shopping and restaurants
    From $457 per night (USD)

    Expedia

    Prime Location! 200 feet to the beach. 2 blocks to shopping and restaurants

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    NEW OWNERS and we are excited to have you! Heron's Haven is located 200 feet from an entrance to Siesta Key beach which ...

    From $457 per night (USD)

    Expedia

    Details
  • NEW !! Sarasota House w HEATED Pool 4 bed/3 bath
    From $280 per night (USD)

    VRBO

    NEW !! Sarasota House w HEATED Pool 4 bed/3 bath

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    11

    Sarasota Pool home near beaches, shopping, dining and more!! With beds for up to 11 guests and 3 full baths you can re ...

    From $280 per night (USD)

    VRBO

    Details
  • Terrific Tropical Townhouse at Bay Oaks - Watch Dolphin in the Bay! G12
    From $184 per night (USD)

    Expedia

    Terrific Tropical Townhouse at Bay Oaks - Watch Dolphin in the Bay! G12

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Terrific Tropical Townhouse at Bay Oaks - Fish from the Pier, Watch Dolphin in the Bay Waters! You are sure to apprecia ...

    From $184 per night (USD)

    Expedia

    Details
  • COZY&PRIVATE  SMALL STUDIO CLOSE BEACHES, BEST LOCATION., PET FRIENDLY(2 PEOPLE)
    From $66 per night (USD)

    VRBO

    COZY&PRIVATE SMALL STUDIO CLOSE BEACHES, BEST LOCATION., PET FRIENDLY(2 PEOPLE)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    -Comfy Efficiency, 1 bedroom, 1 queen bed, 1 bath with shower, 1 table with 2 chairs, kitchen fully furnished , Interne ...

    From $66 per night (USD)

    VRBO

    Details
  • Beautifully Updated 2nd Fl Villa, 2 Heated Pools, WiFi, Communal Laundry, King Master, Clubhouse
    From $124 per night (USD)

    Expedia

    Beautifully Updated 2nd Fl Villa, 2 Heated Pools, WiFi, Communal Laundry, King Master, Clubhouse

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    New listing in Village Brooks! Beautifully remodeled villa with a complex that includes 2 heated swimming pools, tennis ...

    From $124 per night (USD)

    Expedia

    Details
  • Mimosa Memories
    From $264 per night (USD)

    VRBO

    Mimosa Memories

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Kick back and relax in this calm, stylish space. You will love this open, airy, and bright living space located in South ...

    From $264 per night (USD)

    VRBO

    Details
  • Stunning Siesta Key,, Shell Beach .02 miles Shell Beach
    From $462 per night (USD)

    Expedia

    Stunning Siesta Key,, Shell Beach .02 miles Shell Beach

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    14

    Come and enjoy our large Beautifully furnished 3 story home, with 4 master bedrooms, with adjoining full bathrooms, all ...

    From $462 per night (USD)

    Expedia

    Details
  • Comfortable Villa located minutes from Siesta Key Beach!  2 Bedrooms, 2 Baths
    From $85 per night (USD)

    VRBO

    Comfortable Villa located minutes from Siesta Key Beach! 2 Bedrooms, 2 Baths

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sun filled, spacious, 2 bedroom, 2 bath villa located in a serene community nestled among mature pines and palm trees. ...

    From $85 per night (USD)

    VRBO

    Details
  • Walk 6 Minutes to Crescent Beach, New Furnishings, WiFi, Parking, Walk to Restaurants,
    From $153 per night (USD)

    Expedia

    Walk 6 Minutes to Crescent Beach, New Furnishings, WiFi, Parking, Walk to Restaurants,

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Pineapple Cove is located on the fun filled south end of Siesta Key within walking distance to both Crescent Beach publi ...

    From $153 per night (USD)

    Expedia

    Details
  • Family Home w/ Screened-In Porch, Large Backyard, Free WiFi - Close to Shopping!
    From $160 per night (USD)

    VRBO

    Family Home w/ Screened-In Porch, Large Backyard, Free WiFi - Close to Shopping!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Venice by the Pines Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...

    From $160 per night (USD)

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    Details
  • 50 feet from Lido Beach
    From $159 per night (USD)

    Expedia

    50 feet from Lido Beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Wonderful and clean one bedroom condo on the second floor overlooking Lido beach. Just cross the street and you are on t ...

    From $159 per night (USD)

    Expedia

    Details
  • Your Home Away From Home - with heated pool/spa. ONE mile to Siesta Key Beach!
    From $357 per night (USD)

    VRBO

    Your Home Away From Home - with heated pool/spa. ONE mile to Siesta Key Beach!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Open the front door to your own private oasis, including a gorgeous lanai with heated waterfall pool and spa — all scree ...

    From $357 per night (USD)

    VRBO

    Details
  • Completely renovated home in Englewood
    From $125 per night (USD)

    Expedia

    Completely renovated home in Englewood

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Just finished complete renovation of this home December 2020. Beautiful Cherry kitchen cabinets with all the amenitie ...

    From $125 per night (USD)

    Expedia

    Details
  • Awesome Winter Getaway-Four Winds Beach Resort condo on the Gulf of Mexico
    From $189 per night (USD)

    VRBO

    Awesome Winter Getaway-Four Winds Beach Resort condo on the Gulf of Mexico

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    1 bedroom 1 bathroom full kitchen furnished condo at the beach. Offering 1, 2 or all 3 weeks beginning January 16 throu ...

    From $189 per night (USD)

    VRBO

    Details
  • Cute and happy near the BEACH!
    From $220 per night (USD)

    Expedia

    Cute and happy near the BEACH!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This is the perfect place to kick back after a hard day at the beach and enjoy a good BBQ in the back yard. Two bed roo ...

    From $220 per night (USD)

    Expedia

    Details
  • Palm Bay - Two Bedroom Apartment, Sleeps 6
    From $714 per night (USD)

    VRBO

    Palm Bay - Two Bedroom Apartment, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    An Ascendia Group Property ** Enhanced Cleaning Protocol ** Welcome to the Palm Bay Penthouse! This 2-bedroom 2 bath ha ...

    From $714 per night (USD)

    VRBO

    Details
  • Private tennis court, Basketball, Hot Tub, Pool. Close to Siesta Beach.
    From $1477 per night (USD)

    VRBO

    Private tennis court, Basketball, Hot Tub, Pool. Close to Siesta Beach.

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Private one acre lot close to beaches, down town, with a lot of stuff to keep you busy, private tennis court, basketball ...

    From $1477 per night (USD)

    VRBO

    Details
  • Beachcomber unit 401
    From $210 per night (USD)

    VRBO

    Beachcomber unit 401

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to reserve onl ...

    From $210 per night (USD)

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    Details
  • Family Home St Armands Key- Walking distance LIDO BEACH & shops!
    From $250 per night (USD)

    Expedia

    Family Home St Armands Key- Walking distance LIDO BEACH & shops!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Location! Location! Location! A 10-minute walk takes you to gorgeous Lido Key Beach on the Gulf of Mexico with its in ...

    From $250 per night (USD)

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    Details
  • Welcome to The Loft!  A chic, modern, and inviting oasis in downtown Sarasota!
    From $250 per night (USD)

    VRBO

    Welcome to The Loft! A chic, modern, and inviting oasis in downtown Sarasota!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to The Loft, the perfect space for those who want to be close to everything SARASOTA has to offer. Whether busi ...

    From $250 per night (USD)

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    Details
  • 2 bed, 2 bath, 1365 sqft, remodeled condo with Gulf view (walk to beach 1 min)
    From $151 per night (USD)

    Expedia

    2 bed, 2 bath, 1365 sqft, remodeled condo with Gulf view (walk to beach 1 min)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    1,365 sqft (about 1650 sqft counting enclosed lanai area) condo (minimum 1 month). KIng in Master Bed, 2-twin in guest ...

    From $151 per night (USD)

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    Details
  • Welcoming beach house with river in the backyard.
    From $174 per night (USD)

    VRBO

    Welcoming beach house with river in the backyard.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Take it easy at this unique and tranquil getaway. Great location with an excellent outdoor space to relax under the maje ...

    From $174 per night (USD)

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

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    Details
  • Historic & Lovely ❤ Walk to the Beach or Village
    From $237 per night (USD)

    VRBO

    Historic & Lovely ❤ Walk to the Beach or Village

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    How far from the Beach? 150 steps or barely a 2 minute walk and you're on the Beach! Short walk to Siesta Village. Welco ...

    From $237 per night (USD)

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    Details
  • Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast
    From $150 per night (USD)

    Expedia

    Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just what you have been looking for....Our condo has it all! Our unit is centrally located in the middle of 14 acres of ...

    From $150 per night (USD)

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    Details
  • NEW POOL  Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY  SPECIALS
    From $399 per night (USD)

    VRBO

    NEW POOL Walk to beach, 1 bed 1 bath SPECIALS DAILY WEEKLY SPECIALS

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    We are a small resort on Siesta Key offering daily rentals Sea horse villa is perfect for a couple or single traveler. ...

    From $399 per night (USD)

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    Details
  • Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach
    From $160 per night (USD)

    Expedia

    Cozy Romantic Siesta Key Beachfront Condo-full beach view. 50 steps to the beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    HERE'S 23 TOP REASONS why This Condo Unit is the Perfect Place to Stay for Your Siesta Key Vacation. Also, read below ...

    From $160 per night (USD)

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    Details
  • Steps to the ⭐ Beach, Short Walk to the Village
    From $250 per night (USD)

    VRBO

    Steps to the ⭐ Beach, Short Walk to the Village

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    How far from the Beach? 150 steps or barely a 2 minute walk and you're on the Beach! Short walk to Siesta Village loa ...

    From $250 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
  • Welcome to our little paradise
    From $700 per night (USD)

    VRBO

    Welcome to our little paradise

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    As a Trip Advisor “travelers choice” award winner we are rated in the top 10 percent hotels in the world. This fully ren ...

    From $700 per night (USD)

    VRBO

    Details
  • Venice Villas * Villa Paradiso #17
    From $176 per night (USD)

    Expedia

    Venice Villas * Villa Paradiso #17

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Unit #17 is a nice 1 BEDROOM APARTMENT located in Villa San Paradiso. Of our 4 Villas, Villa Paradiso is the third Vill ...

    From $176 per night (USD)

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    Details
  • Venice Villas * Villa Laguna #28
    From $172 per night (USD)

    VRBO

    Venice Villas * Villa Laguna #28

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Unit #28 is a nice 1 BEDROOM APARTMENT located in Villa Laguna. Of our 4 Villas, Villa Laguna is the second Villa from ...

    From $172 per night (USD)

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    Details
  • Beautifully Updated Condo with Spectacular Siesta Key Beach Views! Our House At The Beach E604
    From $236 per night (USD)

    Expedia

    Beautifully Updated Condo with Spectacular Siesta Key Beach Views! Our House At The Beach E604

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Stunning Updated Condo with Spectacular Siesta Key Beach Views! Our House At The Beach! Located directly across from Si ...

    From $236 per night (USD)

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    Details
  • A hidden gem
    From $700 per night (USD)

    VRBO

    A hidden gem

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This fully renovated retro hotel features the ultimate in modern amenities while keeping its historical mid century inte ...

    From $700 per night (USD)

    VRBO

    Details
  • Venice Villas * Villa San Marco #32
    From $184 per night (USD)

    Expedia

    Venice Villas * Villa San Marco #32

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Unit #32 is a nice 1 BEDROOM APARTMENT located in Villa San Marco. Of our 4 Villas, Villa San Marco is located nearest ...

    From $184 per night (USD)

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    Details
  • Fisherman's Cove  B102 - The Kingston - Private Gulf Front Beach is Open!
    From $269 per night (USD)

    VRBO

    Fisherman's Cove B102 - The Kingston - Private Gulf Front Beach is Open!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Siesta Key Sunset Family Rentals is family-owned and proud to offer our beach-front Siesta Key (Sarasota) vacation rent ...

    From $269 per night (USD)

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    Details
  • Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key
    From $242 per night (USD)

    Expedia

    Turtle Beach - Gulf-Front Condo - 2BR - Free Boat Docks - Siesta Key

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Siesta Key - Gulf-Front Retreat - 2 BR - Free Boat Docks - Upscale Located Next to Turtle Beach on the Southern End of S ...

    From $242 per night (USD)

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    Details
  • Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
    From $154 per night (USD)

    VRBO

    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 $154 per night (USD)

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    Details
  • Beautiful studio unit at resort, sleeps 4
    From $535 per night (USD)

    Expedia

    Beautiful studio unit at resort, sleeps 4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Gulf Tides of Longboat Key offers a number of recreational opportunities and a superb location near the cities of Tampa, ...

    From $535 per night (USD)

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    Details
  • Oasis on the water, 28' Boat Dock, Fishing, Beach 5 minute walk!
    From $332 per night (USD)

    VRBO

    Oasis on the water, 28' Boat Dock, Fishing, Beach 5 minute walk!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our little piece of Paradise, where memories await you! We supplied everything, so not to worry. Just bring y ...

    From $332 per night (USD)

    VRBO

    Details
  • Beautifully Updated Ground Floor at Gulf & Bay Club. Gulf Front Living at it's Finest!
    From $171 per night (USD)

    Expedia

    Beautifully Updated Ground Floor at Gulf & Bay Club. Gulf Front Living at it's Finest!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Beautifully Updated Ground Floor Condo at the Desirable Gulf & Bay Club. Gulf Front Living at it's Finest! Just steps f ...

    From $171 per night (USD)

    Expedia

    Details
  • Perfect Venice Family Gateway| ♥ of Downtown
    From $152 per night (USD)

    VRBO

    Perfect Venice Family Gateway| ♥ of Downtown

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The whole family or group will enjoy easy access to everything from this centrally located place. Close to beaches, shop ...

    From $152 per night (USD)

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    Details
  • Siesta Key Beach Condo ~ Water Views 2/2!
    From $228 per night (USD)

    Expedia

    Siesta Key Beach Condo ~ Water Views 2/2!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Gulf view 4th floor condo at Harbor Towers Yacht & Racquet Club! This 2 bedroom/2 bath condo is the perfect condo for y ...

    From $228 per night (USD)

    Expedia

    Details
  • New Listing in Bay Oaks, End Unit, Walk to Beach, WiFi, Updated, Pool, Tennis, Complex Fishing Pier
    From $142 per night (USD)

    VRBO

    New Listing in Bay Oaks, End Unit, Walk to Beach, WiFi, Updated, Pool, Tennis, Complex Fishing Pier

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    New Listing in Bay Oaks!!! Fabulous 3rd floor condo in popular Bay Oaks on the BAY ((elevator bldg.) close to Siesta Ke ...

    From $142 per night (USD)

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    Details
  • location, location Dream Vacation on Beautiful Venice Island
    From $95 per night (USD)

    Expedia

    location, location Dream Vacation on Beautiful Venice Island

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Venice Dream Vacation: Location, Location : Adorable 2/1condo. 1st floor, view of pool, located 2 blocks from Beauti ...

    From $95 per night (USD)

    Expedia

    Details
  • Downtown Sarasota House By Siesta Key and Golfing
    From $115 per night (USD)

    VRBO

    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 ...

    From $115 per night (USD)

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    Details
  • NEW! Tropical Sarasota Condo < 1 Mile to Beach!
    From $243 per night (USD)

    Expedia

    NEW! Tropical Sarasota Condo < 1 Mile to Beach!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Plan your next Florida getaway to Sarasota, where you’ll find sandy shores, lush golf courses, and this beautiful 2-bed, ...

    From $243 per night (USD)

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    Details
  • Beautiful Longboat Key RESORT  2 bed/2 bath, Sleeps 6,Granite/Stainless Kitchen
    From $300 per night (USD)

    VRBO

    Beautiful Longboat Key RESORT 2 bed/2 bath, Sleeps 6,Granite/Stainless Kitchen

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Longboat Bay Club provides vacation accommodations that include recreation and pampered relaxation. Take advantage of th ...

    From $300 per night (USD)

    VRBO

    Details
  • Cottage2: 2 mi to SIESTA KEY BEACH
    From $142 per night (USD)

    Expedia

    Cottage2: 2 mi to SIESTA KEY BEACH

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located within the city limits of Sarasota & west of the trail. This cottage has its own private entrance and includes a ...

    From $142 per night (USD)

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    Details
  • AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA
    From $85 per night (USD)

    VRBO

    AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A piece of heaven awaits you in Sarasota! Perfect for couples (with baby or toddler), solo adventurers and business tra ...

    From $85 per night (USD)

    VRBO

    Details
  • Inn on the Beach 2207
    From $518 per night (USD)

    Expedia

    Inn on the Beach 2207

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    CHRISTMAS SPECIAL - SAVE 10%. $3780 per week, reduced from $4200. Offered by FL Vacation Connection, this perfect ...

    From $518 per night (USD)

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    Details
  • Beachfront Luxury Condo Overlooking Gulf
    From $190 per night (USD)

    VRBO

    Beachfront Luxury Condo Overlooking Gulf

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Look no further, you have found your Luxurious Penthouse Condo Rental! Located directly on the sparkling white sandy be ...

    From $190 per night (USD)

    VRBO

    Details
  • Updated Condo within steps of Siesta Key Beach
    From $287 per night (USD)

    Expedia

    Updated Condo within steps of Siesta Key Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Fully updated and equipped condo. Just pack your bags and go. Unit equipped with internet and washer and dryer. Full v ...

    From $287 per night (USD)

    Expedia

    Details
  • Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
    From $165 per night (USD)

    VRBO

    Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

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

    From $165 per night (USD)

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    Details
  • ☀️🏖️PERFECT BEACH HOME for LARGE FAMILY VACATION, HEATED POOLs, BEACH, SUNSET🌅
    From $2904 per night (USD)

    Expedia

    ☀️🏖️PERFECT BEACH HOME for LARGE FAMILY VACATION, HEATED POOLs, BEACH, SUNSET🌅

    Bedrooms:
    10
    Bathrooms:
    10
    Sleeps:
    20

    Stay for your amazing large family Siesta Key vacation at our brand new spacious and luxury house just across the road f ...

    From $2904 per night (USD)

    Expedia

    Details
  • Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
    From $159 per night (USD)

    VRBO

    Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

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

    From $159 per night (USD)

    VRBO

    Details
  • 2bedroom 2 bath home with great amenities  and location
    From $150 per night (USD)

    Expedia

    2bedroom 2 bath home with great amenities and location

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This home comes with 2 heated pools 2 hot tubs , nice workout center, put put golf shuffleboard . Bocci ball Tennis ...

    From $150 per night (USD)

    Expedia

    Details