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From $600 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 $600 per night (USD)
VRBO
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
From $140 per night (USD)
VRBO
Corner 2-bed / 2-bath Unit #926, in the Stoneybrook Golf and Country Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2-bed / 2 bath Corner unit, #926, in the Stoneybrook Golf and Country Club, is an open floor plan filled with lots ...
From $140 per night (USD)
VRBO
From $110 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 $110 per night (USD)
Expedia
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)
VRBO
From $99 per night (USD)
Expedia
Stylishly furnished, cozy apartment, 2 miles from 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 $99 per night (USD)
Expedia
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
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
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)
VRBO
From $174 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 $174 per night (USD)
Expedia
From $356 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
Welcome to Villa Margarita! This private tropical oasis has all the amenities for your most memorable beach vacation at ...
From $356 per night (USD)
VRBO
From $309 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 $309 per night (USD)
Expedia
From $236 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 $236 per night (USD)
VRBO
From $271 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 $271 per night (USD)
Expedia
From $220 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 $220 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $179 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 $179 per night (USD)
VRBO
From $271 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 $271 per night (USD)
Expedia
From $330 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 $330 per night (USD)
VRBO
From $273 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 $273 per night (USD)
Expedia
From $267 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 $267 per night (USD)
VRBO
From $330 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 $330 per night (USD)
Expedia
From $330 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 $330 per night (USD)
VRBO
From $330 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 $330 per night (USD)
Expedia
From $265 per night (USD)
VRBO
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 $265 per night (USD)
VRBO
From $265 per night (USD)
Expedia
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 $265 per night (USD)
Expedia
From $265 per night (USD)
VRBO
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 $265 per night (USD)
VRBO
From $296 per night (USD)
Expedia
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 $296 per night (USD)
Expedia
From $330 per night (USD)
VRBO
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 $330 per night (USD)
VRBO
From $272 per night (USD)
Expedia
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 $272 per night (USD)
Expedia
From $294 per night (USD)
VRBO
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 $294 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
From $298 per night (USD)
VRBO
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 $298 per night (USD)
VRBO
From $427 per night (USD)
Expedia
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 $427 per night (USD)
Expedia
From $357 per night (USD)
VRBO
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 $357 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Beachside Villa 2 bedroom A- 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
99
Attractive, well equipped 2 bedroom, 2 bath gulfside villa with a washer / dryer and Internet access. Has a prett ...
From $199 per night (USD)
Expedia
From $304 per night (USD)
VRBO
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 $304 per night (USD)
VRBO
From $303 per night (USD)
Expedia
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 Queen Bed in the master bedroo ...
From $303 per night (USD)
Expedia
From $260 per night (USD)
VRBO
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 $260 per night (USD)
VRBO
From $308 per night (USD)
Expedia
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 $308 per night (USD)
Expedia
From $387 per night (USD)
VRBO
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 $387 per night (USD)
VRBO
From $120 per night (USD)
Expedia
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 $120 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Prime Location! 200 feet to the beach. 2 blocks to shopping and restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We are excited to have you! Heron's Haven is located 200 feet from an entrance to Siesta Key beach which is rated the #1 ...
From $491 per night (USD)
VRBO
From $299 per night (USD)
Expedia
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 $299 per night (USD)
Expedia
From $238 per night (USD)
VRBO
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 $238 per night (USD)
VRBO
From $242 per night (USD)
Expedia
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 $242 per night (USD)
Expedia
From $849 per night (USD)
VRBO
Stunning Siesta Key,, .2 blocks to 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 $849 per night (USD)
VRBO
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
From $180 per night (USD)
VRBO
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 $180 per night (USD)
VRBO
From $162 per night (USD)
Expedia
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 $162 per night (USD)
Expedia
From $175 per night (USD)
VRBO
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 $175 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Your Home Away From Home - with heated pool/spa. ONE mile to Siesta Key Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We absolutely loved this house ... The pool was perfect, the house was perfect and the location was ideal! - Linnea E ...
From $375 per night (USD)
Expedia
From $130 per night (USD)
VRBO
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 $130 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $154 per night (USD)
VRBO
Cute and happy near the BEACH!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
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 $154 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Sunshine State of Mind
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
JUST REDUCED! This Palm Bay Club Penthouse located in world renowned Siesta Key, Florida, where the sun is always shinin ...
From $611 per night (USD)
Expedia
From $1113 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 $1113 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
From $480 per night (USD)
VRBO
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 $480 per night (USD)
VRBO
From $175 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 $175 per night (USD)
Expedia
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
From $292 per night (USD)
Expedia
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 $292 per night (USD)
Expedia
From $150 per night (USD)
VRBO
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)
VRBO
From $249 per night (USD)
Expedia
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 $249 per night (USD)
Expedia
From $169 per night (USD)
VRBO
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 $169 per night (USD)
VRBO
From $311 per night (USD)
Expedia
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 $311 per night (USD)
Expedia
From $103 per night (USD)
VRBO
Starfish Bungalow Private Entrance and Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Remodeled, beach-themed, spacious bedroom/living room/bath with private entrance. Comfortable king bed, sofa sleeper and ...
From $103 per night (USD)
VRBO
From $700 per night (USD)
Expedia
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)
Expedia
From $185 per night (USD)
VRBO
Venice Villas * Villa Paradiso #17
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unit #17 is a nice 1 BEDROOM APARTMENT located in Villa San Paradiso. Of our 4 Villas, Villa Paradiso is the third Vill ...
From $185 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Venice Villas * Villa Laguna #28
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Unit #28 is a nice 1 BEDROOM APARTMENT located in Villa Laguna. Of our 4 Villas, Villa Laguna is the second Villa from ...
From $192 per night (USD)
Expedia
From $330 per night (USD)
VRBO
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 $330 per night (USD)
VRBO
From $700 per night (USD)
Expedia
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)
Expedia
From $195 per night (USD)
VRBO
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 $195 per night (USD)
VRBO
From $237 per night (USD)
Expedia
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 $237 per night (USD)
Expedia
From $256 per night (USD)
VRBO
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 $256 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A charming 1925 Spanish style home beautifully furnished with books, art and beach charm. Less than 6 miles to the amazi ...
From $167 per night (USD)
Expedia
From $535 per night (USD)
VRBO
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)
VRBO
From $284 per night (USD)
Expedia
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 $284 per night (USD)
Expedia
From $233 per night (USD)
VRBO
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 $233 per night (USD)
VRBO
From $153 per night (USD)
Expedia
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 $153 per night (USD)
Expedia
From $160 per night (USD)
VRBO
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 $160 per night (USD)
VRBO
From $142 per night (USD)
Expedia
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)
Expedia
From $90 per night (USD)
VRBO
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 $90 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Downtown Sarasota House By Siesta Key and Golfing
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Downtown Sarasota House is 1 bedroom, 1 bathroom unit conveniently located near Siesta Dr that takes you all the way to ...
From $125 per night (USD)
Expedia
From $243 per night (USD)
VRBO
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)
VRBO
From $300 per night (USD)
Expedia
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)
Expedia
From $90 per night (USD)
VRBO
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 $90 per night (USD)
VRBO
From $85 per night (USD)
Expedia
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)
Expedia
From $385 per night (USD)
VRBO
Inn on the Beach 2207
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this perfect island getaway is located on the southern tip of Longboat Key with a bea ...
From $385 per night (USD)
VRBO
From $250 per night (USD)
Expedia
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 $250 per night (USD)
Expedia
From $287 per night (USD)
VRBO
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)
VRBO
From $186 per night (USD)
Expedia
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 $186 per night (USD)
Expedia
From $2597 per night (USD)
VRBO
Newly Built Luxurious Hideaway with 2 pools for Large VIP Groups in Siesta Key
Bedrooms:
10
Bathrooms:
10
Sleeps:
20
Say goodbye to cramped bunk beds and hello to spacious luxury in this delightful vacation home - perfect for bigger fami ...
From $2597 per night (USD)
VRBO
From $210 per night (USD)
Expedia
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 $210 per night (USD)
Expedia
From $80 per night (USD)
VRBO
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 $80 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Beachside Villa 2 bedroom A- 1
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Horizons West 2 bedroom, 2 bath villa A-1 is just steps from the beach. It has a updated kitchen (with stainless steel ...
From $265 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Beach View 2 bedroom 307
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Horizons West unit 307 is a lovely 2 bedroom, 2 bath unit with a fantastic Gulf view. There is a king-size bed in the m ...
From $371 per night (USD)
VRBO
From $271 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 $271 per night (USD)
Expedia
From $123 per night (USD)
VRBO
Charming Cottage ~ 5 Miles to Siesta Key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Run from the cold and escape to paradise at this 1-bed, 1-bath vacation rental nestled just off the coast in Sarasota. W ...
From $123 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Beachside Villa 2 bedroom C- 3
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This nicely appointed beach villa is one of the very closest to Horizons West’s spectacular amenities....just steps to t ...
From $255 per night (USD)
Expedia

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