Sarasota Area Rentals
From $621 per night (USD)VRBO
4/3, Private Pool, Walk to St. Armands and Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Florida Vacation Connection welcomes you to Malibu, a 4 brm/3 bth oversized pool home with 2 car garage. An open Kitche ...
From $621 per night (USD)VRBO
From $169 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 $169 per night (USD)Expedia
From $149 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 $149 per night (USD)VRBO
From $140 per night (USD)Expedia
Waterfront withGreat Views, Heated Pool Overlooking the Bay, Quiet, Friendly Community #39
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy 2 bedroom, 3rd floor condo located directly on Turtle Beach Inlet where you can fish, swim, and boat just steps fro ...
From $140 per night (USD)Expedia
From $111 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 $111 per night (USD)VRBO
From $172 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 $172 per night (USD)Expedia
From $208 per night (USD)VRBO
Newly Refurnished Tropical Townhouse - Watch Dolphin in the Bay, Fish from the Docks! Unit B62
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Newly Refurnished Tropical Townhouse at Bay Oaks - Enjoy the large waterfront BBQ/Picnic area and fishing piers on the b ...
From $208 per night (USD)VRBO
From $323 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 Key Located Next to Turtle Beach on ...
From $323 per night (USD)Expedia
From $230 per night (USD)VRBO
Ground Floor at Bay Oaks in Siesta Key - Watch Dolphin in the Bay - Fish from the Pier. Unit E81
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nicely furnished ground floor condo located in the popular Bay Oaks resort on Siesta Key. Covered parking just steps fro ...
From $230 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $273 per night (USD)VRBO
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 ...
From $273 per night (USD)VRBO
From $411 per night (USD)Expedia
Horizons West Unit #206 - Great View - Great Beach on Siesta Key!
- 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 $411 per night (USD)Expedia
From $357 per night (USD)VRBO
Horizons West Villa B-7 - Located on Crescent Beach - it's #1
- 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 $357 per night (USD)VRBO
From $426 per night (USD)Expedia
Horizons West Unit #503 - Crescent Beach View - Spectacular!
- 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 $426 per night (USD)Expedia
From $411 per night (USD)VRBO
Horizons West #705 - Gulf of Mexico View - Crescent Beach-Front
- 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 $411 per night (USD)VRBO
From $407 per night (USD)Expedia
Horizons West Unit #207 - Siesta Key Beach Front
- 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 $407 per night (USD)Expedia
From $388 per night (USD)VRBO
Horizons West Villa B-4 - Close to the White Sands of Crescent Beach!
- 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 $388 per night (USD)VRBO
From $353 per night (USD)Expedia
Horizons West Villa B-5 - Great Unit on a Great Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
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 $353 per night (USD)Expedia
From $353 per night (USD)VRBO
Horizons West Villa B-3 - Steps from Beautiful Crescent Beach White Sand!
- 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 $353 per night (USD)VRBO
From $410 per night (USD)Expedia
Horizons West Unit #504 - Awesome View and Beach!
- 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 $410 per night (USD)Expedia
From $411 per night (USD)VRBO
Horizons West #605 - Panoramic View on the #1 Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This gorgeous beachfront unit is front and center with breathtaking, unobstructed gulf views. Enjoy incredible sunsets ...
From $411 per night (USD)VRBO
From $422 per night (USD)Expedia
Horizons West Unit #406 - Best View - Best Beach!
- 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 $422 per night (USD)Expedia
From $335 per night (USD)VRBO
Horizons West Villa F-9 - Lovey view of the Intracoastal
- 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 $335 per night (USD)VRBO
From $353 per night (USD)Expedia
Horizons West Villa D-1 - Closest Villa to the Beach
- 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 $353 per night (USD)Expedia
From $353 per night (USD)VRBO
Horizons West Villa A-5 - Steps Away from #1 Crescent Beach
- 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 $353 per night (USD)VRBO
From $419 per night (USD)Expedia
Horizons West #905 - Penthouse Unit with Panoramic Gulf View
- 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 $419 per night (USD)Expedia
From $420 per night (USD)VRBO
Horizons West #701 - Incomparable View - Siesta Key / Crescent Beach
- 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 $420 per night (USD)VRBO
From $335 per night (USD)Expedia
Horizons West Villa E-10 - Bayside Beauty!
- 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 $335 per night (USD)Expedia
From $342 per night (USD)VRBO
Horizons West #104 - Fully Equiped Condo with a view of America's Best Beach!
- 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 $342 per night (USD)VRBO
From $342 per night (USD)Expedia
Horizons West Unit 108 - Great Gulf View on #1 Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This unit has an open floorplan that offers a spectacular Gulf of Mexico view. The unit will accommodate 3 people, is e ...
From $342 per night (USD)Expedia
From $411 per night (USD)VRBO
Horizons West #203 - Great Beach / Gulf View - on #1 Crescent Beach
- 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 $411 per night (USD)VRBO
From $155 per night (USD)Expedia
Studio 10 Mins to Beach w/ Fenced in Backyard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Sarasota like never before in our studio. Immerse yourself in the seaside charm while enjoying the comfort of ...
From $155 per night (USD)Expedia
From $306 per night (USD)VRBO
NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Sarasota Pool home near beaches, shopping, dining and more!! With sleeping for up to 10 guests and 3 full baths you ca ...
From $306 per night (USD)VRBO
From $206 per night (USD)Expedia
Tropical Siesta Key Townhouse at Bay Oaks - Watch Dolphin in the Bay! G12
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You are sure to appreciate the tropical surroundings and professionally landscaped grounds at Bay Oaks. Enjoy the large ...
From $206 per night (USD)Expedia
From $100 per night (USD)VRBO
Pet-Friendly 1BR Sarasota Florida Vacation Rental, Patio, Near Beaches, 2 Guests
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy 1-Bed, 1-Bath Efficiency — Great for car-free guests! (Sleeps up to 2 guests). Private unit attached at the back o ...
From $100 per night (USD)VRBO
From $169 per night (USD)Expedia
Perfect Monthly Rental | Updated 3-Bedroom Condo | Heated Pools | Short Drive to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Sarasota getaway! Nestled in the heart of the vibrant Village Brooke community, this beautifully r ...
From $169 per night (USD)Expedia
From $209 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 $209 per night (USD)VRBO
From $718 per night (USD)VRBO
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL 14 max
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Come and enjoy our large Beautifully furnished 3 story home, with 4 master bedrooms, with adjoining full bathrooms, all ...
From $718 per night (USD)VRBO
From $261 per night (USD)VRBO
Pineapple Cove: Ground-Floor Comfort; Short Walk to Beach, Dining & Shops!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Pineapple Cove! Experience the best of Siesta Key at Pineapple Cove, a beautifully updated one-bedroom ...
From $261 per night (USD)VRBO
From $523 per night (USD)Expedia
LUXE Resort Home*XL Heated Salt Pool & Hot Tub*1 mi to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is an outstanding property! Cleanliness and detail to comfort made it the best we have stayed in over the last 8 ye ...
From $523 per night (USD)Expedia
From $2139 per night (USD)VRBO
Relax and Play: Private Pool, Hot Tub, Pickleball, Tennis, Basketball.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of Sarasota. Step ins ...
From $2139 per night (USD)VRBO
From $320 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 online u ...
From $320 per night (USD)Expedia
From $212 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 $212 per night (USD)VRBO
From $267 per night (USD)Expedia
Siesta Key, Sea Horse Villa, Pool. Daily rentals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
‘Sea horse’ ground floor unit is located on Siesta Key. 3 minute walk to beach, bars, restaurants & more. 1 Bedroom, ki ...
From $267 per night (USD)Expedia
From $212 per night (USD)VRBO
Stunning Sunset Views-Steps to Siesta Key Beach-A Couples' Romantic Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WAKE UP TO FULL PANORAMIC GULF VIEWS. FALL IN LOVE WITH SIESTA KEY. A Beach Condo With Over 125 5-Star Reviews Imagine ...
From $212 per night (USD)VRBO
From $322 per night (USD)VRBO
Siesta Key Fisherman's Cove Gulf Front last minute 20% discount Aug 17-Sept 12
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Best price for Gulf Front property, on ground floor walk directly out to beach front with spectacular view of Gulf and ...
From $322 per night (USD)VRBO
From $273 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 ...
From $273 per night (USD)VRBO
From $153 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 $153 per night (USD)Expedia
From $490 per night (USD)VRBO
Serenity @ Midnight Pass Inlet 28' Boat Dock / Fishing, 5 Min Beach Walk & More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our little piece of Paradise, where memories await! We supplied everything, so not to worry. Just bring your ...
From $490 per night (USD)VRBO
From $207 per night (USD)Expedia
Screened Balcony Living | Bayfront Siesta Key | Sunrise Views & Easy Beach Access at Bay Oaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Bay Oaks on the Bay! Enjoy your Siesta Key getaway in this 3rd-floor Bay Oaks condo with 2 bedrooms, ...
From $207 per night (USD)Expedia
From $98 per night (USD)VRBO
not avaliable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
......................... Gulf waters from the front of the building) . Walk everywhere, No Cars Needed on this vacation ...
From $98 per night (USD)VRBO
From $384 per night (USD)Expedia
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 $384 per night (USD)Expedia
From $202 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 $202 per night (USD)VRBO
From $742 per night (USD)Expedia
2/2 Beachfront, VIEWS, Pool, Private Beach Access
- 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 $742 per night (USD)Expedia
From $267 per night (USD)VRBO
Beachfront Luxury Renovated Condo Directly On the Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Look no further, you have found your Luxurious Penthouse Condo Rental at 705N in Crescent Arms! Located directly on the ...
From $267 per night (USD)VRBO
From $265 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 $265 per night (USD)Expedia
From $265 per night (USD)VRBO
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
All BRAND-NEW, IKEA-Inspired Villa near it all in central Sarasota! Private entrance, barbecue, washer/dryer, streaming ...
From $265 per night (USD)VRBO
From $159 per night (USD)Expedia
2bedroom 2 bath home with great amenities and location . minimum stay 4months
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The best amenities in Florida 2 Heated pools ,Hot Tubs , Gym, put put golf This home comes with full kitchen weber g ...
From $159 per night (USD)Expedia
From $353 per night (USD)VRBO
Horizons West #A-1 on Siesta Key 2 Bedroom Villa Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Closest to the beach, Villa A-1 offers a fully renovated Gulfside retreat with two bedrooms and two bathrooms. Unwind on ...
From $353 per night (USD)VRBO
From $411 per night (USD)Expedia
Siesta Key Horizons West #307 - 2 Bedroom Unit with a View of the Gulf of Mexico
- 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 $411 per night (USD)Expedia
From $321 per night (USD)VRBO
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 Key Located Next to Turtle Beach on ...
From $321 per night (USD)VRBO
From $341 per night (USD)Expedia
Horizons West #C-3 on Siesta Key 2 Bedroom Villa Beachside at Horizons West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This nicely appointed beach villa is one of the very closest to Horizons West’s spectacular amenities . just steps to th ...
From $341 per night (USD)Expedia
From $342 per night (USD)VRBO
Horizons West #111 on Siesta Key is a 1 Bedroom Unit with a View of the Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Unit 111 is an oversized 1 bedroom hi-rise, beachfront unit in Horizon West, Siesta Key Florida. Recently updated open- ...
From $342 per night (USD)VRBO
From $335 per night (USD)Expedia
Horizons West #E-7 is a Siesta Key 2 Bedroom Bayside Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Horizons West Villa E-7 is located on the Bay-Side of Midnight Pass Road. The unit is a very nice, well equipped 2 bedr ...
From $335 per night (USD)Expedia
From $369 per night (USD)VRBO
Horizons West #A-6 Siesta Key 2 Bedroom Villa Close to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Horizons West unit A-6 is an updated 2 bedroom, 2 bath gulfside villa and is convenient to both pools and the beach. It ...
From $369 per night (USD)VRBO
From $342 per night (USD)Expedia
Horizons West #110 on Siesta Key - 1 Bedroom Unit with a View of the Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Horizons West Unit 110 has a beautiful Gulf view. It is a lovely, newly remodeled one bedroom with a king bed. New appli ...
From $342 per night (USD)Expedia
From $569 per night (USD)VRBO
Palm Island Estate: Mediterranean Luxury w/ Pool & Private Canal Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Palm Island Canal Estate! Indulge in the ultimate Siesta Key lifestyle at this breathtaking Spanish Medi ...
From $569 per night (USD)VRBO
From $353 per night (USD)Expedia
Horizons West #A-10 on Siesta Key 2 Bedroom Villa Beachside at Horizons West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Horizons West villa A-10 is an open concept 2 bedroom, 2 bath gulfside villa, has been beautifully updated throughout an ...
From $353 per night (USD)Expedia
From $480 per night (USD)VRBO
Horizons West #201 on Siesta Key - 3 Bedroom Unit with a View of the Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A stunning view of the Siesta Key beachfront, pool, and palm trees greets you as you open the front door to Unit 201. ...
From $480 per night (USD)VRBO
From $202 per night (USD)Expedia
PARADISE MEETS PRIVACY WITH AMAZING WATER VIEW & HEATED POOL
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Situated within Wellen Park one of the best master-planned communities in the country, this nearly new build in Gran Par ...
From $202 per night (USD)Expedia
From $198 per night (USD)VRBO
Best Location! Right next to St Armands Circle and Lido Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated! This is the best location in the entire area. Short walking distance to both St. Armands Circle and L ...
From $198 per night (USD)VRBO
From $347 per night (USD)VRBO
Siesta Key Fish CoveB306 Gulf Front top floor last min 20% discount Aug 7-Aug 12
- 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 $347 per night (USD)VRBO
From $173 per night (USD)VRBO
Grand accommodation on USA #1 Beach-Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two master suite condo on the island of Siesta Key, Florida with unparalleled beautiful views on the fifth floor! Thi ...
From $173 per night (USD)VRBO
From $238 per night (USD)Expedia
Siesta Key - 2BR - Beachfront Condo on Crescent Beach - Heated Pool - Tennis Ct
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SIESTA BREAKERS - Siesta Key Beachfront Vacation Rental Condo on Crescent Beach (Two Bedroom Vacation Units for Rent) L ...
From $238 per night (USD)Expedia
From $113 per night (USD)VRBO
2/2 Vaulted Ceiling 10 Min to beach on golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Venice vacation rental 2nd floor condo has 2 bedrooms, 2 baths and room for 4 guests It features 2 separate lanais ...
From $113 per night (USD)VRBO
From $367 per night (USD)Expedia
Gull - 2BR villa , Walk to SK Beach & Village, close to beach access#3
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to “Gull” at Barefoot Bungalows, a spacious 2-bedroom, 1-bath villa located in the heart of Siesta Key. Just ste ...
From $367 per night (USD)Expedia
From $230 per night (USD)VRBO
ON Siesta Key BEACH! Pool,Remodeled! 2bd2ba, sleeps 6, 3mins from door to sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Thankfully Our condo and our beautiful beach did not have much damage from recent storms. for us it has been a lot of sa ...
From $230 per night (USD)VRBO
From $166 per night (USD)Expedia
Short Term Housing or Vacation, Near Beach, Food & Shopping, Fenced, Pet Welcome
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We have Sharks Tooth Hunting equipment on site for you to use. My home is a spacious, cozy home with a screen front po ...
From $166 per night (USD)Expedia
From $177 per night (USD)VRBO
Spacious Condo in a Great Location! Private Beach, 2 Pools, 2 Jaccuzi, Fishing Deck & More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 bedroom, 2 bathroom condo at Excelsior Beach to Bay with large lanai overlooking the beautiful courtyard, poo ...
From $177 per night (USD)VRBO
From $844 per night (USD)Expedia
Gorgeous Canalfront Home w/ Heated Pool • 5-Min Walk to Lido Beach • Boat Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Recently upgraded with brand-new appliances, furniture, and thoughtful touches throughout, this elegant retreat offers t ...
From $844 per night (USD)Expedia
From $246 per night (USD)VRBO
Newly Remodeled-150 Yards to Beach and Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located just 150 yards from Crescent beach, one side of this duplex offers a 2 bedroom and 1 bath villa, and is in the h ...
From $246 per night (USD)VRBO
From $481 per night (USD)Expedia
Crystal Sands Tower Unit 311 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a luxurious vacation in this spacious, completely renovated two bedroom, two bath high rise condo with spectacular ...
From $481 per night (USD)Expedia
From $377 per night (USD)VRBO
Newly renovated TH in Siesta Key FL - #1 beach in US
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WELCOME TO PARADAISE!!! Light, bright, beachy and welcoming! A slice of old Florida just steps away from private beach a ...
From $377 per night (USD)VRBO
From $212 per night (USD)Expedia
Steps to Water! Dock, Sunsets, and Hot Tub! Englewood, Fl. The Best Kept Secret!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Listing Description: Welcome to 20 Steps to Water! Dock, Sunsets, and Hot tub! • Newly built dock – your gateway to ...
From $212 per night (USD)Expedia
From $170 per night (USD)VRBO
3 Blocks to the Coast! Cozy Sarasota Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this top-floor Sarasota unit for a trip filled with enough sun, sand, and surf to last a lifetime! Offering 2 ...
From $170 per night (USD)VRBO
Click For PricingExpedia
Manasota Key Retreat with free use of bikes and beach supplies
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. The locally known Lemon Bay Park ...
Click For PricingExpedia
From $315 per night (USD)VRBO
Englewood Villa - 3 BR, 2.5 BA, 5 minutes from beach - bring your family!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
*** 20% Discount when you book 14 or more nights during non-winter months *** Summary: Completely renovated and remodele ...
From $315 per night (USD)VRBO
From $1213 per night (USD)VRBO
Private Heated Pool & Hot Tub | Steps to St. Armands Circle & Walk to Lido Beach!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Experience luxury island living in this beautifully appointed 5-bedroom, 5.5-bath retreat located just moments from the ...
From $1213 per night (USD)VRBO
From $237 per night (USD)VRBO
This one bedroom one bathroom condo is located on the third floor of our Grand Tower Building.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 34 is a one bedroom one bathroom located on the north side of the building. The unit is tiled throughout the unit. ...
From $237 per night (USD)VRBO
From $265 per night (USD)Expedia
Noko Life on Shore T
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Noko Life at this cozy vacation rental duplex. Located just a short walk or bike ride (.4 mile) to beautiful Nokom ...
From $265 per night (USD)Expedia
From $335 per night (USD)VRBO
Luxury Waterfront Views / Pool / 1400sf / Minutes to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our home, located on Siesta Key, with breathtaking intercostal water views is fully furnished with all the amenities you ...
From $335 per night (USD)VRBO
From $445 per night (USD)Expedia
Siesta Key Beach Front Condo! Breathtaking view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful 2 bedroom, 2 full bath condo sleeps 6 and is located directly on one of the TOP 10 BEACHES IN THE WORLD! ...
From $445 per night (USD)Expedia
From $154 per night (USD)VRBO
Harbor Towers Yacht & Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Harbor Towers Yacht and Racquet Club is located on the intercostal waterway on Siesta Key in Sarasota, Florida. From the ...
From $154 per night (USD)VRBO
From $386 per night (USD)Expedia
Siesta Key Village-Suite #1: A block to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Sies ...
From $386 per night (USD)Expedia
From $362 per night (USD)VRBO
LUXURY BEACH CABANA ON SIESTA KEY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Acquired and Renovated Luxury Beach Cabana! View America’s #1 Beach from your Bedroom! Fully Stocked! The newly ...
From $362 per night (USD)VRBO
From $401 per night (USD)Expedia
Siesta Cooler: Only Minutes Walk to Siesta Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, ...
From $401 per night (USD)Expedia
From $425 per night (USD)VRBO
Siesta Cool : Only Minutes Walk to Siesta Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Light, bright and cozy in the HEART of Siesta Key Village! Open floor plan including queen-sized murphy bed, Smart TVs, ...
From $425 per night (USD)VRBO
From $386 per night (USD)Expedia
Siesta Key Village -Suite #2: A Block to the Beach, In the HEART of the Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for the Ultimate Siesta Key Experience? This is it! Located in the Center of the Iconic Siesta Key Village, Sies ...
From $386 per night (USD)Expedia
From $264 per night (USD)VRBO
Private Villa steps to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful private villa located across the street from Lido Beach and a 10 minute walk to St. Armands Circle. Villa has ...
From $264 per night (USD)VRBO
From $382 per night (USD)Expedia
The views of the Gulf from this condominium are perfect for watching evening sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This renovated two bedroom two bathroom condo is located on the second floor of our Grand Tower Building. The views of t ...
From $382 per night (USD)Expedia