Sarasota Area Rentals
- From $344 per night (USD)
VRBO
Gorgeous Cottage - Steps From Beach Access - Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
All touch surfaces and floors are being cleaned with an EPA List N sanitizer. ALL sheets, comforters, blankets, towels, ...
From $344 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Newly renovated only minutes away from the beach!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This beautiful and completely remodeled cottage retreat has all the comfort you will need for your next vacation! Fully ...
From $285 per night (USD)Expedia
- From $881 per night (USD)
VRBO
4bedroom\/3bath HOUSE ACROSS FROM BEACH\/Private Pool -
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
All touch surfaces and floors are being cleaned with an EPA List N sanitizer. ALL sheets, comforters, blankets, towels, ...
From $881 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Getaway on Lido Key across from the beach! Save now with our off-season rates!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
An Ascendia Group Property! Escape the world for a week and stay in the most perfect beach getaway on Lido Key, FL! This ...
From $251 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Lido Beach Gulf View Condo w\/ pool. Right across from beach! !\nOFF SEASON RATES
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Panoramic ocean View . 1bd, 1bth located immediately across for the beach. Right in the middle of Lido Beach. Close t ...
From $156 per night (USD)VRBO
- From $128 per night (USD)
Expedia
Lido Beach Vacation on Corner Beach and St. Armand Circle C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Right on the corner of Lido Beach and St. Armands Circle. Fully Furnished 1bd 1bth. sleep sofa in the living room. 2b ...
From $128 per night (USD)Expedia
- From $839 per night (USD)
VRBO
Casa Leone | Pet Friendly 🐶 on Siesta Key w\/ Private Heated Pool, Golf Cart, & Putting Green!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Casa Leone, a luxurious home nestled on the northern end of Siesta Key. This exquisite property offers an arr ...
From $839 per night (USD)VRBO
- From $261 per night (USD)
Expedia
3 bedroom\/2 bath in a quiet neighborhood. Large backyard with privacy fence.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedrooms, 2 bathrooms, possible forth bed. Closed lanai, fenced backyard, pet's welcome. 1 car garage, laundry room, B ...
From $261 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Quiet and Comfortable Condo Near Turtle Beach on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Cozy Cove is a small condominium complex of six total units, located on the south end of Siesta Key in Sarasota, Florida ...
From $226 per night (USD)VRBO
- From $141 per night (USD)
VRBO
Newly Decorated with Pool Views! Convenient Access-no stairs!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lots of room for you and your guests. New carpeting in the bedrooms, fresh paint, plantation shutters, beautiful tile fl ...
From $141 per night (USD)VRBO
- From $323 per night (USD)
VRBO
Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...
From $323 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Water Front on Turtle Lagoon. Minutes from Turtle Beach & Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
*** Hurricane Update Sept - Oct 2024 Our place is fine, since we are located on the 2nd floor. No real damage and s ...
From $262 per night (USD)Expedia
- From $578 per night (USD)
VRBO
\"Safe & Clean\" - Island Suite, only 60 steps to the Siesta Key Public Beach -
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Next to the Siesta Key Public Beach, 60 steps only! The charming and recently refurbished & updated 2 bedroom apartment ...
From $578 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Siesta Key Red Door House 3 Miles from the Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
This is a cozy four bedroom house. The smaller 4th bedroom can be used as an office. We offer free WiFi, free guest park ...
From $447 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Close to Siesta Key Sarasota Beautiful Contemporary 3bd\/2bth Fenced House!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Take our short 15 minute drive to the powdery white sands of Siesta Key Beach. The back area is surrounded by a very pri ...
From $196 per night (USD)VRBO
- Click For Pricing
Expedia
Siesta Key Bungalows: Coquina Bungalows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful courtyard bungalow has a queen bed, sleeper sofa & full kitchen with cable TV. This property is close t ...
Click For PricingExpedia
- From $170 per night (USD)
VRBO
Siesta Key, Palm Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This adorable 3BR/2BA home is located in the quiet neighborhood of Palm Island, just a short walk away from the world fa ...
From $170 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront Resort Style Living - Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**NEWLY REMODELED KITCHEN -- UPDATED FLOORS AND BATHROOMS** Come enjoy luxurious resort style living in this beautiful t ...
Click For PricingExpedia
- From $221 per night (USD)
VRBO
Newly renovated cozy and modern 2 bed. appartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy beautiful Sarasota while staying in our cozy, fully renovated 2 bedroom apartment in duplex home . Close to many a ...
From $221 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Island House Beach Resort 18S
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island House Beach Resort, Siesta Key Florida! This is a newly fully renovated one-bedroom, two-bath top floor apartment ...
From $386 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Cozy cottage on Casey Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully decorated 1 bedroom 1 bath bay side condo with private beach access. Full kitchen and dining bar with barsto ...
From $330 per night (USD)VRBO
- Click For Pricing
Expedia
CA405N - Family Beach Perfection! 2 Bed, 2 Bath Condo with Gulf view; Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 4th floor unit, with an elevator, is steps from the beach and a short walk to several restaurants, a Tiki bar, an i ...
Click For PricingExpedia
- From $558 per night (USD)
VRBO
The Beach Club at Siesta Key #106A Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $558 per night (USD)VRBO
- From $463 per night (USD)
Expedia
The Beach Club at Siesta Key #104A Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $463 per night (USD)Expedia
- Click For Pricing
Expedia
CA202S - Siesta Key Luxurious Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our second floor, gulf-front apartment offers a spectacular, uninterrupted view down beautiful Crescent Beach. Located o ...
Click For PricingExpedia
- From $522 per night (USD)
Expedia
The Beach Club at Siesta Key #101E Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $522 per night (USD)Expedia
- Click For Pricing
Expedia
CA201N - SIESTA KEY–CENTER BEACH FRONT CONDO WITH SPECTACULAR VIEWS OF THE GULF
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Last minute special! 5/18-25, $2000 per week. 7 day minimum stay, Saturday to Saturday. We always recommend getting va ...
Click For PricingExpedia
- Click For Pricing
Expedia
CA403N - 2\/2 DIRECTLY ON THE BEACH - 4th Floor Views - Vacation Getaway\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Last minute special! 5/11-25 $1300 per week. Seven day minimum stay, Saturday to Saturday. New bookings only. We always ...
Click For PricingExpedia
- From $640 per night (USD)
VRBO
Bright & Modern ~ Heated Pool ~ Gated Beach ~ Pkg!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience the modern design and relaxing comfort of this newly renovated 2BR 2Bath quadplex unit, just a few mins from ...
From $640 per night (USD)VRBO
- From $476 per night (USD)
Expedia
The Beach Club at Siesta Key #200C Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $476 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Steps to Siesta Key beach, restaurants and shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Overlooking the large, heated pool and just a few steps to the famous white sands of Siesta Key Beach, Unit 410 is an is ...
From $365 per night (USD)VRBO
- From $1047 per night (USD)
Expedia
Newly Renovated Large 4BR w\/ Pool - Walk to Gated beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Newly renovated gated beach access apartment with a pool. This is a four bedroom and two bath apartment that makes up on ...
From $1047 per night (USD)Expedia
- From $391 per night (USD)
VRBO
On Siesta Key Beach - no streets to cross! Large, heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
You don’t have to cross any streets to get to Siesta Key Beach from this beautiful two-bedroom, two-bath condo! This new ...
From $391 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Beachfront Luxury Condo. Best View on Siesta Key Beach - no streets to cross!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Make your next vacation one to remember forever by booking a stay in the Sea Shell Penthouse Condo. This beachfront cond ...
From $552 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Island Paradise: House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
RVA features a relaxing, serene home beautifully furnished and ready for you to enjoy Longboat Key's sunshine. This home ...
From $366 per night (USD)VRBO
- From $553 per night (USD)
Expedia
The Beach Club at Siesta Key #204B Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $553 per night (USD)Expedia
- From $493 per night (USD)
VRBO
Fresh. Heated Pool.Minutes to Siesta Beach.Office
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Spice Your Life With Color, Beauty & Style! Welcome to “Coral Latitude “ the oasis of comfort and style with to ...
From $493 per night (USD)VRBO
- From $679 per night (USD)
Expedia
St. Armands oasis with saltwater pool - walk to beach & shops
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $679 per night (USD)Expedia
- From $589 per night (USD)
VRBO
Luxe home with pool & alfresco living - amazing walkable location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Organic Fun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $589 per night (USD)VRBO
- From $657 per night (USD)
Expedia
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $657 per night (USD)Expedia
- From $240 per night (USD)
VRBO
A rare gem! Stunning water-view executive home w\/ heated-salt-water pool and spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the heated, salt-water pool, infinity spa and waterfall while taking-in breathtaking, serene water views. Wake up ...
From $240 per night (USD)VRBO
- From $1109 per night (USD)
Expedia
Slice of Beach Paradise | Private Wraparound Balcony with Amazing Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Road Condo Unit 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $1109 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Palm Bay Club Unit 311 with pools & hot tub - walk 1,500 feet to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Palm Bay Club Unit 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $320 per night (USD)VRBO
- Click For Pricing
Expedia
Update Private Villa, .4 Mi Walk to Crescent Beach, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: The complex is working on the pool and cleaning up the common areas. Welcome to Hermosa Casita Near Cr ...
Click For PricingExpedia
- From $322 per night (USD)
VRBO
First Lido Condominuim
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Beach front - Full view of the Gulf of Mexico. Fully furnished and equiped. Includes Long Distance phone service within ...
From $322 per night (USD)VRBO
- From $729 per night (USD)
Expedia
Coral Breeze | Luxury Home, Heated Pool & Spa, Minutes to Village and Siesta Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Coral Breeze, a charming vacation home located on the picturesque island of Siesta Key. With its prime locatio ...
From $729 per night (USD)Expedia
- From $486 per night (USD)
VRBO
The Beach Club at Siesta Key #102A Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $486 per night (USD)VRBO
- From $519 per night (USD)
Expedia
The Beach Club at Siesta Key #106B Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $519 per night (USD)Expedia
- Click For Pricing
VRBO
The Beach Club at Siesta Key #202C Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
Click For PricingVRBO
- From $299 per night (USD)
Expedia
Beautiful newly decorated and furnished private home. Fits any personality!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious home. Large open concept with lots of sunlight. Split home so master bedroom on other side with private bath. W ...
From $299 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Updated Spacious. Sleeps 10. 5 Min to Manasota Beach. Loaded w\/amenities.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
Stay in quiet, yet close to everything South Venice. Remodeled home. CLEAN Very spacious, almost 1700 sq ft 2 bed/2 bath ...
From $219 per night (USD)VRBO
- Click For Pricing
Expedia
Cute Property in Sarasota Fl close to beach, amenities like pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a great 1 bedroom 1 Bathroom Place. all furnished with all the comforts of home.It does sleep 4 the main Bedroom ...
Click For PricingExpedia
- From $2555 per night (USD)
VRBO
Casa Van Lopik Inn, 100% Private, Tiki-Bar, Tropical Patio, 250 steps to Beach & Village!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 22
A Gertrude Rentals property. In the Siesta Village just a short walk to Siesta's best beaches and sure to provide a com ...
From $2555 per night (USD)VRBO
- From $1693 per night (USD)
Expedia
Gertrudes Siesta Village Properties - short walk to Siesta's best beaches!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Two properties in the Siesta Key Village just a short walk to Siesta's best beaches and sure to provide a combination of ...
From $1693 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Stunning Gulf Views From Horizons West #704, a 2B, 2B on Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Located in the centre of the high rise on the 7th floor, the views from the lanai are directly to the garden, pool, the ...
From $358 per night (USD)VRBO
- From $482 per night (USD)
Expedia
The Beach Club at Siesta Key #108D Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $482 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
If you are looking for a luxurious and serene holiday in the sun, then look no further. Our spacious and beautiful Flor ...
From $345 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Sleeping Studio, Secure & Cute Downtown between Siesta & Lido Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a small room with cuteness and amenities, poster bed with space to store underneath, coffee maker/small refriger ...
From $214 per night (USD)Expedia
- From $200 per night (USD)
VRBO
A Prime Location..St Armand's circle, Lido Beach, Shopping, Dinning and Fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
If walks down the white quartz sands of Lido Beach and strolling around St Armands Circle sound like time well spent, th ...
From $200 per night (USD)VRBO
- From $389 per night (USD)
Expedia
The Casa Coco | Garden : Modern and relaxing home with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you see a gap in our calendar you are interested in send us an inquiry. If your dates are not available Check our ot ...
From $389 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Sunny Cottage🌴half mile to Downtown-near famous beaches
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Relaxing and charming 3 bedrooms cottage half mile to Main steet, Downtown, parks, restaurants, art galleries,boutiques ...
From $295 per night (USD)VRBO
- From $428 per night (USD)
Expedia
The Beach Club at Siesta Key #104D Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $428 per night (USD)Expedia
- From $4647 per night (USD)
VRBO
Rare private beachfront estate on Gulf of Mexico.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Wake up in the morning and go for a walk along the beautiful sandy beach. The beach is incredible. Very rare and private ...
From $4647 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Harbor Towers Gulf Facing 1\/1 Fully Upgraded Condo!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stunning Siesta Key sunsets from this freshly upgraded 1/1 condo! This condo is located at Harbor Towers Yacht & Racque ...
From $236 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Gorgeous Cottage Steps From Beach Access - Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
All touch surfaces and floors are being cleaned with an EPA List N sanitizer. ALL sheets, comforters, blankets, towels, ...
From $348 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Beachplace 7-404 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RVA presents a delightful two-bedroom, two-bathroom unit at Beachplace, featuring a king-sized master bedroom and two tw ...
From $262 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Gulf front, 3rd floor, 2 bdr - A306, gorgeous view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Fisherman’s Cove beachfront condo is a unique setting, sitting at the southern and most private end of Siesta Key. W ...
From $341 per night (USD)VRBO
- From $474 per night (USD)
Expedia
Coastal Tropical Oasis With Salt Water Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Our home is the perfect spot for a getaway with friends, relaxing family vacation Our goal is for our guests to feel lik ...
From $474 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Adorable Beach Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful Venice Island Home is less that 1 mile to Venice Beach. Just think you can have the beach life this wint ...
From $260 per night (USD)VRBO
- From $565 per night (USD)
Expedia
At Sun Sea Terrace | Luxury Siesta Key Condo w\/ Heated Pool, Short Walk to Beach and Village!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sun Sea Terrace, your private oasis in paradise! Nestled in the heart of Siesta Key Village, this exquisite 4 ...
From $565 per night (USD)Expedia
- From $1778 per night (USD)
VRBO
Hidden Treasure | Located on Siesta Key w\/ Private Heated Pool\/Hot Tub & Spacious Outdoor Area
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Siesta Key's "Hidden Treasure," a delightful retreat where tranquility and relaxation await. With its main 2 ...
From $1778 per night (USD)VRBO
- From $386 per night (USD)
Expedia
Location! Location! Location! Steps to Siesta Key Beach and many shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bright and inviting, this 2 bedroom, 2 bath condo has to be experienced to be believed! Located just steps from the famo ...
From $386 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Heated Pool in Luxurious home, 3 minutes to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
High End Spacious Home in the best laid back part of Florida's Gulf coast. Right on the border between Venice and Englew ...
From $380 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Beutiful updated Condo Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This unit has private WIFI and is appointed in cheerful clean modern decor and the patio opens just steps to the pool. T ...
From $373 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Luxury motorhome from the Monoco dynasty
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a luxury class A motor home situated on the banks of beautiful Phillippi Creek in Sarasota Florida, this is stat ...
From $158 per night (USD)VRBO
- From $238 per night (USD)
Expedia
*** Downtown Bungalow ***Beaches \/ Restaurants \/ Cafes***Just Minutes away!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming cottage is the perfect place for your stay in downtown Sarasota. The space: This two bedroom home has ...
From $238 per night (USD)Expedia
- From $429 per night (USD)
VRBO
Best location on Siesta Key\/Crescent Beach - just steps to the water!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful two-bedroom condo is located just steps from the world-famous white sands of Siesta Key Beach. That mean ...
From $429 per night (USD)VRBO
- From $3042 per night (USD)
Expedia
The Hummingbird | Pet Friendly Home Located in Siesta Key Village w\/ Private Pool, Walk to Beach!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
Welcome to The Hummingbird – Your Private Resort in the Heart of Siesta Key Village Discover The Hummingbird, a one-of- ...
From $3042 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Beach Vacation House - Minutes from the Beach and Hiking trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful renovated 2 bedroom 2 bath 1900 sq ft home is minutes from the beach and hiking trails. It has a huge out ...
From $202 per night (USD)VRBO
- From $589 per night (USD)
Expedia
\"Safe & Clean\" Ultra Convenient Location \/ 3 Bed \/ 2 baths updated pool home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful and completely updated 3 bedroom / 2 baths single family pool home is located 1 mile to Siesta Key North ...
From $589 per night (USD)Expedia
- From $444 per night (USD)
VRBO
\"Safe & Clean\" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Only 60 steps to the beach. Entire apartment refurbished and updated incl. new flooring 2020. Spacious 1 bedroom / 2 f ...
From $444 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Very Close to the beach lovely Refurbished1st floor Condo,parking right outside
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
****** NEWLY RENOVATED 2 BED, 2 BATH CONDO ***** WI-FI and smart tvs Sleeps 5 Loung ...
From $196 per night (USD)Expedia
- From $457 per night (USD)
VRBO
Perfect Get-Away Beach Home for Families! Sleeps12 to 14, Heated Pool & Spa.
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
This beautiful 5 bedroom, 4 bathroom beach home with 2 living rooms and extra Queen sleeper is truly a hidden treasure f ...
From $457 per night (USD)VRBO
- From $146 per night (USD)
VRBO
Lower Prices! Heated Pool (Screened) Home, Fenced Yard, WiFi\/YouTube TV, Garage, BBQ, Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in our beautiful South Venice pool home just 10 minutes from Venice Beach and downtown Venice with the theater, sh ...
From $146 per night (USD)VRBO
- From $132 per night (USD)
VRBO
Luxurious Living Steps to Lido Beach & Walking Distance to St. Armands Circle
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completely updated interior with luxurious, brand new furnishings and peek-a-boo views of the Gulf of Mexico on exclusiv ...
From $132 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Amazing View - On Golf Course - Near Beaches, Shopping & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Highly sought after condo in Farmington Vistas. Newly furnished property perfect for extended vacation and/or leisure. ...
From $135 per night (USD)Expedia
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Expedia
CA505S - #1 Beach Siesta Key Condo - Everything you need for your beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fully equipped, 5th-floor, 2 bedroom/2 bath condo in Crescent Arms Towers, Gulf views (sleeps 6). The fifth floor 505 ...
Click For PricingExpedia
- From $287 per night (USD)
Expedia
Stunning Fully Remodeled House with Heated Pool! 30%OFF
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you are looking to unwind in the sun, then look no further than our beautiful and traditionally furnished Floridian v ...
From $287 per night (USD)Expedia
- From $388 per night (USD)
VRBO
New Listing! Renovated End Unit, Pool\/Bay Views, Heated Pool, Desk for Remote Work
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
HURRICANE UPDATE: Please note that there is a building-wide A/C outage from the recent hurricane. This unit does not hav ...
From $388 per night (USD)VRBO
- Click For Pricing
Expedia
CA605N - Steps to #1 Beach on Siesta Key. Open Kitchen, Remodeled, Relaxing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come spend a relaxing vacation in a true tropical paradise setting. You will soon see why Dr. Stephen P. Leatherman ("Dr ...
Click For PricingExpedia
- From $233 per night (USD)
VRBO
Walk to Nokomis Beach. Quality, Cleanliness, Affordable. SmartTV, Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Seahorse Shores - 409 Shore Road - Two Bedroom Beach Villa Located 1/2 Mile From Nokomis Beach and Casey Key. Gas grill ...
From $233 per night (USD)VRBO
- From $2164 per night (USD)
Expedia
Honeysuckle | Pet Friendly Home Located in Siesta Key Village w\/ Heated Pool, Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Honeysuckle – Your Cozy Getaway in the Heart of Siesta Key Village Experience the charm of Honeysuckle, a un ...
From $2164 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, 2 bath tropical garden condo was completely renovated in December, 2022. It's located in the quiet are ...
From $343 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Siesta Key Pool House 3 Miles from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The house is located within 10 minutes drive from both downtown and Siesta Keys beach, and about 20 minutes drive from L ...
From $549 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Siesta Key Beach IDEAL LOCATION BEACH, VILLAGE, HEATED POOL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
2 week rental minimum Siesta Key Beach Vacation Rental: Location- location-location-BEACH, VILLAGE, HEATED POOL. Wal ...
From $176 per night (USD)VRBO
- From $384 per night (USD)
Expedia
The Casa Coco | Coronado: Updated home, Heated pool close to S. Venice beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you see a gap in our calendar you are interested in send us an inquiry. If your dates are not available Check our ot ...
From $384 per night (USD)Expedia
- From $118 per night (USD)
VRBO
Pet Friendly Longboat Key Condo - Steps from Beach !!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The condo directly across the street from the public beach access. This is a very private part of Longboat and often y ...
From $118 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Short walk to Private Access to Beach, 2 Pools, Pond View, Unaffected by Hurricane, Ready to Book!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Siesta Bayside Condo on Siesta Key offers a peaceful retreat with direct access to the world-renowned Siesta Key Be ...
From $372 per night (USD)Expedia
- From $470 per night (USD)
VRBO
The Beach Club at Siesta Key #204C Resort by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $470 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Island House Beach Resort V35
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath unit is non-carpeted and ...
From $418 per night (USD)Expedia