Sarasota Area Rentals
- From $140 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 $140 per night (USD)VRBO
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Expedia
Beachfront Resort Style Living - Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**NEWLY REMODELED KITCHEN -- UPDATED FLOORS AND BATHROOMS** Come enjoy luxurious resort style living in this beautiful t ...
Click For PricingExpedia
- From $113 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 $113 per night (USD)VRBO
- From $250 per night (USD)
Expedia
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 $250 per night (USD)Expedia
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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 $320 per night (USD)
Expedia
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 $320 per night (USD)Expedia
- From $267 per night (USD)
VRBO
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 $267 per night (USD)VRBO
- 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 $301 per night (USD)
VRBO
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 $301 per night (USD)VRBO
- 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 ...
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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 ...
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Expedia
CA705S - COZY, COMFORTABLE CONDO on the #1 beach in the USA>
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Special $1008.00 base rate from September 9 to December 22, 2023. New rentals only. Bright and cheery, freshly painted, ...
Click For PricingExpedia
- From $445 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 $445 per night (USD)VRBO
- From $248 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 $248 per night (USD)Expedia
- From $367 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 $367 per night (USD)VRBO
- From $595 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 $595 per night (USD)Expedia
- From $356 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 $356 per night (USD)VRBO
- From $443 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 $443 per night (USD)Expedia
- From $135 per night (USD)
VRBO
Cabana Royal with swimming pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This beautiful room has a private entrance with private bathroom and queen size bed. Brand new W/D included! Only five m ...
From $135 per night (USD)VRBO
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Expedia
Island Paradise: House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RVA features a relaxing, serene home beautifully furnished and ready for you to enjoy Longboat Key's sunshine. This home ...
Click For PricingExpedia
- From $325 per night (USD)
VRBO
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 $325 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Fresh, Private ,Heated Pool, Minutes to Siesta Key Beach, Office Space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spice your life with color, beauty and style! Welcome to “ Coral Latitude “ where you will find the oasis of comfort an ...
From $390 per night (USD)Expedia
- From $478 per night (USD)
VRBO
Decadence on Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
As you enter the property, you will take a walkway along the your private entry and into the private tropical backyard w ...
From $478 per night (USD)VRBO
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Expedia
Indoor\/Outdoor Living House w\/ Screened Pool & Sunroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beachy Days Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
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- From $382 per night (USD)
VRBO
St. Armands oasis with saltwater pool - walk to beach & shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $382 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Luxe home with pool, hot tub & 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 $299 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $416 per night (USD)VRBO
- From $189 per night (USD)
Expedia
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 $189 per night (USD)Expedia
- From $803 per night (USD)
VRBO
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 $803 per night (USD)VRBO
- From $245 per night (USD)
Expedia
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 $245 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Lovely Villa, .4 Mi Walk to Crescent Beach, Cable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Hermosa Casita Near Crescent Beach..... just a 9 minute walk (.4) to Public Beach Access #13 on Crescent Beac ...
From $142 per night (USD)VRBO
- From $277 per night (USD)
Expedia
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 $277 per night (USD)Expedia
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Expedia
Wonderful home with screened lanai & private saltwater pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fun In The Sun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $490 per night (USD)
Expedia
Coral Breeze | Luxury Home, Heated Pool & Spa, Minutes to Village and Siesta Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Coral Breeze, a charming vacation home located on the picturesque island of Siesta Key. With its prime locatio ...
From $490 per night (USD)Expedia
- From $267 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 $267 per night (USD)VRBO
- From $178 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 $178 per night (USD)Expedia
- From $249 per night (USD)
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, ...
From $249 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Beautiful newly decorated and furnished private home. Fits any personality!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious home. Large open concept with lots of sunlight. Split home so master bedroom on other side with private bath. W ...
From $250 per night (USD)Expedia
- From $100 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 $100 per night (USD)VRBO
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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 $1368 per night (USD)
VRBO
Casa Van Lopik Inn, 100% Private, Tiki-Bar, Tropical Patio, 250 steps to Beach & Village!
- Bedrooms:
- 4
- Bathrooms:
- 6
- 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 $1368 per night (USD)VRBO
- From $1041 per night (USD)
Expedia
Gertrudes Siesta Village Properties - short walk to Siesta's best beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
A Gertrude Rentals offering. Two properties in the Siesta Key Village just a short walk to Siesta's best beaches and su ...
From $1041 per night (USD)Expedia
- From $360 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 $360 per night (USD)VRBO
- From $178 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 $178 per night (USD)Expedia
- From $294 per night (USD)
VRBO
The Beach Club at Siesta Key #206B 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 $294 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE NOTE: THE OUTDOOR SPA(JACUZZI) OPERATES AT 84F AND A TEMPERATURE INCREASE IS NOT POSSIBLE. If you are looking fo ...
From $299 per night (USD)Expedia
- From $180 per night (USD)
VRBO
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 $180 per night (USD)VRBO
- From $165 per night (USD)
Expedia
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 $165 per night (USD)Expedia
- From $320 per night (USD)
VRBO
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 $320 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Sunny Cottage🌴half mile to Downtown-near famous beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Relaxing and charming 3 bedrooms cottage half mile to Main steet, Downtown, parks, restaurants, art galleries,boutiques ...
From $241 per night (USD)VRBO
- From $204 per night (USD)
VRBO
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 $204 per night (USD)VRBO
- From $3500 per night (USD)
Expedia
Rare private beachfront estate on Gulf of Mexico.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
No damage from Hurricane. Pictures are updated. Lots of sand and you can walk up and down casey key. Very rare and priva ...
From $3500 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Harbor Towers Gulf Facing 1\/1 Fully Upgraded Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stunning Siesta Key sunsets from this freshly upgraded 1/1 condo! This condo is located at Harbor Towers Yacht & Racque ...
From $175 per night (USD)VRBO
- From $275 per night (USD)
Expedia
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 $275 per night (USD)Expedia
- From $123 per night (USD)
VRBO
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 $123 per night (USD)VRBO
- From $292 per night (USD)
Expedia
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 $292 per night (USD)Expedia
- From $343 per night (USD)
VRBO
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 $343 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $818 per night (USD)
VRBO
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 $818 per night (USD)VRBO
- From $552 per night (USD)
Expedia
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 $552 per night (USD)Expedia
- From $323 per night (USD)
VRBO
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 $323 per night (USD)VRBO
- From $275 per night (USD)
Expedia
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 $275 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Beutiful updated Condo Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This unit has private WIFI and is appointed in cheerful clean modern decor and the patio opens just steps to the pool. T ...
From $161 per night (USD)VRBO
- From $130 per night (USD)
Expedia
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 $130 per night (USD)Expedia
- From $134 per night (USD)
VRBO
*** 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 $134 per night (USD)VRBO
- From $353 per night (USD)
Expedia
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 $353 per night (USD)Expedia
- From $1546 per night (USD)
VRBO
The Hummingbird | Pet Friendly Home Located in Siesta Key Village w\/ Private Pool, Walk to Beach!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
Welcome to The Hummingbird, a one-of-a-kind private retreat located directly in the heart of Siesta Key Village! This un ...
From $1546 per night (USD)VRBO
- From $170 per night (USD)
Expedia
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 $170 per night (USD)Expedia
- From $418 per night (USD)
VRBO
\"Safe & Clean\" Ultra Convenient Location \/ 3 Bed \/ 2 baths updated pool home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful and completely updated 3 bedroom / 2 baths single family pool home is located 1 mile to Siesta Key North ...
From $418 per night (USD)VRBO
- From $340 per night (USD)
Expedia
\"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 $340 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Painted Refurbished Ground floor Condo New flooring,pillow top luxury king bed
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
****** NEWLY RENOVATED 2 BED, 2 BATH CONDO ***** WI-FI and smart tvs Sleeps 5 Loung ...
From $199 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Perfect Get-Away Beach Home for Families! Sleeps12 to 14, Heated Pool & Spa.
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $345 per night (USD)Expedia
- From $111 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 $111 per night (USD)VRBO
- From $103 per night (USD)
Expedia
Luxurious Living Steps to Lido Beach & Walking Distance to St. Armands Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completely updated interior with luxurious, brand new furnishings and peek-a-boo views of the Gulf of Mexico on exclusiv ...
From $103 per night (USD)Expedia
- From $105 per night (USD)
VRBO
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 $105 per night (USD)VRBO
- Click For Pricing
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 $224 per night (USD)
VRBO
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 $224 per night (USD)VRBO
- From $171 per night (USD)
Expedia
New Listing Renovated End Unit, Pool\/Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated as of December 2023! Beautiful new furnishings throughout including 2 Sony Smart TV’s, new furniture th ...
From $171 per night (USD)Expedia
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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 $116 per night (USD)
Expedia
Walk to Nokomis Beach. Quality, Cleanliness, Affordable. SmartTV, Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Seahorse Shores - 409 Shore Road - Two Bedroom Beach Villa Located 1/2 Mile From Nokomis Beach and Casey Key. Gas grill ...
From $116 per night (USD)Expedia
- From $773 per night (USD)
VRBO
Honeysuckle | Pet Friendly Home Located in Siesta Key Village w\/ Heated Pool, Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Honeysuckle, a one-of-a-kind retreat located directly in the heart of Siesta Key Village! This unique vacatio ...
From $773 per night (USD)VRBO
- From $368 per night (USD)
Expedia
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 $368 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Siesta Key Pool House 3 Miles from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $400 per night (USD)VRBO
- From $135 per night (USD)
Expedia
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 $135 per night (USD)Expedia
- From $315 per night (USD)
VRBO
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 $315 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
- From $206 per night (USD)
VRBO
Short walk to Private Access to Beach, 2 Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Easily Walk to the Beach! Siesta Bayside Condo on Siesta Key offers GREAT amenities including a private beach access sh ...
From $206 per night (USD)VRBO
- From $229 per night (USD)
Expedia
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 $229 per night (USD)Expedia
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VRBO
Quiet 1 B\/B retreat minutes from the beach located in center of a bird sanctuary
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Enjoy the perks of a stylish upscale hotel minutes from the beach, steps from the Shamrock Nature Preserve Park and in t ...
Click For PricingVRBO
- From $236 per night (USD)
Expedia
Walk to the #1 Beach in America, Offers Heated community Pool, Free Wi-Fi
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Siesta Key has been named America's #1 beach time and time again. Experience fun in the sun like never before at this tw ...
From $236 per night (USD)Expedia
- From $515 per night (USD)
VRBO
Lantana | Pet Friendly Home Located in Siesta Key Village w\/ Heated Pool, Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Lantana, a one-of-a-kind retreat located directly in the heart of Siesta Key Village! This unique vacation ho ...
From $515 per night (USD)VRBO
- From $773 per night (USD)
Expedia
Mandevilla | Pet Friendly Home Located in Siesta Key Village w\/ Heated Pool, Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Mandevilla, a one-of-a-kind retreat located directly in the heart of Siesta Key Village! This unique vacation ...
From $773 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Incredible Villa with Private Heated Pool and Lake View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE NOTE: THE OUTDOOR SPA(JACUZZI) OPERATES AT 84F AND A TEMPERATURE INCREASE IS NOT POSSIBLE. Hoping for a restorat ...
From $199 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Mimosa | Pet Friendly Home Located in Siesta Key Village w\/ Heated Pool, Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Mimosa, a one-of-a-kind retreat located directly in the heart of Siesta Key Village! This unique vacation hom ...
From $387 per night (USD)Expedia
- From $348 per night (USD)
VRBO
Vinca | Pet Friendly Home Located in Siesta Key Village w\/ Heated Pool, Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Vinca, a one-of-a-kind retreat located directly in the heart of Siesta Key Village! This unique vacation home ...
From $348 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Modern Bright Contemporary Design 2,400 SF of comfort with Salt Pool & Spa, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the vibrant landscape of Florida Sun Coast, this 2400-square-foot residence welcomes you with a perfect blen ...
From $165 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Welcome to Lime on Green! I also have a rental CAR listed\/available on TURO.COM
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to LIME ON GREEN! CLEAN! Entire 2, 1 home centrally located between Sarasota & Venice. Siesta Key & Nokomis Beac ...
From $199 per night (USD)VRBO
- From $81 per night (USD)
Expedia
Bright Home: Pool Access & Screened-In Porch!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Mixing resort amenities with homey surroundings, this vacation rental offers the best of both worlds. Stay at this 1-bed ...
From $81 per night (USD)Expedia
- From $821 per night (USD)
VRBO
Heated Pool\/Spa, Putting Green, Game Room. Walk\/Bike to Everything
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
The Shore House by Lido Key Vacations Sarasota FL 34236 Vacation Rental License #VR22-00033 Minimum stay duration of 7 ...
From $821 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Beautiful Vacation House Close to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2018 built 1750 sqft open space house in Venice East Neighborhood. Very quiet area. Grill and furniture on the patio and ...
From $250 per night (USD)Expedia