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From $160 per night (USD)
VRBO
Family friendly, Siesta Key.
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Our home is 1/2 mile from Siesta Key Beach access. It is ideal for an extended getaway, or a family who needs a place wh ...
From $160 per night (USD)
VRBO
From $199 per night (USD)
Expedia
amazing apartment on the beach. With warm pool .
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
On the landscaped side of the complex, you will hear a calming waterfall right from your tropical patio! The apartment ...
From $199 per night (USD)
Expedia
$Casa Concord 3BR \/2B w\/ private Salt Water Pool 2 Miles to Siesta Key$
From $336 per night (USD)
VRBO
Casa Concord 3BR \/2B w\/ private Salt Water Pool 2 Miles to Siesta Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
2 MILES to # 1 Beach in the America/ the world “Siesta Key Beach” & (Crescent Beach). Your own personal salt water po ...
From $336 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Beachfront Condo - 2-Bedroom - Luxury - Directly on Crescent Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CRESCENT ARMS - Siesta Key Beachfront Vacation Condos on Crescent Beach (Two Bedroom Beachfront Unit for Rent) Located ...
From $306 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Relax'n - Beautiful newer South Venice home with pool and spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful newer South Venice pool home in immaculate condition. Open plan with gleaming tiled floors throughout, high ce ...
From $239 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Beautiful 2022 renovated - 550 Sq Ft Patio - across street from beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Long term rental available from May 1 - Dec 15th - please contact for details UV OZONE Sanitized between each guest. ...
From $279 per night (USD)
Expedia
Click For Pricing
Expedia
Beachplace 5-301 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA proudly presents an exquisite two-bedroom, two-bathroom residence nestled in building 5, offering unparalleled Gulf ...
Click For Pricing
Expedia
From $265 per night (USD)
Expedia
Venice Pool Home- Breezy Inn
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Indulge in the coastal beauty of endless beaches at this newly remodeled, 3-bedroom, 2-bath heated pool home. Embrace th ...
From $265 per night (USD)
Expedia
$BH · 2\/2 Beach House Apt on Siesta Key$
From $200 per night (USD)
VRBO
BH · 2\/2 Beach House Apt on Siesta Key
Bedrooms:
1
Bathrooms:
16
Sleeps:
6
Summary: Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitch ...
From $200 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Casa Blanca Villa A11
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Non smoking villa and lanai. Enjoy your beach vacation in this beautiful large 2 bedroom, 2 bathroom private villa. Lo ...
From $345 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Casa Blanca Villa A02
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $287 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Casa Blanca Villa C18
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to one of the largest 2 Bedroom/2 Bath Villas in Casa Blanca -- and the only one with a glimpse of the gulf! En ...
From $345 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Casa Blanca Villa C07
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $238 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Casa Blanca Villa A15
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bdrm. 2 bath/Sleeps 6 A-15 Property Information: Large 2 bedroom 2 bath villa located a few steps from our private bea ...
From $281 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Casa Blanca Villa B18
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This villa is one of the large villas and closest to the beach area. It has a 55 inch Samsung plasma TV and a blue ray ...
From $345 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Casa Blanca Villa C13
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome! Villa C13 is a beautiful 2 bedroom, 2 bath beach accommodation located in the exclusive Casa Blanca beachside c ...
From $258 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Casa Blanca Villa C08
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $232 per night (USD)
VRBO
From $443 per night (USD)
VRBO
103 Gulf Front Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach from the 1st floor of this tastefu ...
From $443 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Casa Blanca Villa B15
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $264 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Stay Safe During These Times With Your Own Private Entrance! Minimum Contact with Other Guest!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Resort-style Siesta Key living is finally within your reach! Beautiful turnkey furnished, this 2 bedroom, 2 bath condo ...
From $225 per night (USD)
Expedia
$3\/3 Newly Upgraded and Spacious Modern Unit ~ Harbor Towers Yacht & Racquet Club$
From $333 per night (USD)
VRBO
3\/3 Newly Upgraded and Spacious Modern Unit ~ Harbor Towers Yacht & Racquet Club
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You are in the heart of Siesta Key - one of the most popular destinations in America due to its powdery white quartz-cry ...
From $333 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Hotel Studio (Ground Level) - Unit C
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $195 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Hotel Studio (Ground Level) - Unit B
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $195 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Escape Casey Key Hotel & Marina - 1 Bed 1 Bath K Bed Villa 4b
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $239 per night (USD)
Expedia
$2 Bedroom\/1 Bath Villa (Ground Level) - Unit 5$
From $326 per night (USD)
VRBO
2 Bedroom\/1 Bath Villa (Ground Level) - Unit 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
VRBO
$2 Bedroom\/2 Bath Villa (Ground Level) - Unit 4\/A$
From $326 per night (USD)
Expedia
2 Bedroom\/2 Bath Villa (Ground Level) - Unit 4\/A
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
Expedia
$1 Bedroom\/1 Bath Villa (Ground Level) - Unit 9$
From $239 per night (USD)
VRBO
1 Bedroom\/1 Bath Villa (Ground Level) - Unit 9
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $239 per night (USD)
VRBO
$3 Bedroom\/3 Bath Townhouse - Unit 2$
From $435 per night (USD)
Expedia
3 Bedroom\/3 Bath Townhouse - Unit 2
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $435 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Hotel Studio (Ground Level) - Unit A
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $195 per night (USD)
VRBO
$3 Bedroom\/3 Bath Townhouse - Unit 3$
From $435 per night (USD)
Expedia
3 Bedroom\/3 Bath Townhouse - Unit 3
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $435 per night (USD)
Expedia
$2 Bedroom\/2 Bath Villa (Ground Level) - Unit 7$
From $326 per night (USD)
VRBO
2 Bedroom\/2 Bath Villa (Ground Level) - Unit 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
VRBO
$2 Bedroom\/1 Bath Villa (Ground Level) - Unit 13$
From $326 per night (USD)
Expedia
2 Bedroom\/1 Bath Villa (Ground Level) - Unit 13
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
Expedia
$2 Bedroom\/2 Bath Villa (Second Level) - Unit 6$
From $326 per night (USD)
VRBO
2 Bedroom\/2 Bath Villa (Second Level) - Unit 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
VRBO
$ADA Compliance - 1 Bedroom\/1 Bath Villa (Ground Level) - Unit 8$
From $239 per night (USD)
Expedia
ADA Compliance - 1 Bedroom\/1 Bath Villa (Ground Level) - Unit 8
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $239 per night (USD)
Expedia
$2 Bedroom\/2 Bath Villa (Second Level) - Unit 10$
From $326 per night (USD)
VRBO
2 Bedroom\/2 Bath Villa (Second Level) - Unit 10
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
VRBO
$2 Bedroom\/1 Bath Villa (Ground Level) - Unit 12$
From $326 per night (USD)
Expedia
2 Bedroom\/1 Bath Villa (Ground Level) - Unit 12
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
Expedia
$2 Bedroom\/2 Bath Villa (Ground Level) - Unit 9\/C$
From $326 per night (USD)
VRBO
2 Bedroom\/2 Bath Villa (Ground Level) - Unit 9\/C
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $326 per night (USD)
VRBO
$3 Bedroom\/2 Bath Villa (Ground Level) - Unit 5\/B$
From $435 per night (USD)
Expedia
3 Bedroom\/2 Bath Villa (Ground Level) - Unit 5\/B
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $435 per night (USD)
Expedia
$Casa Bella Vita | Luxury Home w\/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!$
From $570 per night (USD)
VRBO
Casa Bella Vita | Luxury Home w\/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Casa Bella Vita, a stunning modern vacation home located on the southern end of Siesta Key, offering a luxuri ...
From $570 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Escape Casey Key Hotel & Marina - Deluxe 3 Bedroom 3 Bath Villa 2 K 1 Q 1
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience Escape’s brand new luxury villas including one bedroom hotel units, two bed two bath and three bed three bath ...
From $435 per night (USD)
Expedia
From $100 per night (USD)
VRBO
Emerald Palms Unit A
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautiful, updated 1 bedroom 1 bath cottage is located right in the heart of Englewood, Fl. on Lemon Bay. Fully equ ...
From $100 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Tropical oasis with romantic pool and waterfall, walk to Sarasota Bay waterfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Casa Boheme is a private vacation home and haven for South Florida living. A barefoot retreat in the bayfront neighborho ...
From $296 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Lil' Nauti Beach Villa *Pool & Dock* on Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your own private Siesta Key villa that's a little bit tropical, a little bit salty, with just a little bit tongue in che ...
From $370 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Siesta Key Beach Condo #1 Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This super cute 1 bed, 1 bath condo directly opposite one of the most beautiful beaches in the world is available and re ...
From $228 per night (USD)
Expedia
From $103 per night (USD)
VRBO
Beautiful Venice Beach Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Prime location one block from the beach with a marina, dining, and lounge nearby. Two minute walk to three different bea ...
From $103 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Heated Pool, Beach and Amenities, 2-3 min walk
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops. ((A ...
From $190 per night (USD)
Expedia
$Siesta Key 3rd Flr 2b\/2b unit; Open kitchen; newly renovated master shower$
From $166 per night (USD)
VRBO
Siesta Key 3rd Flr 2b\/2b unit; Open kitchen; newly renovated master shower
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This Two Bedroom, Two Bath condo is just steps to the white, powdered-sugar sand of Siesta Key. Here at La Siesta Condom ...
From $166 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Welcome to Paradise! Beautiful Gulf Views on Longboat Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachplace on Longboat Key is a condominium complex located on 31 acres of lush landscaping. The 11 buildings on propert ...
From $300 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Paradise! Gulf beach, On bay, bike, fish, kayak, relax, shop, swim, tennis.....
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful condo located on 2nd floor. End unit overlooking beautiful tropical plants and offering natural light ! Turn ...
From $175 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...
From $600 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Beachplace 11-303 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA offers this comfortably appointed two-bedroom, two-bathroom condominium in the desirable gated community of Beachpla ...
From $198 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Newly updated home- hockey table near Shamrock Park, beaches and shopping.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to S. Venice, Florida, also known as the shark tooth capitol of the world. Come, relax, unwind and enjoy life in ...
From $381 per night (USD)
Expedia
From $145 per night (USD)
VRBO
Heated Pool, Beach and Amenities, 2-3 min walk.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage style 2 bedroom 1 bath condo in Siesta Key is just a 2-3 min walk to the Pool, Beach, Restaurants and shops. (Al ...
From $145 per night (USD)
VRBO
$Large Siesta Key Home On Water With Pool\/Spa$
From $756 per night (USD)
Expedia
Large Siesta Key Home On Water With Pool\/Spa
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
This waterfront retreat sits on canal water on a lot of pure luxury; where you can enjoy sunsets from your own private p ...
From $756 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Palm Bay Club!!! Bay to Beach!!! MOST DESIRABLE COMPLEX ON SIESTA KEY!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds whitest and softest sand. This complex s ...
From $445 per night (USD)
VRBO
From $143 per night (USD)
Expedia
Wonderful Home with Heated Pool near Beaches and Shamrock Park free wifi
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located a block from Shamrock Park and close to 4 different beaches, you'll enjoy this completely updated 2/2/1 heated p ...
From $143 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Private 2 Bedroom 1 bathroom house. It has a private pool and SPA
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located just 10 minutes away from Nokomis beach at Casey Key, and 5 minutes to the Oscar Scherer State Park. You have e ...
From $170 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Lovely Condo with View of Lido beach and walking distance to St Armand's Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully renovated 2 bedroom, 2 bath, End unit in the highly sought after Lido Shores Condominium. The spacious and ...
From $200 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Sarasota Show House Executive Luxury Suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...
From $193 per night (USD)
VRBO
From $117 per night (USD)
Expedia
DOWNTOWN SARASOTA COTTAGE HOUSE & POOL PET FRIENDLY
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on a quiet, residential, tree-lined street, my home is within minutes from miles of fine, white, soft sand beach ...
From $117 per night (USD)
Expedia
From $222 per night (USD)
VRBO
View Siesta Key Beach from balcony! LOCATION!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3 MONTH MINIMUM DURING peak time JANUARY - APRIL only....... LOCATION, LOCATION, LOCATION! Spacious, updated 2BR 2BA co ...
From $222 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Beach Condo near Lido Beach & on St. Armands Circle! Fully Equipped & Beautiful!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The location is perfect! Three-minute walk to the beach! Clear water, soft sand and beautiful sunsets are just a small p ...
From $149 per night (USD)
Expedia
$Stylish, Waterfront Condo w\/ Shared Pools, Private Beach, Free WiFi, Central A\/C$
From $240 per night (USD)
VRBO
Stylish, Waterfront Condo w\/ Shared Pools, Private Beach, Free WiFi, Central A\/C
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Siesta Key Serenity 308 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $240 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Private Pool Home near Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This quiet two-bedroom, two-bathroom pool home is located in the established Gulf Gate Estates neighborhood and is just ...
From $288 per night (USD)
Expedia
$Relaxing Sunny Home in Quiet Area\/Enhanced Cleaning - 5Min. to Siesta Key Beach$
From $149 per night (USD)
VRBO
Relaxing Sunny Home in Quiet Area\/Enhanced Cleaning - 5Min. to Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to enjoy a relaxing stay in a very clean and tidy, vacation-decorated home, tucked away in a quiet, peacef ...
From $149 per night (USD)
VRBO
$🎣🎏🏝 🌴🏖☀️🐟3 Palms Inn- 2\/3 bedroom heated pool house with Tiki bar!$
From $242 per night (USD)
Expedia
🎣🎏🏝 🌴🏖☀️🐟3 Palms Inn- 2\/3 bedroom heated pool house with Tiki bar!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We are also the hosts for VRBO listing #1718910. We are experience host with great reviews. We have decided to add anoth ...
From $242 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Townhouse within Gran Paradiso close to Beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to our coastal inspired townhouse featuring 3 bedrooms and 2.5 bathrooms. The home can sleep 9-10 people comfort ...
From $152 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Luxury and elegance in Venice
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your luxurious, cozy, and relaxing, three bedroom, two bathroom, fully heated pool home in beautiful Venice, ...
From $369 per night (USD)
VRBO
From $710 per night (USD)
VRBO
Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Casa Van Lopik (Jardin) - Large Bohemian with Tiki-Bar, Balcony, and Tropical Patio in Village just 250 steps Siesta's T ...
From $710 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Anchorage 310 in Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tenn ...
From $199 per night (USD)
Expedia
$Lovely 2\/2 House Sapphire Shores near the Bay$
From $171 per night (USD)
VRBO
Lovely 2\/2 House Sapphire Shores near the Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming 2 bed/ 2 bath house is 1,767 Sq Ft with a fenced yard, located on Stevens Drive, next to the bay and the f ...
From $171 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining & Entertainment of Village.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is The Siesta Key Village Studio Apartment, a Gertrude Rentals property! No car required! Enviable location at the ...
From $298 per night (USD)
Expedia
From $225 per night (USD)
VRBO
☆ KING Bed in Master • 1st Floor • Heated Pool • ¼ mile walk to Siesta Key ☆
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to the sugary sands of Siesta Key, just one-quarter mile from this well-appointed and stylish vacation condo! It ...
From $225 per night (USD)
VRBO
Click For Pricing
Expedia
Sunsets at Gulf of Mexico
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location, location, location 1 block to the beach, 3 blocks to restaurants and shopping Venice inlet, Sharkey's at the p ...
Click For Pricing
Expedia
From $784 per night (USD)
VRBO
Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Casa Van Lopik (Canal) - Large Bohemian with Tiki-Bar, Balconies, and Tropical Patio in Village just 250 steps Siesta's ...
From $784 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Book your Florida escape! Heated POOL-beach chairs-bikes-kayaks-5 min to beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
“Pool Villa by the Beach” located in South Venice - a recently remodeled home that's less than 2 miles to the famous Ma ...
From $216 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
“GEM” at Barefoot Bungalows is a 2 bedroom, 1 bath, fully furnished villa just minute walk to the beach! This 1945 Tripl ...
From $239 per night (USD)
VRBO
From $110 per night (USD)
Expedia
Beach Cottage Steps to Siesta Beach and Siesta Village Shops and Restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
If you're looking to enjoy the coastal charms of Florida, it's tough to beat this cottage right across from the beach. T ...
From $110 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Beautiful Villa in Private Resort-Style Community
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This spacious 2-bed/2-bath corner villa has 1,350 sq. ft. of fully tiled living space, attached garage and screened-in l ...
From $208 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Exquisite Private Estate,Heated Pool and Hot Tub ,Minute to few beaches.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Luxury home,private heated Pool & Jacuzzi,fishing pier,excellent fishing,free 5G Wifi,3/BR, 2/Bath,Living room,Dining ro ...
From $500 per night (USD)
VRBO
From $328 per night (USD)
VRBO
Siesta Key Bungalow Tortuga- Waterview, Queen unit, Pool Private Patio!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This Gertrude Rentals property is an “On the Water” Bungalow is nestled in mangroves, on Siesta Keys' exclusive Heron La ...
From $328 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Siesta Key Bungalow Ringling - Queen unit at a Waterfront with Pool, nestled in Mangroves!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This Gertrude Rentals property is an "On the Water" Bungalow is nestled in mangroves, with Pool on Siesta Keys' exclusiv ...
From $350 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Beautiful home with huge backyard close to siesta key beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Great open space with 2 master bedrooms, a bedroom with a triple bunk, and one loft bedroom. A dedicated office/work spa ...
From $275 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Private Beach Access Gate, Canal & Boat Dock Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Midnight Cove by the Docks on the intracoastal waterway is a new listing and ready for you! We have everything you need ...
From $169 per night (USD)
Expedia
From $100 per night (USD)
VRBO
Tiny House Margarita - Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Tiny House began its life in our home state of Pennsylvania. Originally, it was meant to be a vacation home in the ...
From $100 per night (USD)
VRBO
Click For Pricing
Expedia
Castel Del Mare Condo for rent
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Sarasota vacation condo is located in Castel Del Mare Condominum Complex, on the intercoastal waterway between Sarasota ...
Click For Pricing
Expedia
From $127 per night (USD)
VRBO
Cozy Home away from Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Private house, with Florida charm. Waking distance to stores. 2 bedrooms, 2 baths, walk in shower in the master bath. Th ...
From $127 per night (USD)
VRBO
From $790 per night (USD)
Expedia
On the BEACH - Oceanfront NEW remodel NEW Furniture
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Oceanfront on Siesta Key BEACH! If your not on gulf side at spring break public parking is full at 7am Total remodel ...
From $790 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Pre furnished 3 bed 2 bath house nearby the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The recently remodeled house comes pre furnished with kitchen appliances including a washer and dryer, wireless internet ...
From $188 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Beachviews at Beachplace 2brm by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Managed by Florida Vacation Connection, this 2brm beachfront condo offers a casual retreat from which to view the beach ...
From $135 per night (USD)
VRBO
$Beachview 2 BR \/ 2 BA Beachplace condo by FVC$
From $154 per night (USD)
VRBO
Beachview 2 BR \/ 2 BA Beachplace condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom, 4th floor west facing condo with beach views offered by Florida Vacation Connection. Ceramic tile flooring in ...
From $154 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Siesta Key Bungalow - I - King-unit at a Waterfront with Pool, nestled in Mangroves!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Siesta Key Bungalow - I - King-unit at a Waterfront with Pool, nestled in Mangroves! This Gertrude Rentals property is ...
From $317 per night (USD)
Expedia
$Warm and Inviting pet-friendly 2BR\/2BA in Idyllic Bay Front Neighborhood$
From $207 per night (USD)
VRBO
Warm and Inviting pet-friendly 2BR\/2BA in Idyllic Bay Front Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $207 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Sarasota Downtown Apartment!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
From $165 per night (USD)
Expedia
$Siesta Key Bungalow - 3BR \Pool-Side\$
From $769 per night (USD)
VRBO
Siesta Key Bungalow - 3BR \"Pool-Side\"
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
"A Gertrude Rentals listing, includes “three” 1BR units situated pool and lagoon-side at Siesta Key Bungalows. Located o ...
From $769 per night (USD)
VRBO
$Siesta Key Bungalow - 3BR \East\$
From $798 per night (USD)
Expedia
Siesta Key Bungalow - 3BR \"East\"
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
This Gertrude Rentals listing includes “three” side by side 1BR units with private patios at The Siesta Key Bungalows, a ...
From $798 per night (USD)
Expedia
From $1119 per night (USD)
VRBO
Siesta Key Old Florida Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Magical, with in a Tree filled almost 2 acres on the bay sits Your Retreat, Your paradise includes a 3 bedroom 2 bath o ...
From $1119 per night (USD)
VRBO
Click For Pricing
Expedia
NEW! Nokomis Seasonal Rental Jan-Mar
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
JUST LISTED! Mothly Rentals. Currently Available May-Oct Amazing Private 1000 Sq.Ft, One Bedroom Apartment . 1 Mile ...
Click For Pricing
Expedia
$Perfect Location. Roof Top Deck. Gulf Views. Heated Pool\/Spa w\/ Rain Curtain$
From $1485 per night (USD)
VRBO
Perfect Location. Roof Top Deck. Gulf Views. Heated Pool\/Spa w\/ Rain Curtain
Bedrooms:
7
Bathrooms:
6
Sleeps:
18
Blue Paradise by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Welcome to Blue Paradise - a six-bed ...
From $1485 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1020
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1020. A stones throw from the Siesta Key bea ...
From $191 per night (USD)
Expedia

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