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From $333 per night (USD)
VRBO
Venice Pool Home- Breezy Inn
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3BR Heated Pool Home Minutes from the Gulf! Get ready to unwind in paradise! This newly remodeled 3-bedroom, 2-bath heat ...
From $333 per night (USD)
VRBO
From $325 per night (USD)
Expedia
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 $325 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Casa Blanca Villa A02
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually ow ...
From $441 per night (USD)
VRBO
From $363 per night (USD)
Expedia
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 $363 per night (USD)
Expedia
From $272 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 $272 per night (USD)
VRBO
From $412 per night (USD)
Expedia
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 $412 per night (USD)
Expedia
From $374 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 $374 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Casa Blanca Villa C13
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome! Villa C13 is a beautiful 2 bedroom, 2 bath beach accommodation located in the exclusive Casa Blanca beachside c ...
From $306 per night (USD)
Expedia
From $257 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 $257 per night (USD)
VRBO
From $425 per night (USD)
Expedia
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 $425 per night (USD)
Expedia
$BH · 2\/2 Beach House Apt on Siesta Key$
From $691 per night (USD)
VRBO
BH · 2\/2 Beach House Apt on Siesta Key
Bedrooms:
1
Bathrooms:
17
Sleeps:
6
Summary: Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitch ...
From $691 per night (USD)
VRBO
$Harbor Towers- 2Bed\/2 Bath, Your Own Private Entrance!$
From $284 per night (USD)
Expedia
Harbor Towers- 2Bed\/2 Bath, Your Own Private Entrance!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Resort-style Siesta Key living is finally within your reach! Beautiful turnkey furnished, this 2 bedroom, 2 bath condo ...
From $284 per night (USD)
Expedia
$3\/3 Newly Upgraded and Spacious Modern Unit ~ Harbor Towers Yacht & Racquet Club$
From $401 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 $401 per night (USD)
VRBO
From $277 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 $277 per night (USD)
Expedia
From $277 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 $277 per night (USD)
VRBO
From $338 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 $338 per night (USD)
Expedia
$2 Bedroom\/1 Bath Villa (Ground Level) - Unit 5$
From $396 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 $396 per night (USD)
VRBO
$2 Bedroom\/2 Bath Villa (Ground Level) - Unit 4\/A$
From $397 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 $397 per night (USD)
Expedia
$1 Bedroom\/1 Bath Villa (Ground Level) - Unit 9$
From $338 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 $338 per night (USD)
VRBO
From $121 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 $121 per night (USD)
VRBO
$3 Bedroom\/3 Bath Townhouse - Unit 2$
From $578 per night (USD)
VRBO
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 $578 per night (USD)
VRBO
From $277 per night (USD)
Expedia
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 $277 per night (USD)
Expedia
$3 Bedroom\/3 Bath Townhouse - Unit 3$
From $571 per night (USD)
VRBO
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 $571 per night (USD)
VRBO
$2 Bedroom\/2 Bath Villa (Ground Level) - Unit 7$
From $397 per night (USD)
Expedia
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 $397 per night (USD)
Expedia
$2 Bedroom\/1 Bath Villa (Ground Level) - Unit 13$
From $397 per night (USD)
VRBO
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 $397 per night (USD)
VRBO
$2 Bedroom\/2 Bath Villa (Second Level) - Unit 6$
From $397 per night (USD)
Expedia
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 $397 per night (USD)
Expedia
$ADA Compliance - 1 Bedroom\/1 Bath Villa (Ground Level) - Unit 8$
From $338 per night (USD)
VRBO
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 $338 per night (USD)
VRBO
$2 Bedroom\/2 Bath Villa (Second Level) - Unit 10$
From $397 per night (USD)
Expedia
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 $397 per night (USD)
Expedia
$2 Bedroom\/1 Bath Villa (Ground Level) - Unit 12$
From $391 per night (USD)
VRBO
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 $391 per night (USD)
VRBO
$2 Bedroom\/2 Bath Villa (Ground Level) - Unit 9\/C$
From $396 per night (USD)
Expedia
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 $396 per night (USD)
Expedia
$3 Bedroom\/2 Bath Villa (Ground Level) - Unit 5\/B$
From $571 per night (USD)
VRBO
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 $571 per night (USD)
VRBO
$Casa Bella Vita | Luxury Home w\/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!$
From $632 per night (USD)
Expedia
Casa Bella Vita | Luxury Home w\/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Casa Bella Vita – Your Ultimate Siesta Key Escape! Discover the charm and elegance of Casa Bella Vita, a stu ...
From $632 per night (USD)
Expedia
From $571 per night (USD)
VRBO
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 $571 per night (USD)
VRBO
From $483 per night (USD)
Expedia
*Fully Renovated* Lil' Nauti Beach Villa *Pool & Dock* on Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Fully Renovated as of February 2025* Your own private Siesta Key villa that's a little bit tropical, a little bit salt ...
From $483 per night (USD)
Expedia
From $296 per night (USD)
VRBO
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 $296 per night (USD)
VRBO
From $193 per night (USD)
Expedia
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 $193 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Drift Inn B, 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 $308 per night (USD)
VRBO
$Siesta Key 3rd Flr 2b\/2b unit; Open kitchen; newly renovated master shower$
From $278 per night (USD)
Expedia
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 $278 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Drift Inn A, 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 $318 per night (USD)
VRBO
From $142 per night (USD)
Expedia
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 $142 per night (USD)
Expedia
From $617 per night (USD)
VRBO
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 $617 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Beach Time Villa-private heated pool & spa oasis close to beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Escape to our charming 3-bedroom vacation home in the heart of South Venice. Nestled just minutes from the stunning shor ...
From $349 per night (USD)
Expedia
$Large Siesta Key Home On Water With Pool\/Spa$
From $720 per night (USD)
VRBO
Large Siesta Key Home On Water With Pool\/Spa
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
This waterfront retreat sits on canal water on a lot of pure luxury; where you can enjoy sunsets from your own private p ...
From $720 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Palm Bay Club!!! RESORT STYLE LIVING ON SIESTA KEY!!! Beach to Bay!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Walk onto the Famous Siesta Key beach, voted #1 beach in the US, with the worlds whitest and softest sand. This complex ...
From $454 per night (USD)
Expedia
From $184 per night (USD)
VRBO
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 $184 per night (USD)
VRBO
From $219 per night (USD)
Expedia
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 $219 per night (USD)
Expedia
From $208 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 $208 per night (USD)
VRBO
From $235 per night (USD)
Expedia
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 $235 per night (USD)
Expedia
From $300 per night (USD)
VRBO
View Siesta Key Beach from balcony! LOCATION!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the beach for the 4th!...Week ending July 6th 20% off rental rate. LOCATION, LOCATION, LOCATION! Spacious, updat ...
From $300 per night (USD)
VRBO
From $324 per night (USD)
Expedia
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 $324 per night (USD)
Expedia
From $186 per night (USD)
VRBO
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 $186 per night (USD)
VRBO
From $17056 per night (USD)
Expedia
Private Pool Home near Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This quiet two-bedroom, two-bathroom pool home is located in the established Gulf Gate Estates neighborhood and is just ...
From $17056 per night (USD)
Expedia
$3 Palms Inn- 2\/3 bedroom heated pool house!$
From $315 per night (USD)
VRBO
3 Palms Inn- 2\/3 bedroom heated pool house!
Bedrooms:
2
Bathrooms:
4
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 $315 per night (USD)
VRBO
From $202 per night (USD)
Expedia
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 $202 per night (USD)
Expedia
From $291 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 $291 per night (USD)
VRBO
From $745 per night (USD)
Expedia
Gertrude's Siesta | 4-min Walk to Beach & Village with Tiki-Bar, Balcony, Tropical Patio!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Casa Van Lopik Large 3BR home in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on ...
From $745 per night (USD)
Expedia
From $307 per night (USD)
VRBO
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 $307 per night (USD)
VRBO
$Lovely 2\/2 House Sapphire Shores near the Bay$
From $228 per night (USD)
Expedia
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 $228 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Private Patio, 2-min Siesta Keys Best Beach, 1-min Dining & Entertainment of Village, Walk to All!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Village Studio Top location on the island! Apartment with full kitchen, private patio, quiet gated courtyard, in wo ...
From $465 per night (USD)
VRBO
From $289 per night (USD)
Expedia
☆ 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 $289 per night (USD)
Expedia
Click For Pricing
VRBO
Sunsets at Gulf of Mexico
Bedrooms:
1
Bathrooms:
3
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
VRBO
From $641 per night (USD)
Expedia
Gertrude's Siesta | 4-min Walk to Beach & Village with Tiki-Bar, Balcony, Tropical Patio!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Casa Van Lopik Large 3BR home in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on ...
From $641 per night (USD)
Expedia
From $225 per night (USD)
VRBO
2-3 bedroom pool home just 5 minutes to Beach. Bicycles & beach gear included!
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 $225 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
“GEM” at Barefoot Bungalows is a 2 bedroom, 1 bath, fully furnished villa just minute walk to the beach! This 1945 Tripl ...
From $350 per night (USD)
Expedia
From $276 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 $276 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $239 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Tiny House Margarita - Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This Tiny House began its life in our home state of Pennsylvania. Originally, it was meant to be a vacation hom ...
From $178 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $162 per night (USD)
Expedia
Cozy Home away from Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**Special discount for anyone with post Helene housing needs. ** Private house, with Florida charm. Private back yard wi ...
From $162 per night (USD)
Expedia
From $1088 per night (USD)
VRBO
Jaw dropping ocean and beach views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Oceanfront CLEAN condo on BEACH! Total remodel and professionally Decorated with new furniture and art. Freshly painte ...
From $1088 per night (USD)
VRBO
From $233 per night (USD)
Expedia
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 $233 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Newly Renovated - 2BR Beachfront Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEWLY RENOVATED!! A beachfront condominium managed by Florida Vacation Connection is located on the world-renowned Long ...
From $214 per night (USD)
VRBO
$Beachview 2 BR \/ 2 BA Beachplace condo by FVC$
From $221 per night (USD)
Expedia
Beachview 2 BR \/ 2 BA Beachplace condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, Beachplace is a wonderful community known for its beautifully manicured grounds, outs ...
From $221 per night (USD)
Expedia
$Warm and Inviting pet-friendly 2BR\/2BA in Idyllic Bay Front Neighborhood$
From $173 per night (USD)
VRBO
Warm and Inviting pet-friendly 2BR\/2BA in Idyllic Bay Front Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $173 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 ...
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Expedia
$Perfect Location. Roof Top Deck. Gulf Views. Heated Pool\/Spa w\/ Rain Curtain$
From $2189 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 $2189 per night (USD)
VRBO
From $353 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 $353 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Perfect 3 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1010
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
5 Star Villa Holidays is proud to present Siesta Key Apartment 1010. Make Siesta Key your summer destinatio ...
From $509 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1014
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1014. Your dream vacation awaits you inside t ...
From $328 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1031
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1031. Let adventure take the front seat as yo ...
From $342 per night (USD)
VRBO
From $599 per night (USD)
Expedia
Rent the Perfect 3 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1022
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1022. Your dreams of a luxurious vacation hav ...
From $599 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Water view from the lanai! Siesta Key Vacation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
With an impressive lobby as well as spacious common areas and corridors, "The Towers" is now a wonderful multi-use compl ...
From $287 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Beautiful Apartment with first class amenities on The Anchorage, Siesta Key Apartment 1006
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1006. Welcome to this 2 bedroom 2 bathroom va ...
From $340 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Luxury Contemporary Style Apartment on The Anchorage, Siesta Key Apartment 1001
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1001. Setting your travel sights on scenic Sie ...
From $366 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Rent the Perfect 2 Bedroom Condo on The Anchorage, Siesta Key Condo 1002
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Condo 1002. If you’re the type of traveler that can’t w ...
From $362 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1025
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
5 Star Villa Holidays is proud to present Siesta Key Apartment 1025. Your vacation begins as soon as you ste ...
From $378 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Luxury Private Condo on The Anchorage, Siesta Key Condo 1024
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Condo 1024. In quaint Siesta Key you’ll find gorgeous b ...
From $351 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1016
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1016. Warm natural light fills this home maki ...
From $353 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Luxury 5 Star Apartment on The Anchorage, Siesta Key Apartment 1018
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1018. Bask in the ambiance of a true home whe ...
From $327 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Beautiful Apartment with first class amenities on The Anchorage, Siesta Key Apartment 1019
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1019. Welcome to this pristine 2 bedroom, 2 b ...
From $353 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Rent this Luxury 5 Star Apartment on The Anchorage, Siesta Key Apartment 1008
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1008. Bright colors and warm neutrals fill th ...
From $306 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Rent the Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1009
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
5 Star Villa Holidays is proud to present Siesta Key Apartment 1009. Just steps from the water and minutes f ...
From $372 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Siesta Sol Bungalow, Relax by Siesta Key Beach 6 min drive in Gulf Gate Estates
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Siesta Sol Bungalow | Mid-Century Modern Retreat Near Beaches, Dining, and Entertainment Welcome to Siesta Sol Bungalow ...
From $243 per night (USD)
Expedia
From $195 per night (USD)
VRBO
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 $195 per night (USD)
VRBO
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Expedia
Siesta Key Old Florida Estate
Bedrooms:
2
Bathrooms:
5
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 ...
Click For Pricing
Expedia
From $419 per night (USD)
VRBO
Cozy retreat, heated salt water pool, centrally located, minutes to everything!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This Sarasota Bungalow retreat is a 3bd 2bth home with a heated salt water pool. Centrally located and near everything S ...
From $419 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Gulf Front Condo with Vews of the Gulf & Bay at Fishermans Haven. Private Beach, Heated Pool, Gated.
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Luxurious Gulf Front condo with stunning views of the Gulf and the Bay! Private Beach, Fish on the Bay! Luxurious 6th f ...
From $188 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Beachplace 7-102 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beachplace 7-102, a nicely decorated two-bedroom, two-bath unit at Beachplace that includes direct, private w ...
From $352 per night (USD)
VRBO
From $1217 per night (USD)
Expedia
Private Gated Home in Siesta Village, Heated Pool & Pool Table - The Hideaway
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
The Hideaway by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Siesta Key Luxury Rental Properties ...
From $1217 per night (USD)
Expedia

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