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Sarasota Area Rentals

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From $164 per night (USD)
VRBO
Escape to Paradise: Updated Sarasota Retreat near Siesta Key Beach and Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Unwind and reconnect at this beautifully updated vacation home in Sarasota! Perfect for families, this 2-bedroom, 2-bath ...
From $164 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $251 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Resort-style Harbor Towers | Easy Beach Access & Intracoastal Views at 50% Less than Beachfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Harbor Towers 3rd Fl 1 Bedroom Pool View! Enjoy bay views from this fully furnished 1-bedroom, 1-bath co ...
From $158 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Private Beach 1 Block To Lido Beach. 1/2 Mile St. Armand Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $520 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Anchorage 305 - Siesta Chillin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious condo managed by The Anchorage Community Rental Program. The Community Rental Pr ...
From $323 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Anchorage 504
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 Te ...
From $358 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Anchorage 204
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 Te ...
From $339 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Anchorage 905
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 $367 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Anchorage 406
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 Te ...
From $323 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Anchorage 507
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 Te ...
From $398 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Anchorage 405
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your tropical paradise awaits you in this beautiful 2-bedroom 2-bathroom home located in beautiful Siesta Key. Just a sh ...
From $323 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Anchorage 704
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 Te ...
From $362 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Anchorage 403
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium facing the Gulf of Mexico in be ...
From $344 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Anchorage 807
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to The Anchorage unit 807 on beautiful Siesta Key. We invite you to stay in our spacious 1,250 square foot 2 ...
From $367 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Anchorage 711
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
We invite you to stay in our spacious 2,400 square foot 3 bedroom 2.5 bathroom condominium at The Anchorage Yacht and ...
From $558 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Anchorage PH-6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Penthouse Unit with Sweeping Views of the Gulf of Mexico and the Inter-Coastal Waterway We invite you to stay in our ...
From $367 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Crystal Sands Tower Unit 706 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $486 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Modern & Cozy Home, close to beach & Dearborn St!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful, cozy, modern and recently renovated home!! Only 7 min drive to Manasota Key beach, 1 mile from Dearborn Stre ...
From $213 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Perfect location!<br>Beautiful!<br>Clean!<br>Heated swimming pool!<br>
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come stay in this 768 sq. ft, 1 bedroom, 1 bathroom condominium with a quiet,private,fenced in backyard. Beautiful new t ...
From $175 per night (USD)
VRBO
From $694 per night (USD)
Expedia
Roomy Cottage: 4bd3 ba; 2,000 sq ft; 5min thru dune 2 bch; priv pool VR22-00058
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $694 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Lido Key Villa! Walk to Beach, St. Armand's Circle, Heated Pool, & Perfect Location!
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Welcome to Pelican Gardens Villa 23! Prime Lido Key location! This charming 1-bedroom, 2-bath villa is just steps f ...
From $259 per night (USD)
VRBO
From $672 per night (USD)
Expedia
Beach front paradise located in a Condo Building Beach front Penthouse!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful brand new three bedroom which has three king-size beds three full bathroom penthouse condo At the #1 beach. ...
From $672 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Pool Home, Steps to Secluded Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $278 per night (USD)
VRBO
From $241 per night (USD)
Expedia
AJ's Bayside Treasure - Outstanding Waterfront Views & Private Beach Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our spacious (1400 sq. ft.) luxurious third floor condominium has been completely remodeled and professionally decorated ...
From $241 per night (USD)
Expedia
From $118 per night (USD)
VRBO
Charming Private Garden Cottage hide away in the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $118 per night (USD)
VRBO
From $1882 per night (USD)
Expedia
Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook
Bedrooms:
9
Bathrooms:
8
Sleeps:
18
Ocean Overlook by Siesta Key Luxury Rental Properties Ocean Overlook by Siesta Key Luxury Rental Properties is an exc ...
From $1882 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Beautiful one bedroom condo on Siesta Key. minutes from Siesta key Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beautiful 4'th floor condo with elevator access. screened in lanai, all the essentials, and beach chairs, umbrellas, coo ...
From $155 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Turtles and Toes is a peaceful and relaxing refuge that will refresh your mind and soul. The 600 square foot updated and ...
From $481 per night (USD)
Expedia
From $98 per night (USD)
VRBO
Condo Close To The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Wow! Come check out this beautifully remodeled condo in the heart of Venice. This luxury condo boasts 2 bedrooms and 2 b ...
From $98 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Anchorage 208
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 Te ...
From $323 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Anchorage 207
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 Te ...
From $323 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Siesta Key-3BD/2BA-Beach, Dining, Desirable Location.
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This home is 1/2 mile from Siesta Key Beach. It is nicely furnished. Your stay includes super-fast WiFi, a washer/dryer, ...
From $343 per night (USD)
Expedia
From $760 per night (USD)
VRBO
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w/ Private Pool & Large Outdoor Space
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴 Ventana Rosa | Heated Pool + Lush Tropical Outdoor Living 💖 Why You'll Love This Home Wrapped in tropical foliage a ...
From $760 per night (USD)
VRBO
From $134 per night (USD)
VRBO
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 $134 per night (USD)
VRBO
From $564 per night (USD)
VRBO
Private Pool Oasis features a Salt Water Pool, 3BR-2BA, 2 miles from Siesta Key”
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just 2 miles to Crescent Beach, Siesta Key, 3.9 miles to Siesta Key Beach! Ranked the #1 Beach in America and the World, ...
From $564 per night (USD)
VRBO
From $348 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 $348 per night (USD)
Expedia
From $283 per night (USD)
VRBO
Relax`n - South Venice, pool and spa home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Relax'n, a stunning 3-bedroom home nestled in the serene neighborhood of Venice, Florida. This beautiful prop ...
From $283 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Beautiful 2025 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 $321 per night (USD)
Expedia
From $249 per night (USD)
VRBO
2 BR Beachplace Condo Unit 5-301 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 ...
From $249 per night (USD)
VRBO
From $400 per night (USD)
Expedia
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 $400 per night (USD)
Expedia
From $476 per night (USD)
VRBO
2/2 Beach House Apt. on Siesta Key. Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Siesta Key waterfront apartment that sleeps 6. This split-plan, 2-bedroom, 2-bath “Beach House” features a ful ...
From $476 per night (USD)
VRBO
From $293 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 $293 per night (USD)
Expedia
From $261 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 $261 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Escape Coastal Resort & Marina - 1 Bed 1 Bath Villa - Unit 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $325 per night (USD)
Expedia
From $418 per night (USD)
VRBO
2 Bedroom/1 Bath Villa (Ground Level) - Unit 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $418 per night (USD)
VRBO
From $446 per night (USD)
Expedia
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $446 per night (USD)
Expedia
From $325 per night (USD)
VRBO
1 Bedroom/1 Bath Villa (Ground Level) - Unit 9
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $325 per night (USD)
VRBO
From $161 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 $161 per night (USD)
VRBO
From $621 per night (USD)
VRBO
3 Bedroom/3 Bath Townhouse - Unit 2
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $621 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Villa Studio (Ground Level) - Unit A
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $293 per night (USD)
Expedia
From $619 per night (USD)
VRBO
3 Bedroom/3 Bath Townhouse - Unit 3
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $619 per night (USD)
VRBO
From $446 per night (USD)
Expedia
2 Bedroom/2 Bath Villa (Ground Level) - Unit 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $446 per night (USD)
Expedia
From $416 per night (USD)
VRBO
2 Bedroom/1 Bath Villa (Ground Level) - Unit 13
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $416 per night (USD)
VRBO
From $446 per night (USD)
Expedia
2 Bedroom/2 Bath Villa (Second Level) - Unit 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $446 per night (USD)
Expedia
From $325 per night (USD)
VRBO
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $325 per night (USD)
VRBO
From $418 per night (USD)
Expedia
2 Bedroom/2 Bath Villa (Second Level) - Unit 10
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $418 per night (USD)
Expedia
From $418 per night (USD)
VRBO
2 Bedroom/1 Bath Villa (Ground Level) - Unit 12
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $418 per night (USD)
VRBO
From $446 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 $446 per night (USD)
Expedia
From $621 per night (USD)
VRBO
3 Bedroom/2 Bath Villa (Ground Level) - Unit 5/B
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our coastal hotel near Sarasota, Florida offers spacious 1, 2, and 3-bedroom villas, each thoughtfully designed for comf ...
From $621 per night (USD)
VRBO
From $1428 per night (USD)
Expedia
Casa Bella Vita | Walk to Crescent Beach, Semi-Private Heated Pool, & Four Balconies
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
🌴 Casa Bella Vita | Walk to Crescent Beach, Semi-Private Heated Pool, & Four Balconies 💖 Why You'll Love This Home St ...
From $1428 per night (USD)
Expedia
From $621 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 $621 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Siesta Key 3BR Villa - Pool & Dock Access in Polynesian Gardens
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 $340 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Siesta Key Beach Condo #1 Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This charming 1-bedroom, 1-bath condo is perfectly located directly across from one of the most beautiful beaches in the ...
From $170 per night (USD)
VRBO
From $202 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 $202 per night (USD)
Expedia
From $303 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 $303 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Condo# 314 Siesta Key 3rd Flr 2b/2b unit; Open kitchen; newly renovated master shower
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26 and April/10/27 throu ...
From $293 per night (USD)
Expedia
From $303 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 $303 per night (USD)
VRBO
From $225 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 $225 per night (USD)
VRBO
From $524 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 $524 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Beachplace Living – Walk to Beach, Swim, Play & Unwind #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 $249 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Charming Beach Time Villa-heated pool & spa-4 bikes, game room-near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our coastal oasis- a 3 bedroom vacation home in the heart of South Venice. Nestled just minutes from the beau ...
From $387 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Heated Pools & Spa · Private Beach + Bay Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Heated Pools & Spa · Private Beach + Bay Views Beachside convenience for families, groups and remote workers who want e ...
From $450 per night (USD)
Expedia
From $185 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 $185 per night (USD)
VRBO
From $246 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 $246 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Sarasota Southside Village 2 BR Luxury Apartment
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CERT #VR25-00095 The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside ...
From $233 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Condo# 206 View Siesta Key Beach from balcony! LOCATION!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LOCATION, LOCATION, LOCATION! Spacious, updated 2BR 2BA condo with the best location on Siesta Key! La Siesta is the clo ...
From $293 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Kingston Arms Paradise! Saint Armands Circle & Lido Beach! Fully Equipped!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Kingston Arms Condominium, an exquisite retreat located on vibrant Saint Armands Circle in Sarasota, Florida. ...
From $208 per night (USD)
VRBO
From $458 per night (USD)
Expedia
3 Palms Inn- 2/3 bedroom heated pool house!
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 $458 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Townhouse within Gran Paradiso close to Beaches
Bedrooms:
2
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 $206 per night (USD)
VRBO
From $278 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 $278 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Gertrude's Siesta | 4-min Walk to Beach & Village | Balcony & Tropical Patio!
Bedrooms:
2
Bathrooms:
3
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 $446 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Anchorage 310
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 Te ...
From $344 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Walk to Siesta Key Beach & Village | Private Patio | Prime Location!
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 $187 per night (USD)
VRBO
From $364 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 $364 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Gertrude's Siesta | 4-min Walk to Beach & Village | Balcony & Tropical Patio!
Bedrooms:
2
Bathrooms:
3
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 $392 per night (USD)
VRBO
From $250 per night (USD)
Expedia
2-3 bedroom pool home - 5 minutes to Beach. Beach gear & Bicycles 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 $250 per night (USD)
Expedia
From $387 per night (USD)
VRBO
A GEM on Siesta Key close to Village - 2BR w Balcony, 1945 Triplex 2nd Floor
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
GEM at Barefoot Bungalows Welcome to “GEM” at Barefoot Bungalows, located in the heart of Siesta Key. What truly sets t ...
From $387 per night (USD)
VRBO
From $318 per night (USD)
Expedia
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 $318 per night (USD)
Expedia
From $415 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 $415 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Ground-Level Condo | Beach Access, Pool & Canal Views | Walk to Everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Midnight Cove II, by the Docks! Escape to Midnight Cove II, where convenience meets tranquility on Siest ...
From $197 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Cozy Home away from Home - Central to Warm Mineral Springs and Englewood Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Private house, with Florida charm. Less than 15 min to Warm Mineral Springs 5 miles to Englewood Beach. Private back ya ...
From $182 per night (USD)
VRBO
From $791 per night (USD)
Expedia
It's about location! Beachfront, Oceanfront, bright & airy
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Oceanfront on BEACH! Imagine waking up to jaw dropping views of the beach and ocean with the sound of gental waves. Tot ...
From $791 per night (USD)
Expedia
From $249 per night (USD)
VRBO
2/2 Beachfront Condo, Pool, Fitness, Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
NEWLY RENOVATED!! A beachfront condominium managed by Florida Vacation Connection is located on the world-renowned Long ...
From $249 per night (USD)
VRBO
From $183 per night (USD)
Expedia
2/2 Condo LBK, Beach, Pool, Fitness, Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachplace 5-402 | Pond & Beach Views | Florida Vacation Connection Welcome to Beachplace 5-402, your serene getaway on ...
From $183 per night (USD)
Expedia
From $219 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 $219 per night (USD)
VRBO
From $417 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 $417 per night (USD)
Expedia
From $616 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 $616 per night (USD)
VRBO
From $374 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 $374 per night (USD)
Expedia
From $396 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 $396 per night (USD)
VRBO
From $629 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 $629 per night (USD)
Expedia

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