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From $238 per night (USD)
VRBO
Hidden Paradise Among Tropical Landscape on Lakefront Property on Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and roll-a-ways available on ...
From $238 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Lakeside Hidden Paradise Among Tropical Landscape W/ Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled along the serene waters of Heron Lagoon, our 1-bedroom suites at Siesta Heron Suites & Villas offer the perfect ...
From $226 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Spending time in sunny Siesta Key is always a treat for travelers. Those looking to enhance their stay with the inclusio ...
From $394 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to stay in a prime location and stay within budget? America's #1 rated beach is just a stones through away located ...
From $277 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Great place to see the dolphins! And less than half a mile from Turtle Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sunrise Bay is a 2BR, 1.5 bath, second floor apartment, in a 4-plex apartment property. It faces east and is on the wat ...
From $236 per night (USD)
VRBO
From $237 per night (USD)
Expedia
POOL VIEW V5 King Bedroom Siesta Key Walk to beach DAILY SPECIALS
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a small resort on Siesta Key offering Daily Rentals Villa 5 is a Ground floor studio suite Your door opens on to ...
From $237 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Siesta Key For Me @ The Palm Bay Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Renovated Siesta Key Condo | Ocean & Bay Views | Sleeps 6 | The Palm Bay Club Exciting Updates May 2025! Our condo ...
From $403 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Adorable Lido Beach Home- walk to beach and St. Armand's
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shop ...
From $376 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Sea Side Vacation Home - By 5 beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our remodeled Tropical Vacation Home has everything for your living needs. 3 Bedroom with Office/Den. We are only 5 mi ...
From $138 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Charming Beach Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $206 per night (USD)
Expedia
From $939 per night (USD)
VRBO
Casa Eulimia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
"Welcome to Casa Eulimia,, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious an ...
From $939 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Seahorse Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Seahorse Cottage, a beautiful duplex property n ...
From $556 per night (USD)
Expedia
From $1124 per night (USD)
VRBO
Casa Ohana | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Casa Ohana | Private Heated Pool + Steps to Siesta Key Beach 💖 Why You'll Love This Home Imagine waking up in a coasta ...
From $1124 per night (USD)
VRBO
From $942 per night (USD)
Expedia
Casa Tegula | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Tegula, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation re ...
From $942 per night (USD)
Expedia
From $945 per night (USD)
VRBO
Casa Antilles | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Antilles: A Hidden Gem on the Southern End of Siesta Key Discover the perfect blend of luxury and tranq ...
From $945 per night (USD)
VRBO
From $954 per night (USD)
Expedia
Casa Junonia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Junonia, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and ...
From $954 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Casita Mar | Pet Friendly, Siesta Key Home with Pool & Beach Access Included!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Casita Mar, a beautifully renovated 2-bedroom, 1-bath vacation rental on Siesta Key, offering everything you ...
From $442 per night (USD)
VRBO
From $1567 per night (USD)
Expedia
Admirals Watch | Ocean Views from Spacious Balconies, Heated Pool, and Steps to Siesta Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Ultimate Siesta Key Beach Escape at Admiral's Watch – Steps from the Sand! Wake up to the sound of waves and the fresh G ...
From $1567 per night (USD)
Expedia
From $635 per night (USD)
VRBO
La Contento Casa | Pet Friendly, Waterfront Home on Siesta Key w/ Private Heated Pool & Kayaks!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
"🌴 La Contento Casa | Private Heated Pool, Walk to Siesta Key Village and Beach 💖 Why You'll Love This Home Awaken to ...
From $635 per night (USD)
VRBO
From $1314 per night (USD)
Expedia
The Solaster | Pet Friendly Home on Siesta Key w/ 2 Heated Pools, Walk to Beach & South Village!
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
🌴 Solastar | A Luxury Island Escape, 2 Private Pools + 3-Min Walk to Crescent Beach 💖 Why You'll Love This Home The S ...
From $1314 per night (USD)
Expedia
From $3293 per night (USD)
VRBO
The Abalone | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
Welcome to The Abalone, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and a ...
From $3293 per night (USD)
VRBO
From $689 per night (USD)
Expedia
Peacock Villa | Spacious Outdoor Area, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
🏖️ Peacock Villa | Heated Pool, Steps to Siesta Beach 💖 Why You'll Love This Home Step into coastal elegance across t ...
From $689 per night (USD)
Expedia
From $802 per night (USD)
VRBO
Casa Coquina | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to Casa Coquina, a hidden gem vacation rental duplex located on the Southern end of Siesta Key. As you enter the ...
From $802 per night (USD)
VRBO
From $1897 per night (USD)
Expedia
The Nautilus | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
"Welcome to the Nautilus, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation ...
From $1897 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Casita Sun Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
🌴 Casita Sun Star | A Siesta Key Gem with Private Pool + Walk to Beach & Village 💖 Why You'll Love This Home Casita ...
From $530 per night (USD)
VRBO
From $1618 per night (USD)
Expedia
Casa De Mariposa | Private Heated Pool, Ping Pong, & Steps to Siesta Key Beach!
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Welcome to Casa De Mariposa – The Ultimate Siesta Key Escape Nestled in the heart of Siesta Key, Casa De Mariposa is a ...
From $1618 per night (USD)
Expedia
From $913 per night (USD)
VRBO
Sol y Mar | Pet Friendly, Siesta Key Duplex Home w/ Pool Access, Private Beach Access Included!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Sol y Mar and experience the best of Siesta Key, a beautifully renovated vacation rental offering the unique ...
From $913 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Villa De Paradisio | Waterfront Home w/ Private Pool, Fishing Dock, Close to Beach & Village!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
🌴 Villa De Paradisio | Heated Pool, Canal Access, 0.6 Miles to Siesta Key Beach 💖 Why You'll Love This Home Experienc ...
From $645 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Casita Sol | Pet Friendly, Siesta Key Duplex Home w/ Pool & Private Beach Access Included!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Casita Sol, a charmingly updated 2-bedroom, 1-bathroom vacation rental nestled in the heart of Siesta Key. Ca ...
From $375 per night (USD)
VRBO
From $1182 per night (USD)
Expedia
Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Casa Mahalo | Top-Floor Luxe Retreat Steps from Siesta Key Beach 💖 Why You'll Love This Home Perched high above the pa ...
From $1182 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Sandy Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Sandy Cabana, a peaceful retreat tucked ...
From $406 per night (USD)
VRBO
From $2582 per night (USD)
Expedia
The Big Kahuna | SK Village, Pet Friendly, 2 Heated Pools, Elevator, Ping Pong Tables Steps to Beach
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
🌺 The Big Kahuna | Two Luxe Villas + Double the Fun Steps from Siesta Key Beach 💖 Why You'll Love This Home More spac ...
From $2582 per night (USD)
Expedia
From $916 per night (USD)
VRBO
🌴 Serenity Cottage | Multilevel Home on Siesta Key w/ Private Pool & Spa, Short Walk to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
🌴 Serenity Cottage | Heated Pool & Spa + 2‑min Walk to Crescent Beach 💖 Why You'll Love This Home Sunlight fills ever ...
From $916 per night (USD)
VRBO
From $1809 per night (USD)
Expedia
The Conch | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!
Bedrooms:
6
Bathrooms:
8
Sleeps:
26
Welcome to The Conch: Your Ultimate Luxury Retreat on the Southern End of Siesta Key Discover The Conch, an extraordina ...
From $1809 per night (USD)
Expedia
From $835 per night (USD)
VRBO
Casa Stolida | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Casa Stolida, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation r ...
From $835 per night (USD)
VRBO
From $640 per night (USD)
Expedia
Casita Morning Star | Pet Friendly Home on Siesta Key, Heated Pool, Walk to Beach & South Village!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
🌴 Casita Morning Star | A Coastal Charm with Private Pool, Walk to Crescent Beach + Village 💖 Why You'll Love This Ho ...
From $640 per night (USD)
Expedia
From $840 per night (USD)
VRBO
Monarch Villa | Ocean Views, Cabana Room, Heated Pool, & Steps to Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Monarch Villa – Your Ideal Siesta Key Getaway Discover the perfect vacation retreat at Monarch Villa, an exq ...
From $840 per night (USD)
VRBO
From $904 per night (USD)
Expedia
Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
"🌴 Topsail Cottage | Gulf Views + Walk to Crescent Beach 💖 Why You'll Love This Home Wake up to sea breezes and panor ...
From $904 per night (USD)
Expedia
From $1411 per night (USD)
VRBO
AMAZING 4 level SIESTA KEY home on large water with dock, crows nest, spa/pool
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Indulge in unbeatable waterfront living in this breathtaking Siesta Key vacation rental, nestled on the serene waters of ...
From $1411 per night (USD)
VRBO
From $822 per night (USD)
VRBO
Beachfront Home on Gulf of Mexico w/ Indoor Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pack your bags for a lavish getaway and stay at this chic oceanfront vacation rental in Englewood! Resting on a stunning ...
From $822 per night (USD)
VRBO
From $206 per night (USD)
VRBO
2 Bedroom 2 Bath home near Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Summary: Take a peek at the amazing open kitchen, dining room and living room. It's perfect to enjoy family time and mak ...
From $206 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Crystal Sands Tower Unit 903 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Breathtaking, unobstructed, North to South, panoramic views of the Gulf of Mexico on renowned Crescent Beach; located o ...
From $532 per night (USD)
Expedia
Click For Pricing
VRBO
Crystal Sands Tower Unit 1206 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Penthouse Condo - Direct Beachfront -Million Dollar View This condo is in the most requested part of the Crystal Sands c ...
Click For Pricing
VRBO
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Expedia
Spectacular penthouse view over downtown Sarasota plus private beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to paradise on Siesta Key! You will find this penthouse condo inviting and comfortable with everything you need ...
Click For Pricing
Expedia
From $536 per night (USD)
VRBO
Key West Suite - Steps to Siesta Key Beach - Just 60 Paces to Paradise!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Steps from Siesta Key Beach – Just 60 Paces to Paradise! Welcome to our recently updated, spacious 2-bedroom + DEN, 2-b ...
From $536 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Beautiful West of The Trail Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $748 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Luxury Beach Condo on Crescent Beach #1 Beach in USA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover your dream vacation rentals at Crescent Siesta Key - Prime Location: Situated on the pristine Crescent Beach, ...
From $445 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Private beach getaway near point of rocks
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2nd-floor family-friendly beachside condo. Located on the world-famous crescent beach. 1 private parking space ...
From $307 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Walk to Beach: Resort-Style Siesta Key Condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
2 Heated Community Outdoor Pools | Large Sunroom w/ Desk & Dining Area | 7 Mi to Downtown Sarasota | 1,600 Sq Ft Have f ...
From $295 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $412 per night (USD)
Expedia
From $338 per night (USD)
VRBO
'Casa Bella' Florida Getaway w/Heated Spa & Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Treat yourself to “Casa Bella” on your next trip to Florida’s beautiful west coast. A private and relaxing home with ple ...
From $338 per night (USD)
VRBO
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Expedia
Villa Las Flores | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
"🌴 Villa Las Flores | Private Pool + Near Siesta Key 💖 Why You'll Love This Home Step into a tropical haven where you ...
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Expedia
Click For Pricing
VRBO
Luna Nueva | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴 Luna Nueva | Private Heated Pool + Short Drive to Siesta Key 💖 Why You'll Love This Home Imagine immersing yoursel ...
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VRBO
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Expedia
Luna Flores: Stunning Siesta Key Area with 2 Private Pools, Dog Friendly Perfect for Large Groups
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Luna Flores: Your Dream Vacation Awaits in Sarasota Welcome to Luna Flores, a magnificent vacation rental duplex that b ...
Click For Pricing
Expedia
From $164 per night (USD)
VRBO
Renovated retreat - dog-friendly yard, AC & W/D - snowbirds welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $164 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Discounted NOW!~LOCATION!Walk 2 Beach 5min.WaterfrontCanal,Pool-Spa,Kayaks,Bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discounted Summer & Fall~ Great location- SpaciousHouse! Walk to Siesta Key Beach 5min! Siesta Village- 15 minutes. Wa ...
From $517 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Steps away from the #1 beach! Spectacular views on the GIANT balcony!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Jamaica Royale's private BEACH FRONT community is just steps away from the soft white quartz sand of Siesta Key Beach wh ...
From $394 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Luxury condo steps away from Siesta Key public beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the Spacious Luxury - This welcoming and spacious townhouse-style condominium is located on the 8 mile-long barr ...
From $288 per night (USD)
Expedia
From $90 per night (USD)
VRBO
2/2 Ground Unit 10 Min to beach on golf course
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Venice vacation rental ground floor condo has 2 bedrooms, 2 baths and room for 6 guests with air mattress. It featu ...
From $90 per night (USD)
VRBO
From $281 per night (USD)
Expedia
2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into your fall and winter holiday now at a Sarasota paradise nestled in the heart of St Armand's Circle! This isn't ...
From $281 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Stylish Retreat on Private Crescent Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brand new pool ! Our place on the #1 Siesta Key beach is near Siesta Key village, quiet turtle beach, downtown Sarasota ...
From $454 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale - Remodeled
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Jamaica Royale - Villa Unit #84 Welcome to the loveliest place in Paradise! Dr. Beach has repeatedly named Siesta Key a ...
From $432 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Modern near Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $457 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Perfect place to call a Timeout! 3 beaches within 15 minutes! With a pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Built in 2018, our Tiny House is in a gated resort with 2 bedrooms and 1 bath. Master bedroom has a queen bed, double c ...
From $139 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $320 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Walk to the beach in minutes from this recently remodeled condo.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This place is on Bayshore Rd, 0.4 miles from the lovely Nokomis beach on Casey Key. One minute by a car or about eight ...
From $228 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Close to Beaches & Shopping! Clean house with a private backyard Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This newly updated non-smoking home is located in Venice Florida. Enjoy the pool in your private backyard and you are ...
From $297 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Small But Cute 1/1 In A Tropical Oasis, Close To Siesta Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just few minutes from # 1 Siesta Beach, close to major shopping and restaurants. Very desirable Sarasota location. Recen ...
From $226 per night (USD)
Expedia
From $262 per night (USD)
VRBO
LUXE GETAWAY! New Apt, E-SCOOTERS Available, Corporate, Nurses welcome. Disney+
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $262 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Perfect Getaway 3bd/2bth Private Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Inviting and Spacious Home for Your next Perfect Getaway in Sunny Sarasota! This beauty is located in Quiet, Friendly an ...
From $330 per night (USD)
Expedia
From $219 per night (USD)
VRBO
New! Fully Renovated 3/2 Luxury Vacation Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful home set in peaceful and safe community in Venice FL. This residence had 1950 square feet, three bedrooms, two ...
From $219 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This condo offers the best of all worlds, with cleanliness and steps from the private beach. Avoid the crowds of the pub ...
From $418 per night (USD)
Expedia
From $887 per night (USD)
VRBO
Newly buil,beautiful house.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This stylish place is perfect for group trips and family gathering . Locate close to the best beaches and Mineral Spring ...
From $887 per night (USD)
VRBO
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $193 per night (USD)
Expedia
Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming Sarasota Getaway – Your Private Home Near Downtown & Beaches You've found it! Welcome to your private Sarasota ...
From $193 per night (USD)
Expedia
From $280 per night (USD)
VRBO
MCM Waterfront Getaway w/ Private Dock + 4 Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our Mid Century Modern waterfront hideaway on the highly sought after Curry Creek. Perfectly situation betwee ...
From $280 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Heated pool for Your next vacation getaway!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Beautiful, Sun-filled, 2 Bedroom 2 bath: 1 king in master with bathroom, 2 queen beds in guest bedroom and a queen sized ...
From $203 per night (USD)
Expedia
From $123 per night (USD)
VRBO
The entrance on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful sunsets with an outstanding view of the Gulf, the Intercoastal and the Pool area. Turtle beach is a block fro ...
From $123 per night (USD)
VRBO
From $481 per night (USD)
VRBO
Precise Realty presents Coastal Bliss on Longboat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Booked February 1st through April 30th 2026. 3 month rental required. Located directly on the beach, this remodeled 2/2 ...
From $481 per night (USD)
VRBO
From $744 per night (USD)
VRBO
Precise Realty presents The Meadows Estate Retreat
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautiful 4 bedroom 4.5 bath pool home is spacious and expansive. Inside living hosts a split plan with 3 bedroom w ...
From $744 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Crystal Sands Tower Unit 304 - Beachfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Oceanfront 180-degree view on the world famous Siesta Key Beach Enjoy full view of white sand Crescent Beach and the s ...
From $566 per night (USD)
Expedia
From $258 per night (USD)
VRBO
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
POOL AREA & LAKE-VIEW, KING BED, CERAMIC-FLOOR and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the are ...
From $258 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Horizons West #D-9 is a Beautiful 2 Bedroom, 2 Bath Villa at Horizons West on...
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Remodeled & refurnished 2 bedroom, 2 bath beachside villa. Plantation shutters throughout. Newer washer / dryer in lau ...
From $327 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Bayside 2 Bedroom, 2 Bath Villa - Horizons West #E-8 on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Recently remodeled and furnished perfectly to be your home away from home! Relax just blocks from one of the nations bes ...
From $316 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Gulf Coast Getaway: Pool • Kayaks • Fishing
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Coast Getaway | Pool • Kayaks • Fishing ★☆ ABOUT THIS SPACE ☆★ Relax by the saltwater pool, paddle the canal by c ...
From $292 per night (USD)
Expedia
From $208 per night (USD)
VRBO
The Gecko House - Family Friendly - 3D Tour Available!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3D Tour within photos! https://my.matterport.com/show/?m=CATge6JpF8A&mls=1 Welcome to Your Ideal Getaway in Gulf Gate ...
From $208 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Horizons West #C-5 is a Beautiful 2 Bedroom Beachside Villa on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful updated gulf-side villa located close to the beach. Completely remodeled, it is equipped with a washer & drye ...
From $315 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Lovely #A-8 Horizons West 2 Bedroom, 2 Bath Beachside Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You will love this beautiful, remodeled 2 bedroom, 2 bath villa, a. k. a. the "sugar shack"! Has a washer/dryer, 3 TVs ...
From $345 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Horizons West #D-8 - a Beachside 2 Bedroom, 2 Bath Villa on Siesta Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom, 2 bath villa on the beachside. There is a king bed in the master bedroom and 2 twin beds in the guest room. ...
From $314 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Across from Lido Beach Pavillon, 1 BR, 1 BA w/pool.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $219 per night (USD)
VRBO
From $1759 per night (USD)
Expedia
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w/ Slide
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1759 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Beautiful home 2 miles away from Venice Beach!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Completely remodeled 2/1 home located in a great neighborhood close to everything. Downtown Venice 1 mile away. Venice B ...
From $171 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Walk to Lido Beach & Dining! 2BR Retreat + New Shared Rec Room, Backyard Grill & Modern Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $332 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Steps to Lido Beach & St. Armand’s | Stylish 2BR + Game Lounge w/ TVs, Ping-Pong & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $320 per night (USD)
VRBO
From $225 per night (USD)
Expedia
The Blue Conch – Family Friendly - Read About the 4th Bedroom - 3D Tour
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3D Tour located within the photos! https://my.matterport.com/show/?m=hjd86CZbUGm&mls=1 If you're seeking a centrally ...
From $225 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Downtown Sarasota Florida Vacation Rental, Pet-Friendly 3BR/2BA,Close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private 3-Bedroom, 2-Bath House — Great for car-free guests (Sleeps up to 6 guests) Welcome to our private and comforta ...
From $113 per night (USD)
VRBO
From $282 per night (USD)
Expedia
SIESTA SANDS BEACH RESORT - Beachfront Condo complex on Crescent Beach - 1BR
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Siesta Sands Beach Resort One Bedroom Units - Heated Pools - Pool ViewLocated directly on Crescent Beach at Point of Roc ...
From $282 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Siesta Harbor Waterfront Bottom Floor End Unit Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy a little piece of paradise on beautiful Siesta Key. This newly updated condo is located in the 55 plus (one p ...
From $227 per night (USD)
VRBO
Click For Pricing
Expedia
Sarasota National Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
2035 sq ft 3 bed /3 Bath tastefully coastal furnishing Not a rental home but private vacation home with ever ...
Click For Pricing
Expedia
From $196 per night (USD)
VRBO
Casa Azul 2Bed/1Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $196 per night (USD)
VRBO
From $105 per night (USD)
Expedia
Private Updated Mother In Law Apartment with Fenced Yard 4 miles from Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your warm, relaxing getaway begins here! Enjoy all of the amenities of home, close to Siesta Key Beach! Our recently upd ...
From $105 per night (USD)
Expedia

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