Sarasota Area, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Sarasota Area, Florida on RentalSaver.com!

Sarasota Area Rentals

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From $408 per night (USD)
VRBO
Lower Pricing! Palm Bay Private Beach, 2 Heated Pools | Hot Tub | Bay Sunrises, Ready to Book!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $408 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Corner Unit, Gulf Front on 2nd floor - A214, Free Boat Docks & WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A beautiful gulf view with wrap around, all screened sliding doors to enjoy the gulf breeze. This unit is on the south ...
From $347 per night (USD)
Expedia
From $1252 per night (USD)
VRBO
Villa Vista Mare | Gorgeous Home w/ Views of Gulf, Heated Pool, & Across From Siesta Key Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
🌴Villa Vista Mare | Gulf Views, Heated Pool + Steps to Siesta Beach 💖 Why You'll Love This Home Wake up to sweeping G ...
From $1252 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Siesta Key Gulf Front-2 BR-B103, Beautiful Sunsets + Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just bring your swimsuits, flip flops, and some groceries…everything that you might need is located in this totally upda ...
From $378 per night (USD)
Expedia
From $266 per night (USD)
VRBO
POOL VIEW King bed Walk to beach Covered porch overlooks pool DAILY RATES
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
We are a small resort on Siesta Key offering daily rentals Pool view is a 1 bedroom 1 bathroom ground floor rental wit ...
From $266 per night (USD)
VRBO
From $862 per night (USD)
Expedia
Crescent Cottage | Pet Friendly 🐶 w/ Private Pool, Lounging Area, Short Walk to Crescent Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌴 Crescent Cottage | Private Pool + Walk to Crescent Beach 💖 Why You'll Love This Home Just 0.2 miles from world-famo ...
From $862 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Sand Dollar Cottage | Waterfront Home w/ Private Pool & Kayaks! Minutes to Siesta Key Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴 Sand Dollar Cottage | Canal-Front Oasis + Private Heated Pool 💖 Why You'll Love This Home Float into coastal sereni ...
From $499 per night (USD)
VRBO
From $883 per night (USD)
Expedia
Villa Champagne | Pet Friendly Waterfront Home w/ Private Pool & Spa, Close to Beach & Village!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Villa Champagne | Private Pool + Walk to Siesta Key Beach 💖 Why You'll Love This Home Wake up to canal views, sip coff ...
From $883 per night (USD)
Expedia
From $1133 per night (USD)
VRBO
Sandy Seahorse Cottage | Pet Friendly Home on Siesta Key w/ Private Pool, Short Walk to Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Fully Remodeled Interior – Perfectly Prepared for Your Stay! Welcome to Sandy Seahorse Cottage, your perfect Sie ...
From $1133 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Updated and clean, two heated pool, tennis, and beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy this updated townhome within walking distance to Siesta Key's main beach. The property is located within a resort ...
From $316 per night (USD)
Expedia
From $238 per night (USD)
VRBO
Enjoy the Siesta Key Beach Life to the fullest! Beach AND Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small v ...
From $238 per night (USD)
VRBO
From $663 per night (USD)
VRBO
Sarasota House w/ Backyard Oasis: 6 Mi to Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $663 per night (USD)
VRBO
From $404 per night (USD)
VRBO
Waterfront Pool Home - Amazing Sunsets Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful property overlooking little Sarasota bay. Tucked away on a very quite street minutes from shopping, restaurant ...
From $404 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Well Appointed Home with Heated Pool Just Off Siesta Key Close Gulf Gate Area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come enjoy the relaxed but vibrant vibe of Sarasota, Florida. The beautiful white sand beaches of Siesta Key, named #1 b ...
From $336 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Oceanfront Home w/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $246 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Walk to the Beach & Village, Heated Pool Oasis, Spacious
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover your dream vacation rental in the heart of Siesta Key, Florida, where coastal charm meets modern luxury. This s ...
From $357 per night (USD)
Expedia
From $334 per night (USD)
VRBO
The Coral Cottage close to all that Sarasota has to offer
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
We are Matt and Val, and we purchased this home with a vision to create a warm, inviting space for individuals, couples ...
From $334 per night (USD)
VRBO
From $238 per night (USD)
Expedia
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)
Expedia
From $226 per night (USD)
VRBO
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)
VRBO
From $394 per night (USD)
Expedia
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)
Expedia
From $277 per night (USD)
VRBO
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)
VRBO
From $236 per night (USD)
Expedia
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)
Expedia
From $237 per night (USD)
VRBO
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)
VRBO
From $403 per night (USD)
Expedia
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)
Expedia
From $376 per night (USD)
VRBO
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)
VRBO
From $138 per night (USD)
Expedia
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)
Expedia
From $206 per night (USD)
VRBO
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)
VRBO
From $939 per night (USD)
Expedia
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)
Expedia
From $556 per night (USD)
VRBO
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)
VRBO
From $1124 per night (USD)
Expedia
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)
Expedia
From $942 per night (USD)
VRBO
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)
VRBO
From $945 per night (USD)
Expedia
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)
Expedia
From $954 per night (USD)
VRBO
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)
VRBO
From $442 per night (USD)
Expedia
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)
Expedia
From $1567 per night (USD)
VRBO
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)
VRBO
From $635 per night (USD)
Expedia
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)
Expedia
From $1314 per night (USD)
VRBO
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)
VRBO
From $3293 per night (USD)
Expedia
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)
Expedia
From $689 per night (USD)
VRBO
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)
VRBO
From $802 per night (USD)
Expedia
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)
Expedia
From $1897 per night (USD)
VRBO
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)
VRBO
From $530 per night (USD)
Expedia
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)
Expedia
From $1618 per night (USD)
VRBO
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)
VRBO
From $913 per night (USD)
Expedia
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)
Expedia
From $645 per night (USD)
VRBO
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)
VRBO
From $375 per night (USD)
Expedia
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)
Expedia
From $1182 per night (USD)
VRBO
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)
VRBO
From $406 per night (USD)
Expedia
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)
Expedia
From $2582 per night (USD)
VRBO
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)
VRBO
From $916 per night (USD)
Expedia
🌴 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)
Expedia
From $1809 per night (USD)
VRBO
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)
VRBO
From $835 per night (USD)
Expedia
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)
Expedia
From $640 per night (USD)
VRBO
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)
VRBO
From $840 per night (USD)
Expedia
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)
Expedia
From $904 per night (USD)
VRBO
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)
VRBO
From $1411 per night (USD)
Expedia
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)
Expedia
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)
Expedia
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)
Expedia
From $68 per night (USD)
VRBO
Adorable 1 Bedroom 1 Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Very nice and spacious 1 bedroom 1 bath apartment with a comfortable setting. Perfectly located only 3 min walking dista ...
From $68 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 ...
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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
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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 ...
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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 $344 per night (USD)
Expedia
2 Cottages Rented Together | Amazing Heated Pool | Near Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
From $344 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Gulf Front with Stunning Views & Private Beach on the Quieter end of Siesta Key at Fisherman's Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious Gulf Front with Stunning Views & Private Beach. Peaceful & Relaxing on the Quieter Southern end of Siesta Key. ...
From $197 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 $178 per night (USD)
VRBO
Coastal Sarasota Condo: Minutes to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $178 per night (USD)
VRBO
From $418 per night (USD)
VRBO
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)
VRBO
From $887 per night (USD)
Expedia
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)
Expedia
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $193 per night (USD)
VRBO
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)
VRBO
From $280 per night (USD)
Expedia
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)
Expedia
From $203 per night (USD)
VRBO
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)
VRBO
From $123 per night (USD)
Expedia
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)
Expedia
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

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