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From $339 per night (USD)
VRBO
Casa de Flores is an updated, charming, old Florida rambler w/ salt water pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Location, location, location! Welcome to your home away from home in beautiful Arlington Park. This charming 2800 square ...
From $339 per night (USD)
VRBO
From $493 per night (USD)
Expedia
Chic Sapphire Shores, Heated Pool, Minutes to Beaches & Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this newly remodeled Sarasota home featuring a private screened-in pool, ping pong, bikes, games, and more! Lo ...
From $493 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Moonlight Villa w/ Hot Tub, Pool, Turf Yard!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
BNB Breeze Presents: Moonlight Villa! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes a ...
From $586 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Available now through the end of the year, off season only
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Available now through the end of the year, off season only. Welcome to coastal elegance at Tangerine Bay Club, where swe ...
From $334 per night (USD)
VRBO
From $147 per night (USD)
VRBO
Cozy Apartment 10 Min From Beach or Downtown / Covered Patio & Grill / Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy all that Sarasota has to offer at this cozy, NEWLY renovated, one-bedroom, main floor apartment. Sleeps 4, with th ...
From $147 per night (USD)
VRBO
From $1186 per night (USD)
VRBO
Fruit and Botanical Garden Estate 2 miles to downtown EV
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking ple ...
From $1186 per night (USD)
VRBO
From $443 per night (USD)
VRBO
Chic Mid-Century Home in Quiet Area • Pool, Pets OK, 10 Mins to Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sarasota Solitude – A Mid-Century Modern Retreat with a Private Pool, Just Minutes from Siesta Key Tucked a ...
From $443 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Charming 3-bedroom house minutes to beaches, park, hospital, downtown Sarasota
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to Good Vibes, Great Location! This 3-bedroom home is perfect for your escape to Sarasota. Nestled in a peaceful ...
From $188 per night (USD)
Expedia
From $579 per night (USD)
VRBO
Sarasota Escape w/ Pool, Firepit, Mins to Siesta Key
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Unwind at Casa de Flores, a spacious and stylish 4-bedroom, 3-bath home designed for relaxed coastal living. With room f ...
From $579 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Pool Courtyard, patio w/ fire pit, 2 mls downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The proper ...
From $350 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Charming Sapphire Shores Bungalow with Backyard Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover the beauty of Sarasota from this 2-bedroom bungalow that's bursting with Florida charm. The soothing interior f ...
From $416 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Private pool and dog friendly oasis close to beaches with WIFI, AC and WD
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunshine Siesta Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $260 per night (USD)
Expedia
From $454 per night (USD)
VRBO
The Shaded Sanctuary: Enjoy this beautiful home surrounded by some of Florida's
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Shaded Sanctuary by Siesta Key Luxury Rental Properties 3331 Old Oak Drive, Sarasota, Florida Welcome to The Shaded ...
From $454 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Cannonball Cottage | Private Heated Pool + Outdoor oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
BNB Breeze Presents: Cannonball Cottage! Welcome to Cannonball Cottage, a stunning vacation home nestled in the heart of ...
From $460 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Beachfront on Lido Key-Charming 2Bed 2Bath, Private Outdoor Patio with Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover the perfect blend of coastal beauty, comfort and convenience at our beautifully updated 2-bedroom, 2-bath condo ...
From $276 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Historic Laurel Park Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Charming pet friendly cottage located in the heart of downtown Sarasota and a short drive to Siesta Key Beach and Lido K ...
From $329 per night (USD)
Expedia
From $1759 per night (USD)
VRBO
Beach Fanta Sea | Rooftop Views, Heated Pool, Steps to Lido Beach & St. Armands Circle
Bedrooms:
8
Bathrooms:
8
Sleeps:
12
Welcome to Beach Fanta Sea – your ultimate Lido Key escape! A Coastal Dream with Every Amenity You Could Want. This cus ...
From $1759 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Gorgeous home with private garden - SOO close to beaches, downtown and shopping!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Vacation rental: An exquisite jewel under a canopy of majestic oaks, with every corner rebuilt, mixing both contemporary ...
From $329 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Cozy home with with washer and dryer, internet, and short drive to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Key Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $212 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Downtown Living, Steps to Parks, Newly Furnished
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Experience Sarasota like a local at Sarasota Sunrise, a freshly furnished two-bedroom retreat designed for both ...
From $263 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Walkable to Downtown and Parks Brand New Furniture
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Discover Siesta Sunset, a charming two-bedroom, one-bathroom unit just minutes from downtown Sarasota and the s ...
From $261 per night (USD)
VRBO
From $410 per night (USD)
Expedia
25% off in Oct - SandyFeet - family-friendly, private heated pool, 5 mi to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
SANDY FEET is a newly renovated & furnished, single-family home with heated private pool in the heart of Sarasota. The h ...
From $410 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Cozy bungalow with shared pool, internet, onsite washer and dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $315 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Charming 2-bedroom House in Sunny Sarasota - Great Location - Lots of Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Excellent location in Sarasota - close to golfing, beaches, downtown restaurants/shopping, Sarasota Bradenton Internatio ...
From $174 per night (USD)
Expedia
From $213 per night (USD)
VRBO
Private Pool & Patio: Sarasota Oasis Near Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
'Sarasota's Beautiful Villa' | Private Hot Tub | Cabana Lounge & BBQ Space Beachy vibes are high at this sun-kissed Sar ...
From $213 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Large 2 bedroom/Minutes to the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy a charming 2-bedroom single-family home in the heart of Sarasota, Florida, featuring brand-new furnishings. Perfec ...
From $189 per night (USD)
VRBO
From $1506 per night (USD)
VRBO
Aqua Breeze: Beautiful New Construction!
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Aqua Breeze by Lido Key Vacations 723 S Blvd of the Presidents, Lido Key, Florida Experience Aqua Breeze! This luxuri ...
From $1506 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Charming 2-bedroom house in lovely Sarasota with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Sarasota adventure begins at this adorable 2-bedroom house. With a king bed, a queen bed, and a cozy living room wi ...
From $195 per night (USD)
VRBO
From $838 per night (USD)
VRBO
Tranquility | 4000 Sqft of Luxury - Private Pool/Spa, Walk Everywhere!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
🏖️ Tranquility on Lido Key – Mediterranean Luxury Steps from St. Armands 🌴 Why You'll Love Tranquility Welcome to Tra ...
From $838 per night (USD)
VRBO
From $348 per night (USD)
VRBO
Renovated Sarasota Pool Home, 2mi to Downtown & 5mi to Siesta & Lido Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Siesta & Lido Sarasota Getaway! Come relax at this newly renovated 3-bedroom, 2-bath pool home, complete wit ...
From $348 per night (USD)
VRBO
From $1491 per night (USD)
VRBO
Siesta Sunset Sanctuary: Incredible Sunset Views!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Siesta Sunset Sanctuary by Siesta Key Luxury Rental Properties Siesta Key, Florida Welcome to Siesta Sunset Sanctuary b ...
From $1491 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Sarasota Sanctuary, 10min to Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Modern, Sunny Getaway Just 10 Minutes from Siesta Key Beach. Location is unbeateable! 10 minutes away from everything in ...
From $258 per night (USD)
Expedia
From $311 per night (USD)
VRBO
NEW! Artsy 3BR/2BA Pool Home Arlington Park Near Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Your Private Sarasota Oasis! Looking for the perfect beach getaway? Just a short drive from the world-famous ...
From $311 per night (USD)
VRBO
Click For Pricing
Expedia
Sea Spray Play | Ultimate Beach Escape, Steps from the Sand & St. Armands Cir
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Ready for the ultimate Lido Beach getaway? This charming unit offers the perfect launchpad for your Florida adventures, ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Mermaid for a Day | Your Lively Lido Beach Studio Retreat, Steps to Sand
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ready to swap your shoes for flip-flops? Discover Mermaid For A Day, a vibrant studio unit on Lido Key, offering the ult ...
Click For Pricing
VRBO
From $926 per night (USD)
Expedia
Captains Nook | Upscale 5BR Coastal Retreat Near Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome aboard Captains Nook, a brand-new coastal cottage just 200 yards from the North Siesta Key Bridge. Designed for ...
From $926 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Chic 1BR Heart of Downtown City Views & Private Balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your downtown oasis! This modern 1BR/1BA condo on the 3rd floor is fully equipped for a comfortable stay. You ...
From $237 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Fully Renovated Roaring Twenties Bungalow in Laurel Park - 3-Bedroom, 3-Bathroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Step back into the vibrant spirit of the Roaring Twenties with this fully renovated bungalow, professionally decorated a ...
From $411 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Dog-Friendly, Boat Dock, Heated Pool, Walk to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
•Ideal Siesta Key location just a short 5-minute stroll to the island’s #1 rated beach and convenient access to communit ...
From $313 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Stylish Hidden Gem w/ Pool • Steps to Lido Beach & St. Armands Circle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your Hidden Treasure on Lido Key Book this private 3-bedroom hideaway just a short stroll from Lido Beach an ...
From $570 per night (USD)
Expedia
From $3546 per night (USD)
VRBO
Chateau de la Siesta | Private Beachfront, Lagoon Pool, Lanai Bar & Stunning Gulf Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Chateau de la Siesta – Private Beachfront Luxury on Siesta Key 🌴 💖 Why You'll Love This Home Step into your own priva ...
From $3546 per night (USD)
VRBO
From $161 per night (USD)
VRBO
THE GULF NEST A Spacious, Peaceful, 2Bed 2Bath Condo by Sarasota's Best Spots
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This thoughtfully curated 2-bedroom, 2-bath condo is a peaceful retreat, nestled on the second floor of a secure, gated ...
From $161 per night (USD)
VRBO
$\Mermaid Hideout\ Sarasota Nature Home + Bungalow$
From $226 per night (USD)
VRBO
\"Mermaid Hideout\" Sarasota Nature Home + Bungalow
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Sarasota’s Mermaid Hideout – a stylish renovated home offering privacy, comfort, and charm. Enjoy a front-yard oasis wit ...
From $226 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Charming 2-bedroom house in Sarasota. Nestled in the heart of pinecraft.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unwind in Sarasota at Pop’s Place. With two cozy bedrooms - one with a king bed and the other with two twin beds, where ...
From $189 per night (USD)
VRBO
From $434 per night (USD)
VRBO
Inn on the Beach #6203
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kick back and unwind in this bright and breezy waterfront studio at the beautiful Inn on the Beach, tucked away on the s ...
From $434 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Snowbird’s Paradise with Hot Tub, Heated Pool & Dock
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Freshly updated bohemian costal: ✔️4 miles to gulf beaches, Siesta Key, Lido Beach ✔️Mins. to Marina Jack’s, golf course ...
From $288 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Sunset West | Private Pool, Spa, Near Siesta Key Beach & Siesta Key Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌴 Sunset West - Private Pool, Spa, Near Siesta Key Beach & Siesta Key Village ✨ Why You'll Love This Home Welcome to y ...
From $470 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Welcome to the Gecko Bungalow in charming Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect Sarasota escape! This recently remodeled, stylish, and cozy 1-bedroom, 1-bathroom retreat is ide ...
From $181 per night (USD)
VRBO
From $559 per night (USD)
VRBO
Lux pool home 10 minutes from Siesta Key and Downtown Sarasota!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Unwind in Sarasota by being 10 minutes from Siesta Key Beach and vibrant Downtown! With 3 bedrooms including a king bed, ...
From $559 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Close to Beaches, Downtown, everything Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, and more! 2/2 with comfy ...
From $154 per night (USD)
Expedia
From $68 per night (USD)
VRBO
Fantastic price for the right seasonal person and even a fur baby friend!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Secret Garden is an adorable private and fenced get away at the end of a remodeled cracker house perfect for just th ...
From $68 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Modern, Mins to Beach and Downtown, Steps to Arlington Park
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Modern Contemporary Sarasota Vacation Retreat – Perfect Location and Style •Prime Location: Nestled at the end of a qui ...
From $517 per night (USD)
Expedia
From $200 per night (USD)
VRBO
1-bedroom 2 bath condo in fabulous Sarasota, Minutes from Siesta and Lido Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay comfortably in Sarasota at this 1-bedroom condo. Assigned free covered parking. The bedroom features 1 queen bed an ...
From $200 per night (USD)
VRBO
From $389 per night (USD)
Expedia
🦩Cozy Pet-Friendly~Private Pool~Lucy By The Sea🦩
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pinkie Flamingo Welcomes You To Lucy By The Sea! ...
From $389 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Charming 2-bedroom house with AC in Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your vacation “home away from home”. This cozy home, nestled just minutes away from Siesta Key and other beautiful near ...
From $246 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Resort with Pickleball, Basketball, Mini Golf + Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Step in ''The Ringling House'' fully renovated Mediterranean-style historic home-resort in Sarasota, designed by an awar ...
From $685 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Room & bathroom in beautiful downtown near siesta key& lido beach!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Discover this amazing 1 room in Sarasota. there is a safe in the bathroom behind the mirror that is usable for guests. B ...
From $246 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Luna Nueva: Private Pool, New Renovation, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
RENOVATED Luna Neuva (NEW PHOTOS coming in August), a stunning Villa that can be enjoyed individually or combined with i ...
From $475 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Villa Las Flores: Private Pool Renovation Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
RENOVATED Villa Las Flores (NEW PHOTOS coming in August), a stunning Villa that can be enjoyed individually or combined ...
From $476 per night (USD)
VRBO
From $979 per night (USD)
Expedia
Luna Flores: Sleeps 16, Renovation, 2 Heated Pools
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
RENOVATED Luna Flores (NEW PHOTOS coming in August), a stunning Villa that combines Villa Las Flores and Luna Nueva. At ...
From $979 per night (USD)
Expedia
$The Meadows- Winslow Beacon, FURNISHED. \n “The 19th Hole”$
From $109 per night (USD)
VRBO
The Meadows- Winslow Beacon, FURNISHED. \n “The 19th Hole”
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
1 bed/ 1 bath condo in the Meadows, Sarasota, FL. Close to shopping and beaches. Beautiful landscape throughout the Mead ...
From $109 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Sarasota Sands Retreat - 4BD/3BA with heated pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover a recently renovated, spacious 4-bed, 3-bath home with an attached studio adorned with chic decor. Perfect for ...
From $440 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Sea-esta Cottage- Cheerful 2bd/1ba w/ free parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience ultimate relaxation in this serene and stylish rental. A brand-new home in the heart of Amish Village, Pinecr ...
From $207 per night (USD)
VRBO
From $294 per night (USD)
Expedia
The Tangerine House- 3/2 Near Downtown & Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience true Florida charm in this 2-bedroom 2-bathroom cozy home! The living room, dining, room and kitchen are all ...
From $294 per night (USD)
Expedia
From $568 per night (USD)
VRBO
White Sands Villa - Heated Pool/Spa - Near Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Retreat to a stunning 4-bedroom villa with a modern interior. The expansive backyard boasts a screened-in lanai, pool, h ...
From $568 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Steps to the Beach, Lido Key, Heated Pool, Sauna, Fitness Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your Lido Key retreat! •Unbeatable Gulf-front Location – Step directly from your private screened-in lanai to ...
From $512 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Pineapple Paradise #1 • 13 min to Beach • Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $180 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Pineapple Paradise #3 • 13 min to Beach • Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $191 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Pineapple Paradise #2 • 13 min to Beach • Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $176 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Luxury 4BR Pool Home Near Downtown & Lido Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Stylish 4BR vacation home with a heated saltwater pool, custom artwork, and a walkable location near Ed Smith S ...
From $500 per night (USD)
Expedia
From $227 per night (USD)
VRBO
3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Nestled in Siesta Key, this delightful townhome offers 3 bedrooms - 1 queen bed and 2 twin beds. With 2 bathrooms equipp ...
From $227 per night (USD)
VRBO
From $523 per night (USD)
Expedia
2 Bedroom Beachfront Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lido Key Tower 1D – Beachfront Bliss Awaits Step into coastal elegance at Lido Key Tower 1D, a beautifully renovated 2- ...
From $523 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Studio with AC in Siesta Key close to everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this pleasant studio close to everything! This cozy space offers a perfect retreat for guests with its 1 twin ...
From $169 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Sleeps 8 • Private Pool • Dog Friendly • Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $323 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Sleeps 6 • Private Pool • Fire Pit • Game House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $353 per night (USD)
VRBO
From $110 per night (USD)
Expedia
Charming 2-bedroom house in cool Sarasota with AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This 2-bedroom house in Sarasota is perfect for your escape to relaxation. With a king bed, twin bed, and queen bed, gue ...
From $110 per night (USD)
Expedia
From $816 per night (USD)
VRBO
Downtown Sarasota w/ Saltwater Pool + Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
We’re a local family sharing our Sarasota home, just a short walk to downtown and minutes to Lido Beach. With a heated s ...
From $816 per night (USD)
VRBO
From $169 per night (USD)
VRBO
< 3 Mi to Dtwn: Pet-Friendly Sarasota Stay w/ Yard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
6 Mi to Beaches | Walk to Park | Quiet Neighborhood Your home base for all things Sarasota awaits at this cozy 1-bedroo ...
From $169 per night (USD)
VRBO
From $465 per night (USD)
VRBO
2 Bedroom St. Armands Circle Retro Bungalow
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This charming 2-bedroom, 2-bathroom tucked away in the heart of St. Armands, just minutes from the Gulf beaches. Spaciou ...
From $465 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Siesta Key Paradise for Beach Lovers
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Property Description Welcome to your Sarasota escape—just 8 minutes from world-famous Siesta Key Beach! This ...
From $410 per night (USD)
Expedia
From $678 per night (USD)
VRBO
Ritzy Palms Downtown Estate-5 minutes to beach-walking distance to downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to Ritzy Palms situated in Sarasota’s charming, historic and quiet neighborhood of Laurel Park! Costal chic, con ...
From $678 per night (USD)
VRBO
From $2137 per night (USD)
Expedia
Side-by-Side Villas for Groups Near Downtown
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
Welcome to our Double Villas, two spacious homes, side by side, perfect for reunions, retreats, or celebrations. With 9 ...
From $2137 per night (USD)
Expedia
From $2224 per night (USD)
VRBO
Luxury Villa • 9BR/9BA • Steps to Lido Key Beach
Bedrooms:
9
Bathrooms:
9
Sleeps:
10
Welcome to Lido Dreams! This 4600 sqft brand new, 9 bedroom/9-bathroom luxury home sits in the heart of St. Armand’s Cir ...
From $2224 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Lido Harbour South - Beachfront Condo with Heated Pool & Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
🌴 Lido Harbour South - Beachfront Condo with Heated Pool & Sunset Views 💖 Why You'll Love This Home Wake up to panora ...
From $377 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Waterfront Condo with Pool, Spa, and Fitness Center near Downtown Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
🌴 The Strand | Waterfront Balcony + Saltwater Pool Access 💖 Why You'll Love This Home Wake up to panoramic water view ...
From $237 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Beach Vibes + Office Ready • Sarasota Cassia • Dining & Culture Nearby • FirePit
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Sarasota Cassia, your cozy 2BR retreat in a peaceful neighborhood just minutes from Siesta & Lido Beach. Feel ...
From $179 per night (USD)
Expedia
From $655 per night (USD)
VRBO
Luxury Sarasota Oasis - 3BR Designer Pool Home in Premier Walkable Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in one of Sarasota's most coveted and established neighborhoods, this 3-bedroom, 2-bathroom residence blends tim ...
From $655 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Cozy Private Bungalow 3 Min Walk to Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover a sophisticated hideaway in Sarasota’s coveted Laurel Park, where timeless Florida charm meets modern elegance. ...
From $347 per night (USD)
Expedia
Click For Pricing
VRBO
Central Expressway King Studio w/Breakfast & Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in the heart of Dallas, this sleek and cozy studio offers the perfect blend of comfort and urban accessibility. ...
Click For Pricing
VRBO
From $208 per night (USD)
Expedia
Wonderful Gulf and Sunset Views Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Privateer North 305, an exceptional beachfront condo located on the prestigious south end of Longboat Key, be ...
From $208 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Gulfside Chic Sarasota Suite - Beach Nearby
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unwind in this luxury 2BR Sarasota Retreat, steps from the Gulf. Featuring a queen bed, 2 twin beds, and sofa bed for co ...
From $389 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Garden Oasis 3BR near Downtown | Minutes to Siesta & Lido | Dog OK | Screened Lanai | Grill | Office
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax, work, and play at Datura Dreams! This modern 3BR/2BA home is perfectly located, both close to downtown Sarasota, ...
From $438 per night (USD)
Expedia
$\RELAXMORE IN PARADISE\ Sarasota Getaway with Private Salt-Water Pool$
From $350 per night (USD)
VRBO
\"RELAXMORE IN PARADISE\" Sarasota Getaway with Private Salt-Water Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "Relaxmore in Paradise", your perfect Sarasota retreat! Our charming 3-bedroom, 2-bathroom home is just 5 mi ...
From $350 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Palm Tree Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your Sarasota getaway! This beautifully designed two-bedroom home offers the perfect blend of comfort, conven ...
From $215 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Charming 2 BR/2 B Bungalow on 1/3 acre with plenty of room for boat/RV parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Make yourself at home in this charming and freshly remodeled 2BR/2B bungalow located on a private 1/3 acre with plenty o ...
From $197 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Gulfside Sarasota Retreat – Beach Close By
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your dream Sarasota getaway starts here. This upscale 2BR retreat offers a queen bed, two twin beds, and a sofa bed for ...
From $389 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Stylish Gulfside Sarasota Suite – Near the Sand
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your dream Sarasota getaway starts here. This upscale 2BR retreat offers a queen bed, two twin beds, and a sofa bed for ...
From $389 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Stylish Gulfside Sarasota Getaway – Steps to Sand
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unwind in this modern 2BR Sarasota retreat, just steps from the Gulf. Rest easy with a queen bed, two twins, and a comfy ...
From $389 per night (USD)
Expedia
From $2023 per night (USD)
VRBO
Luxury Sarasota House: Oversized Hot Tub, Near Beaches & Downtown Fun!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Summary: Escape to this stunning Sarasota home, perfect for families and groups! Enjoy 4 bedrooms, 4bathrooms, and space ...
From $2023 per night (USD)
VRBO
Click For Pricing
Expedia
Coastal Chic King Suite with Pool & Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Escape to a stylish sanctuary in the heart of Sarasota’s vibrant arts and culture district, just moment ...
Click For Pricing
Expedia

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