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From $165 per night (USD)
VRBO
Charming downtown gem
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This perfectly located cottage provides easy access to Main St. - 1 mile, Lido Beach - 4 miles, 50+ restaurants are betw ...
From $165 per night (USD)
VRBO
Click For Pricing
Expedia
Sunshine 2-bedroom apartment 5 mile from Siesta Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We are located in Sarasota 5 miles from the beach and downtown, 5 miles from I-75. Close to Supermark, mover theater, an ...
Click For Pricing
Expedia
From $78 per night (USD)
VRBO
Beautiful 1-bedroom condo in The Meadows, minutes from the beach, golf, shopping
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located in Sarasota, enjoy what this 1-bedroom condo has to offer. This welcoming property is a 2nd floor condo unit in ...
From $78 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Robinhood Beach Villa
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
You will feel right at home in this cozy beach villa which gives you a natural beach feeling AND adds a modern feel with ...
From $171 per night (USD)
Expedia
From $145 per night (USD)
VRBO
2 Bedroom Lido Key Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Professionally managed and offered by FL Vacation Connection. This is a spacious two bedroom condo perfectly situated t ...
From $145 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Inn on the Beach 7304 by FVC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your Longboat Key Retreat with Sleepy Lagoon Views by FVC Experience the pinnacle of coastal living in this beautifully ...
From $378 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Bayview Paradise by FVC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Bayview Paradise managed by Florida Vacation Connection. This spacious 4 bedroom/ 3 full baths private pool ...
From $369 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Stylish Coastal 3BR • Pool • Near Downtown & Sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat (2024) offers a bright, open floor plan, chef’s kitch ...
From $358 per night (USD)
Expedia
From $1038 per night (USD)
VRBO
Casa Del Mar | Private Pool + Large Yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
BNB Breeze Presents: Casa Del Mar! This beautiful oasis features a blend of modern comfort and coastal charm. With open ...
From $1038 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Sarasota House, A Perfect Beach Getaway!!! Spacious 4-bedroom house & Pool !!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Sarasota Seascape House: A Perfect Beach Vacation Getaway Welcome to Sarasota Seascape House, your ultimate retreat for ...
From $508 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Family Friendly House with Private Pool near Downtown Sarasota
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to this beautiful 3-bedroom, 3-bathroom fully furnished home, perfectly located just minutes from downtown Saraso ...
From $333 per night (USD)
VRBO
From $288 per night (USD)
Expedia
1-403 in Sarasota, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
loft area - updated kitchen and bathrooms - ceiling fans 2b/2b Amenities Include: - Balcony: yes - BBQ Grill: yes - ...
From $288 per night (USD)
Expedia
Click For Pricing
VRBO
Premier Access to Downtown Sarasota! Private Pool, Game Room, & More!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to The Ringling House, a historic home located west of the trail in downtown Sarasota, near Southside Village, S ...
Click For Pricing
VRBO
From $255 per night (USD)
VRBO
This apartment is a 3 bedroom(s), 2 bathrooms, located in sarasota, FL.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxurious Condo Steps from Private Beach on Lido Key - Welcome to your dream rental in the prestigious Lido Harbour Towe ...
From $255 per night (USD)
VRBO
From $460 per night (USD)
VRBO
Luxury Tropical Retreat, Pool, King Beds & Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Sunset Villa – Luxury Tropical Retreat Near Siesta Key & Lido Key Spacious Sarasota vacation rental just minutes from S ...
From $460 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Charming 4-bedroom bungalow with pool close to the Village, Lido & Siesta Keys
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Consider this house your home away from home while you visit Sarasota. A treasure West of the Trail, boasting Mexican ti ...
From $373 per night (USD)
Expedia
Click For Pricing
VRBO
Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Sarasota family home, Key West Style! Our fully-furnished 4 bedroom, two and half bathroom house is nicely appointed w ...
Click For Pricing
VRBO
From $300 per night (USD)
Expedia
Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Sarasota, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 tw ...
From $300 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Paradise on Prospect w/ Htd Saltwater Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Paradise on Prospect, a modern, luxurious, professionally decorated rental property offering an unpa ...
From $362 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Stylish Nordic Stay, Walk to Hospital & Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: - Stylish, design-forward space just steps from Sarasota Memorial Hospital - Easy drive to downtown, beaches, a ...
From $162 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Artsy Getaway with Vibrant Design Flair
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Your chic color-party pad where navy, gold & peach throw the most stylish soirée in town! This spacious stunne ...
From $218 per night (USD)
VRBO
From $176 per night (USD)
Expedia
Walk to Arts District, Parks, Jet Skis & Eats
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: - Stylish modern bungalow next to Pioneer Park and the artsy Rosemary District - Walk to restaurants, art galle ...
From $176 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Traquil Gem
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**Newly remodeled home with all new furniture and decor*. Peaceful home surrounded by lush palms in the heart of Saraso ...
From $191 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Vibrant Modern Escape, Walk to Dining, Near Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: - Chic, minimalist space with eye-catching blue and gold accents - Just a short drive to the soft sands of Sies ...
From $210 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Garden-Inspired Stay, Walk to Bay & Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: - Wake up in a stylish space with bold, botanical feature walls - Located near downtown, beaches, and the Arts ...
From $157 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $242 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Trendy Home by Jet Skis, Parks & Art Hotspots
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: - Modern retreat near Rosemary District with a bold indoor grass wall - Walk to downtown, Pioneer Park, and Van ...
From $113 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Artistic Escape Near Airport, Museums, and Ballet
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: You will be able to play on the beach all day then relax at your own private home. Your stay will include ...
From $169 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Serene Japandi Getaway, Near Art & Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: - Tranquil Japandi retreat just minutes from Sarasota's beaches and museums - Stylish interiors blend minimalis ...
From $273 per night (USD)
VRBO
From $198 per night (USD)
VRBO
Siesta private house is Sarasota Florida, 3 ml to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Siesta Queen! This beautifully decorated 3-bedroom, 2-bathroom home offers the perfect blend of comfort, styl ...
From $198 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Dog-Friendly, Private Pool Home with Golf & Cycling at Bobby Jones Golf Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bobby Jones Golf Club! This dog-friendly 3-bedroom, 2-bathroom pool home is perfect for golf lovers, nature enthusiasts, ...
From $316 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Retro Laurel Park Guest Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Experience luxury & comfort in this beautifully renovated guest house, featuring a stylish retro vibe, nestled in the he ...
From $264 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Charming 2-bedroom villa with AC and WiFi in Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this lovely villa in picturesque Sarasota. This charming property features 2 cozy bedrooms with a king and que ...
From $154 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Cozy 2-bedroom house in awesome Sarasota with AC, WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This perfectly located cottage provides easy access to Main St. - 1 mile, Lido Beach - 4 miles, 50+ restaurants are betw ...
From $165 per night (USD)
Expedia
From $270 per night (USD)
VRBO
HUGE HEATED SALT POOL! NEAR DOWNTOWN! TV IN EVERY BEDROOM!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
30 FT LONG HEATED POOL. 8 minutes away from downtown Sarasota. Walking distance to a major plaza that has grocery store ...
From $270 per night (USD)
VRBO
Click For Pricing
Expedia
Nottingham Beach Bungalow near Siesta Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This cozy beach bungalow is in a PRIME location to enjoy the best of Sarasota! With a large fenced-in yard, and a firep ...
Click For Pricing
Expedia
From $686 per night (USD)
VRBO
Charming 4-bedroom Pool Home in Sarasota Fl
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located in Sarasota, this large pool home is a close bike ride to downtown restaurants and beaches. This home can comfor ...
From $686 per night (USD)
VRBO
From $576 per night (USD)
VRBO
Pool, Spa, and Private Gym in the Heart of Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Coastal Cove! Comfort and luxury are calling at this beautifully renovated 3-bedroom, 2-bathroom home, ideall ...
From $576 per night (USD)
VRBO
From $226 per night (USD)
VRBO
NEW! Waterfront Luxury in Sarasota – Near Downtown & Beaches!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...
From $226 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Bay Breeze Bungalow - Waterfront Pool, Dock & Kayaks 💖 Why You'll Love This Home Glide your kayak from a private dock ...
From $412 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Step into the charm of yesteryear with the modern comforts of today at City Cottage!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Step into the charm of yesteryear with the modern comforts of today at City Cottage! Nestled in the heart of the City o ...
From $284 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Charming 3BR Coastal Home Near Trails, Shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect Sarasota retreat! Nestled in the heart of the city, this charming 3-bedroom, 2-bathroom Florida ...
From $286 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Sarasota Cottage w/ Heated Salt Water Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oa ...
From $321 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Escape to Paradise: Charming 2BR Condo, Sarasota Bay - Serenity Meets City Vibes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Brand New Rental - Your home away from home in the Heart of Sarasota. This 890-square-foot haven is perfect for couples ...
From $288 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Tropical Pool Home with Grill & Firepit! Close to Downtown, Pinecraft & Beaches!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Spacious Sarasota Getaway with Heated Pool, Outdoor Living & Central Location – 3BR/3BA Welcome to your dream retreat i ...
From $259 per night (USD)
VRBO
From $1189 per night (USD)
VRBO
Coastal Retreat Near Siesta Key- 5 Bedrooms, Pool & Spa- 1 month minimum
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Discover the beauty of Sarasota from this 5-bedroom house. With 2 king beds, 2 queen beds, and 1 bunk bed, our nice prop ...
From $1189 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Stylish 2-Bedroom Home in Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Welcome to your stylishly designed retreat in Downtown Sarasota! - 2 bedrooms and 2 bathrooms with a modern o ...
From $219 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Charming 2-bedroom house in amazing Sarasota close to all yet quiet.petfriendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your cozy getaway awaits in Central Sarasota in a quiet neighborhood with multi million dollar houses and parks and pub ...
From $152 per night (USD)
Expedia
From $232 per night (USD)
VRBO
2/2 BRAND NEW LUXURY TOWNHOME STEPS FROM GILLESPIE PARK, PICKLEBALL, TENNIS,...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This brand-new custom townhome offers unparalleled luxury living with a prime location overlooking the 10-acre Gillespie ...
From $232 per night (USD)
VRBO
From $375 per night (USD)
VRBO
Sunny Sarasota Poolside Getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Welcome to your Sarasota escape! This beautifully updated home features a modern kitchen, chic living spaces, and a full ...
From $375 per night (USD)
VRBO
From $133 per night (USD)
VRBO
VILLA SIESTA IV-priv cottage Downtown Secret Community-Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come to our hidden secret community, -moments to downtown- private, pristine, and very quiet! . Be our gu ...
From $133 per night (USD)
VRBO
From $227 per night (USD)
Expedia
NEW! Stunning Waterfront 1.5/2 at The Strand
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...
From $227 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Entire home in Sarasota, Florida
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
MINUTES FROM BEACHES AND DOWNTOWN SARASOTA This unique coastal home was thoughtfully designed to provide you with both c ...
From $230 per night (USD)
VRBO
From $121 per night (USD)
VRBO
The Meadows, 2 bedroom updated condo, with golf course view and a patio!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your home away from home in Sarasota with 2 bedrooms. This marvelous condo features 2 queen beds, 2 bathrooms, and essen ...
From $121 per night (USD)
VRBO
From $120 per night (USD)
VRBO
Whitaker Bayou 108 Su
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Mid-Century Modern styled 2brm condo near downtown Sarasota, Ringling University with community pool overlookin ...
From $120 per night (USD)
VRBO
From $474 per night (USD)
VRBO
Luxury Sports Vacation Pool House-Downtown Sarasota-Pickleball/Volley/Basketball
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Luxury Sports Vacation Pool House located in Downtown Sarasota, the only vacation rental in Sarasota, tha ...
From $474 per night (USD)
VRBO
From $875 per night (USD)
VRBO
Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to Paradise at The Pearl on the Bay Indulge in the ultimate waterfront escape at The Pearl on the Bay, a breatht ...
From $875 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Central, Spacious and Stylish 2BD, 2BTH Home and Garden, Stylish 2BD 2BTH on The Cultural Coast
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your perfect Sarasota escape! Our home is surrounded by lush gardens and directly faces a quiet park, making ...
From $213 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Aria 1-bed apartment in Southside village, Sarasota with new pool, WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Sarasota, enjoy what this 1-bedroom apartment has to offer. This charming property features WiFi, heating, AC ...
From $307 per night (USD)
VRBO
From $480 per night (USD)
Expedia
3-bedroom house in awesome Sarasota with WiFi, AC. Enjoy your stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your cozy getaway awaits in Sarasota at this terrific house. With 3 bedrooms including 1 king, 1 queen, and 1 twin bed, ...
From $480 per night (USD)
Expedia
From $1006 per night (USD)
VRBO
Escape to The Big Dipper: Siesta Key Canal Front Home with Pool & Private Dock!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Big Dipper by Siesta Key Luxury Rental Properties Home in Siesta Key, FL 34242 Experience the ultimate vacation a ...
From $1006 per night (USD)
VRBO
From $695 per night (USD)
Expedia
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your private oasis in sunny Florida! Nestled along the serene Phillippi Creek, this stunning villa offers the ...
From $695 per night (USD)
Expedia
From $271 per night (USD)
VRBO
NEW! Charming 3/3 Home near Payne Park and Legacy Trail
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy your stay in this beautiful 3 bedroom, 3 bathroom home across 1,804 sq ft in the sought after Alta Vista neighborh ...
From $271 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful A+ location 10 minutes to best beaches. Special monthly rate.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Beautifully landscaped pool home in one of the most exclusive neighborhoods in Sarasota. Updated 3 bedroom plus office a ...
Click For Pricing
Expedia
From $399 per night (USD)
VRBO
Breezemont Bungalow | Private pool, Hot tub + Sauna
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
BNB Breeze Presents: Breezemont Bungalow! Experience this stunning Sarasota home that perfectly blends comfort and luxur ...
From $399 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Charming 3bd West of Trail House: Pool, Big Yard, AC&WiFi. Great Monthly option!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk out of your bedroom, dining and living room to a lush backyard pool oasis with multiple french doors to the beautif ...
From $352 per night (USD)
Expedia
From $84 per night (USD)
VRBO
La Mia Casa II
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Your own private resort with a beautiful beach atmosphere, ensuring endless fun.Make yourself at home in this delightful ...
From $84 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Modern 5BR Sarasota Home – Private Hot Tub & Outdoor Living
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Arlington Oak House, a stunning modern retreat in the heart of Sarasota's charming Arlington Park neighborhoo ...
From $595 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Modern 6BR Sarasota Getaway w/ Heated Pool & Rooftop Terrace
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to your ultimate Sarasota getaway! This stunning, modern 6-bedroom, 4.5-bath home is designed for comfort and st ...
From $695 per night (USD)
VRBO
From $718 per night (USD)
Expedia
Sarasota Luxury Villa – 6BR w/ Pool, Rooftop & Outdoor Kitchen
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to 2440 Floyd Street, a stunning, modern retreat in the heart of Sarasota. This spacious 6-bedroom, 4.5-bathroom ...
From $718 per night (USD)
Expedia
From $1038 per night (USD)
VRBO
Luxurious 6BR Sarasota Retreat w/ Pool, Rooftop & Guest House
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to 2430 Floyd Street, a stunning modern retreat in Sarasota's historic Arlington Park neighborhood. This 6-bedro ...
From $1038 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Charming 3-bedroom house with Pool in serene Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Make yourself at home in this 3-bedroom Sarasota retreat. Marvelous house with 2 queen beds and 1 full bed, AC, WiFi, an ...
From $284 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Bella Vista Uptown~Rooftop Hot Tub~10min to Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: This 4-bedroom home is in a prime location and has everything you need for an amazing vacation in Sarasota, Flo ...
From $540 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Sarasota 3BR Home With Heated Pool & Large Yard
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Get ready to smile as you enter this home in the sought-after Arlington Park neighborhood of Sarasota! This unique 3-bed ...
From $242 per night (USD)
VRBO
From $848 per night (USD)
VRBO
St Armands Mid Century Rad Pad with Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This unique retreat in the heart of St Armand's Circle was just freshly renovated and ready for fun! Stroll to pristine ...
From $848 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Charming 1-bedroom house in fabulous Sarasota duplex. Close to all. Pet friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Sarasota in a quiet neighborhood with multi million dollar houses with parks,, public pool and 10 min to beac ...
From $146 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Funky Farmhouse-Walk to Arlington Pool Swimmers!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Historic Charmer recently remodeled and located in the Arlington Park neighborhood. Close to downtown and Sarasota's fam ...
From $214 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Cozy studio in charming Sarasota with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming studio in Sarasota. This tremendous space offers a tranquil retreat for guests looking to unwin ...
From $100 per night (USD)
VRBO
From $331 per night (USD)
VRBO
The Pierre 507 by FGC
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
2 bedroom + Den and 3 bathrooms with views of the Beach of Longboat Key. Prestigious entrance to the Pierre through the ...
From $331 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Coastal Escape in Sarasota – Siesta Key Beach & Kayak-Friendly Sandbar
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Siesta Key Escape – Kayak to a Hidden Sandbar & Explore in Style! Discover the perfect blend of relaxation, adventure, a ...
From $845 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Annie's Urban Escape | 5min->Downtown | HotTub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Annie's Urban Escape is your local hideaway, just a few blocks from downtown Sarasota. We offer many amenities for your ...
From $292 per night (USD)
VRBO
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Expedia
Suncoast Sunsets A.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We are located near by everything, within 15 min, you can be downtown(Sarasota) , at the beach( Siesta Key Beach, Lido B ...
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Expedia
From $305 per night (USD)
VRBO
NEW! Luxurious 2BR/2BA Heart of Historic Laurel Park w/ pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Escape to Your Dream Oasis in Sarasota! Step into a world of timeless charm and modern luxury at this Spanish Mediterra ...
From $305 per night (USD)
VRBO
From $302 per night (USD)
Expedia
3br 3bath townhome 3 mins from downtown Sarasota with gorgeous outdoor area
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
It's all about location! This beautiful 3-bedroom, 3-bathroom two-story condominium in the highly sought-after Arlingt ...
From $302 per night (USD)
Expedia
From $662 per night (USD)
VRBO
3-bedroom, 3 bath house w/ POOL in fabulous Sarasota with AC, WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
NEW SALTWATER POOL. Heated to 82 degrees starting March 28th A stylish experience Centrally located 6 minute drive to do ...
From $662 per night (USD)
VRBO
From $1185 per night (USD)
Expedia
Coastal Luxe, Spacious 5bedroom house 5miles to Siesta with saltwater pool, WiFi
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Welcome to Coastal Luxe, a BRAND NEW unique contemporary gem located in the heart of Sarasota. This remarkable home beau ...
From $1185 per night (USD)
Expedia
From $377 per night (USD)
VRBO
🔥 Slow-Season Special – Save 40% This Week Only!”
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to this spacious 3BR with den Sarasota home with a private in-ground pool! Perfect for families or groups, enjoy ...
From $377 per night (USD)
VRBO
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Expedia
3-bedroom house, Heated Saltwater Pool w/ cage and NEW furniture
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to this centrally located 6 minute drive to downtown home! The Legacy trail is right around the corner. Sleeps 7 ...
Click For Pricing
Expedia
From $377 per night (USD)
VRBO
Downtown retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Burns Court Oasis! A True gem. Enjoy a stylish experience at this centrally-located home located in the heart of downto ...
From $377 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Alta Vida Cozy Duplex Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Alta Vida, a cozy retreat just minutes from vibrant downtown Sarasota! *For alternative rates, please see th ...
From $196 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Charming 2-bedroom cottage in brilliant downtown Sarasota with Wi-Fi, AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to this charming cottage in picturesque Sarasota. This cozy retreat features 2 bedrooms with a queen and 2 twin b ...
From $192 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Bayou Hammock Bungalow, Sarasota FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Bayou Hammock, your private Sarasota retreat. Enjoy an open-concept layout with a full kitchen, serene bedroo ...
From $123 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Charming 3-bedroom house in Arlington Park area, close to the recreation center.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Your cozy getaway awaits in Sarasota at this charming house. With 3 bedrooms including 2 queen beds and 1 bunk bed, this ...
From $213 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Welcome to Casa Blue! Come enjoy Sarasota!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This fabulous brand new house in Sarasota is a gem for guests seeking an amazing location to enjoy living in Sarasota li ...
From $540 per night (USD)
Expedia
From $894 per night (USD)
VRBO
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
BNB Breeze Presents: Pelican's Perch Welcome to Pelican's Perch, a stunning Sarasota home that perfectly blends luxury a ...
From $894 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Palm Breeze Luxury * With E-Bikes & Heated Pool!*
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Palm Breeze! Just outside of Downtown and near the Legacy Trail, with electric bikes available to add, this ...
From $380 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Wonderful Guest Quarters in downtown Sarasota!
Bedrooms:
4
Bathrooms:
3
Sleeps:
3
Stay comfortably in Sarasota at this 1-bedroom apartment. The space features a fabulous queen bed , ensuring a good nigh ...
From $246 per night (USD)
VRBO
From $234 per night (USD)
VRBO
The Bellevue located in the heart of Sarasota!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
The Bellevue is a stylish home nestled beside a bike trail that leads straight to downtown Sarasota! With its combinatio ...
From $234 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Dog-friendly, renovated duplex with two kitchens, washer/dryer, & patio
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Casa Cocoanut - Entire Property Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $374 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Downtown Sarasota Gilespi Park Charming 2-bedroom bungalow Back Yard BBQ
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A charming single-family historic 2-bedroom Florida Bungalow in the heart of Sarasota, Florida, has updated kitchen with ...
From $184 per night (USD)
Expedia

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