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From $192 per night (USD)
VRBO
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 $192 per night (USD)
VRBO
From $176 per night (USD)
Expedia
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 $176 per night (USD)
Expedia
From $154 per night (USD)
VRBO
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 $154 per night (USD)
VRBO
From $201 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 $201 per night (USD)
VRBO
From $214 per night (USD)
VRBO
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 $214 per night (USD)
VRBO
From $189 per night (USD)
Expedia
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 $189 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Fall Into Paradise 7 Night Stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $239 per night (USD)
VRBO
From $147 per night (USD)
Expedia
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 $147 per night (USD)
Expedia
From $169 per night (USD)
VRBO
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)
VRBO
From $274 per night (USD)
Expedia
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 $274 per night (USD)
Expedia
From $239 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 $239 per night (USD)
VRBO
From $342 per night (USD)
Expedia
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 $342 per night (USD)
Expedia
From $278 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 $278 per night (USD)
VRBO
From $154 per night (USD)
Expedia
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)
Expedia
From $165 per night (USD)
VRBO
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)
VRBO
From $277 per night (USD)
Expedia
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 $277 per night (USD)
Expedia
From $157 per night (USD)
VRBO
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 ...
From $157 per night (USD)
VRBO
From $686 per night (USD)
Expedia
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)
Expedia
From $573 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 $573 per night (USD)
VRBO
From $252 per night (USD)
Expedia
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 $252 per night (USD)
Expedia
From $406 per night (USD)
VRBO
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 $406 per night (USD)
VRBO
From $280 per night (USD)
Expedia
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 $280 per night (USD)
Expedia
From $313 per night (USD)
VRBO
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 $313 per night (USD)
VRBO
From $351 per night (USD)
Expedia
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 $351 per night (USD)
Expedia
From $285 per night (USD)
VRBO
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 $285 per night (USD)
VRBO
From $269 per night (USD)
Expedia
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 $269 per night (USD)
Expedia
From $1231 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 $1231 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Stylish 2-Bedroom Home in Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Experience the best of Sarasota from this inviting and unique getaway! - Stylishly designed 2-bedroom, 2-bath ...
From $230 per night (USD)
Expedia
From $152 per night (USD)
VRBO
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)
VRBO
From $232 per night (USD)
Expedia
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)
Expedia
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 $240 per night (USD)
VRBO
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 $240 per night (USD)
VRBO
From $230 per night (USD)
Expedia
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)
Expedia
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 $540 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 $540 per night (USD)
VRBO
From $950 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 $950 per night (USD)
VRBO
From $246 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 $246 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 $991 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 $991 per night (USD)
VRBO
From $707 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 $707 per night (USD)
Expedia
From $211 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 $211 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 $484 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 $484 per night (USD)
VRBO
From $370 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 $370 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 $660 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 $660 per night (USD)
Expedia
From $788 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 $788 per night (USD)
VRBO
From $807 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 $807 per night (USD)
Expedia
From $1024 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 $1024 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 $260 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 $260 per night (USD)
VRBO
From $1025 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 $1025 per night (USD)
VRBO
From $146 per night (USD)
VRBO
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)
VRBO
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 $87 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 $87 per night (USD)
VRBO
From $357 per night (USD)
Expedia
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 $357 per night (USD)
Expedia
From $817 per night (USD)
VRBO
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 $817 per night (USD)
VRBO
From $269 per night (USD)
Expedia
Annie's Escape : 5min->Downtown : HotTub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
<p>Annie's Escape is your local hideaway, just a few blocks from downtown Sarasota. We offer many amenities for your sa ...
From $269 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $317 per night (USD)
Expedia
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 $317 per night (USD)
Expedia
From $316 per night (USD)
VRBO
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 $316 per night (USD)
VRBO
From $662 per night (USD)
Expedia
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)
Expedia
From $1158 per night (USD)
VRBO
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 $1158 per night (USD)
VRBO
From $374 per night (USD)
Expedia
🔥 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 $374 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $324 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 $324 per night (USD)
VRBO
From $196 per night (USD)
VRBO
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)
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 $212 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 $212 per night (USD)
VRBO
From $549 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 $549 per night (USD)
Expedia
From $1120 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 $1120 per night (USD)
VRBO
From $383 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 $383 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 $270 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 $270 per night (USD)
VRBO
From $391 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 $391 per night (USD)
VRBO
From $178 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 $178 per night (USD)
Expedia
From $593 per night (USD)
VRBO
Cozy Cottage with Huge Patio full of Activities - Located right on Legacy Trail!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This rental has everything you need to make the most of your trip! Enjoy an open living/dining area with high ceilings l ...
From $593 per night (USD)
VRBO
From $506 per night (USD)
Expedia
Historic Laurel Park Home with Retro Guest Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discover this charming downtown Sarasota retreat, perfectly positioned within easy reach of dining, shopping, entertainm ...
From $506 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Luxury 3BR Townhouse w/Elevator & Rooftop | Walk to Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Uptown Oasis, a brand-new, chic, and luxurious three-story townhouse in the heart of Sarasota! Designed for c ...
From $555 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Pet Friendly w/ Heated Pool, Hot Tub, Patio/Grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Escape to Palm Haven, a beautifully renovated 1925 Spanish Revival home located in the heart of Sarasota’s Arli ...
From $365 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Southside Bungalow with Pool, Spa & Putting Green
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience the ultimate Florida lifestyle with our newly renovated home, featuring a brand new heated pool, spa, and tur ...
From $535 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Kiwi Cove | Private Heated Pool + Backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BNB Breeze Presents: Kiwi Cove! Welcome to Kiwi Cove, a stunning Sarasota home that offers the perfect blend of comfort ...
From $342 per night (USD)
Expedia
From $487 per night (USD)
VRBO
Elegant Downtown Sarasota Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: This beautifully finished residence in a boutique Sarasota building offers a spacious layout, high ceilings, an ...
From $487 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Downtown Burns Court Oasis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Burns Court Oasis! A True gem. Enjoy a stylish experience at this centrally-located home located in the heart of down ...
From $267 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Gem in Laurel Park: Newly Remodeled, Near Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to RCC Ohio Place – Your Dream Getaway in the Heart of Downtown Sarasota! Charming, fully renovated 100-year-ol ...
From $392 per night (USD)
VRBO
From $498 per night (USD)
Expedia
Lido Beach Renovated House by Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NEW PROPERTY Dreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedr ...
From $498 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Calm Japandi Retreat with Patio, Near Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: - Unwind in a tranquil Japandi-style apartment with calm, minimalist design - Just steps from the hospital and ...
From $162 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Beautiful 3-bedroom, 2-bathroom house with WiFi and AC in downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Sarasota retreat! This stylish and sun-filled home. Whether you’re here for business, a beach getaway, o ...
From $195 per night (USD)
Expedia
From $1868 per night (USD)
VRBO
Large, Resort-Like Pool Home. Walk to Lido Beach and St. Armands Circle.
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Experience the ultimate in coastal luxury at this stunning 8-bedroom Lido Key mansion, designed for relaxation and enter ...
From $1868 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Peaceful Coastal Retreat – 3BR Home with Pool Near Sarasota Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Peaceful Coastal Retreat with Pool — Steps from Sarasota Bay Welcome to your serene escape in the heart of Sarasota's v ...
From $331 per night (USD)
Expedia
Click For Pricing
VRBO
2BR Downtown Sarasota Florida Vacation Rental, Pet-Friendly Close to Lido-Siesta
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Private 2-Bedroom, 2-Bath Apartment — Ideal for car-free guests (Sleeps up to 5 guests) Welcome to our comfortable and ...
Click For Pricing
VRBO
From $640 per night (USD)
VRBO
Modern beach house Tiki Bar, covered pool-sleeps 9
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
About this space This 4-bedroom, 2-bathroom home is perfect for families, couples, or anyone seeking a relaxing vacation ...
From $640 per night (USD)
VRBO
From $105 per night (USD)
VRBO
Tiny House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this house your home away from home while you visit Sarasota. This wonderful property features 1 bedroom with a ...
From $105 per night (USD)
VRBO
From $1313 per night (USD)
Expedia
Lido Luxe Estate: Large Rental Steps to the Beach with Pool, Spa, Outdoor Games
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Lido Luxe Estate by Lido Key Vacations 540 S Polk Dr, Sarasota, Florida Minimum stay duration of 7 days/nights Welcome ...
From $1313 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Cozy Cottage with Screened in Porch, Patio & Grill - Close to Top Attractions!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sunny Sarasota Escape | Private Patio, Lanai, Near Legacy Trail & Beaches Welcome to your home-away-from-home in sunny ...
From $185 per night (USD)
VRBO
From $208 per night (USD)
VRBO
Modern 1/1 Bungalow Apt in Laurel Park, Walk to Downtown, Bay & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Madison Bungalow is a stylish well-equipped 1 bed/one bath apartment, located in the heart of downtown Sarasota, within ...
From $208 per night (USD)
VRBO
From $90 per night (USD)
VRBO
Bungalow on the Park-West
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bay Street Bungalow-West is a stylish well-equipped studio and one half of a duplex located in the heart of downtown Sar ...
From $90 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Charming 2-bedroom house in superb Sarasota with WiFi, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Modern Sandbar | Your Mid-Term Luxury Oasis in Sarasota Discover The Modern Sandbar, a contemporary, fully furnished ...
From $207 per night (USD)
Expedia

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