Southgate Rentals
From $369 per night (USD)VRBO
Sarasota escape awaits- a 4-bedroom, 2-bathroom home featuring a brand-new pool.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Bring the whole family to this newly renovated 4 bedroom house, with lots of room for fun. Heated pool available from No ...
From $369 per night (USD)VRBO
From $575 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 $575 per night (USD)VRBO
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 $271 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 $271 per night (USD)Expedia
From $471 per night (USD)VRBO
Siesta Home, A Serene Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish home in Sarasota's South Gate neighborhood. With 3 spacious bedrooms, 3 bath ...
From $471 per night (USD)VRBO
From $160 per night (USD)Expedia
Charming Villa 14 mins away from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This villa close to Siesta Key Beach serves as the perfect escape for those looking to enjoy Sarasota. The property come ...
From $160 per night (USD)Expedia
From $348 per night (USD)VRBO
Brookline Retreat | Private Pool + Pickleball!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Brookline Retreat! This charming rental home in Sarasota, Florida, offers a perfect blend of comfor ...
From $348 per night (USD)VRBO
From $194 per night (USD)Expedia
Swinging '60s Sarasota Home: Lanai w/ Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ruth Richmond Design | 4 Mi to Beach | Featured on Sarasota MOD Weekend Tour Settle in and stay awhile at 'Atomic Tange ...
From $194 per night (USD)Expedia
From $1249 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 $1249 per night (USD)VRBO
From $587 per night (USD)Expedia
Creekside Heated Pool Mini Put Put in Heart of SRQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This house is perfectly located between Siesta Key and Downtown Sarasota. 1 King, 1 queen, 1 full mattress, 1 queen air ...
From $587 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 $400 per night (USD)Expedia
Beautiful home with private pool and space for the whole family
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Family Fiesta Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $400 per night (USD)Expedia
From $162 per night (USD)VRBO
Charming 1-bedroom apartment with AC, WiFi in beautiful Sarasota/Pinecraft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Stay comfortably in Pinecraft at this 1-bedroom apartment across the street from all the action of Pinecraft Park (shuff ...
From $162 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 $232 per night (USD)VRBO
Spacious salt water pool home minutes from Siesta Key & downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious, updated 3-bedroom, 2-bathroom pool home is nestled on a quarter-acre lot in a quiet residential neighborh ...
From $232 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 $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 $163 per night (USD)VRBO
Summer/Fall Special low rates! Delightful condo 6.5 miles to Siesta Key Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! Freshly up ...
From $163 per night (USD)VRBO
From $480 per night (USD)VRBO
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)VRBO
From $704 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 $704 per night (USD)Expedia
From $217 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 $217 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $370 per night (USD)VRBO
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)VRBO
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 $858 per night (USD)VRBO
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 $858 per night (USD)VRBO
From $818 per night (USD)Expedia
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 $818 per night (USD)Expedia
From $835 per night (USD)VRBO
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 $835 per night (USD)VRBO
From $1049 per night (USD)Expedia
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 $1049 per night (USD)Expedia
From $284 per night (USD)VRBO
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)VRBO
From $315 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 $315 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 $256 per night (USD)VRBO
Family and pet friendly home, less than 5 miles from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Sarasota retreat. This superb house features 2 queen beds and 2 twin beds, perfe ...
From $256 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 $342 per night (USD)Expedia
Coastal 4BR Pool Home – Close to Beach 12mins
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
If you are looking for 4 Bedroom 3 Bath open layout, modern, clean, and newly renovated home then look no further! Guest ...
From $342 per night (USD)Expedia
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 $313 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 $313 per night (USD)Expedia
From $172 per night (USD)Expedia
Cozy 1-bedroom with WiFi and AC in welcoming Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Nestled in Sarasota, this delightful apartment offers a serene retreat for guests. With 1 cozy bedroom, a fully equipped ...
From $172 per night (USD)Expedia
From $765 per night (USD)Expedia
Coastal Lodge | Private POOL + Hot TUB
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
BNBBreeze Presents Coastal! Located in the heart of Pinecraft!! Steps away from the ice-cream shop, postal, and Pinecraf ...
From $765 per night (USD)Expedia
From $327 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 $327 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 $1172 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 $1172 per night (USD)VRBO
From $386 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 $386 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $479 per night (USD)VRBO
Minutes from Siesta Key, Heated saltwater pool, Outdoor space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your dream tropical spot. Escape to paradise in this sun-kissed Florida house, just minutes from the pristine white sand ...
From $479 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 $304 per night (USD)Expedia
Right beside the Phillippi Creek and the new Pedestrian Bridge
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 - Bedroom/ 3 - Bathroom house in beautiful Sarasota. Sleeps 6 adults comfortably. ...
From $304 per night (USD)Expedia
From $115 per night (USD)VRBO
Beautiful 2 Bdrm. near everything Siesta Key, Longboat, Dining, Shop, Entertain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly renovated 2-bedroom, 2-bathroom condo in the heart of Sarasota is fully furnished and move-in ready. It inclu ...
From $115 per night (USD)VRBO
From $212 per night (USD)Expedia
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)Expedia
From $402 per night (USD)VRBO
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 $402 per night (USD)VRBO
From $213 per night (USD)VRBO
Great location in Sarasota close to beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AVAILABLE FOR LONG OR SHORT TERM! Enjoy this well-equipped comfortable villa for the winter months. Centrally located cl ...
From $213 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 $593 per night (USD)Expedia
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)Expedia
From $155 per night (USD)VRBO
modern treehouse minutes from the #1 US beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Elevated and surrounded by gorgeous nature, it has the feel of a luxurious tropical treehouse. From the large lot on a ...
From $155 per night (USD)VRBO
From $384 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 $384 per night (USD)Expedia
From $457 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 $457 per night (USD)VRBO
From $364 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 $364 per night (USD)Expedia
From $296 per night (USD)VRBO
Seahorse Haven a Coastal Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Nestled in the heart of Sarasota, this charming two-story condo offers a perfect blend of comfort and convenience. It fe ...
From $296 per night (USD)VRBO
From $157 per night (USD)Expedia
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 $157 per night (USD)Expedia
From $196 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 $196 per night (USD)VRBO
From $79 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 $79 per night (USD)VRBO
From $199 per night (USD)VRBO
Relaxing 4BR Home with Saltwater Pool/Spa, Near the Beach, 30 day minimum, perfe
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to your modern Sarasota retreat! This fully renovated 4-bedroom, 2-bathroom home is beautifully designe ...
From $199 per night (USD)VRBO
From $309 per night (USD)Expedia
Sarasota family friendly house close to Seista Key beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this enchanting house in picturesque Sarasota. This cozy retreat features 3 bedrooms - 2 queen beds, 1 bunk be ...
From $309 per night (USD)Expedia
From $389 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 $389 per night (USD)VRBO
From $521 per night (USD)Expedia
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 $521 per night (USD)Expedia
From $121 per night (USD)VRBO
BBQ-Ready Apt Near Beaches in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Private Hot Tub | Pet Friendly w/ Fee Pack your shades and sunscreen — this 1-bed, 1-bath vacation rental in Sarasota i ...
From $121 per night (USD)VRBO
From $144 per night (USD)Expedia
6 Mi to Siesta Beach: Outdoor Oasis w/ Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
3 Mi to Downtown | Dine Al Fresco | Kayak Salty air, sandy toes, and endless Gulf Coast adventures await at this vacati ...
From $144 per night (USD)Expedia
From $143 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 $143 per night (USD)VRBO
From $385 per night (USD)Expedia
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 $385 per night (USD)Expedia
From $185 per night (USD)VRBO
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 $185 per night (USD)VRBO
Click For PricingExpedia
Central Sarasota Mid-Century Bungalow near Legacy Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Renovated 1962 bungalow-style home with two bedrooms/one bath centrally located and close to charming Amish Pinecraft, d ...
Click For PricingExpedia
From $512 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 $512 per night (USD)VRBO
From $334 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 $334 per night (USD)Expedia
From $433 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 $433 per night (USD)VRBO
From $400 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 $400 per night (USD)Expedia
From $196 per night (USD)VRBO
Charming 3-bedroom house on Legacy Trail in fabulous Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This charming house in downtown Sarasota offers 3 cozy bedrooms with a mix of sleeping arrangements to accommodate all g ...
From $196 per night (USD)VRBO
From $327 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 $327 per night (USD)Expedia
From $224 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 $224 per night (USD)VRBO
From $243 per night (USD)Expedia
Pool Home in Sarasota near Legacy Trail & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 2941 Poplar Street! This light-filled, beautifully refreshed 2-bedroom, 2-bath pool home is the perfect r ...
From $243 per night (USD)Expedia
From $389 per night (USD)VRBO
15% off in August - SANDY FEET - family-friendly, pool, basketball & foosball
- 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 $389 per night (USD)VRBO
From $193 per night (USD)Expedia
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 $193 per night (USD)Expedia
From $703 per night (USD)VRBO
Legacy's Palm of Paradise | Private Pool + Putt Putt Course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Legacy's Palm of Paradise! Located just a short drive from Sarasota's beautiful beaches, vibrant do ...
From $703 per night (USD)VRBO
From $184 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 $184 per night (USD)VRBO
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Siesta Key Family Funhouse for 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Siesta Key retreat—ideal for small group. Sleeps 10 in over 1800 sq ft with 3 bedrooms, 2 baths, a kids’ game room, adul ...
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Couple’s Paradise
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Nestled in Sarasota, this 1-bedroom, 1-bathroom vacation home brings it all within your reach. Fans of nature and the ...
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Siesta Key Fun at the Sea for 14
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Siesta Key retreat—ideal for special events! Sleeps 14 in over 2,400 sq ft with 4 bedrooms, 3 baths, a kids’ game room, ...
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From $284 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 $284 per night (USD)VRBO
From $213 per night (USD)VRBO
Sarasota Sanctuary, 10min to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Modern, Sunny Getaway Just 10 Minutes from Siesta Key Beach. Enjoy the Florida lifestyle at this bright and airy retreat ...
From $213 per night (USD)VRBO
From $262 per night (USD)Expedia
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 $262 per night (USD)Expedia
From $783 per night (USD)VRBO
Captains Nook | Upscale 5BR Coastal Retreat Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome aboard Captains Nook, a brand-new coastal cottage just 200 yards from the North Siesta Key Bridge. Designed for ...
From $783 per night (USD)VRBO
From $145 per night (USD)VRBO
Charming 2-bedroom house with WiFi, AC in serene Sarasota - Near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Modern Sarasota Escape – Near Siesta Key & Legacy Trail Welcome to your private retreat just 15 minutes from Siesta Key ...
From $145 per night (USD)VRBO
From $203 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 $203 per night (USD)VRBO
From $176 per night (USD)VRBO
Cozy Getaway. Escape To Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked away in a peaceful neighborhood, this cozy three-bedroom 2 bath home awaits your arrival. Sleeps up to 8 guests w ...
From $176 per night (USD)VRBO
From $344 per night (USD)VRBO
Splish Splash Retreat | Saltwater Pool + Grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Splish Splash Retreat This charming home offers a serene escape with a unique view of a large pond ...
From $344 per night (USD)VRBO
From $253 per night (USD)VRBO
Fantastic 3-bedroom pool house with AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover this fabulous 3-bedroom gem in Sarasota, complete with a private pool for your enjoyment. This beautiful home f ...
From $253 per night (USD)VRBO
From $301 per night (USD)VRBO
Villa Paradiso - Private 3 Bed Pool Home by Gulf Coast Holiday Homes
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to style and serenity in this beautifully designed 3-bedroom mid-century, modern contemporary home. Located in a ...
From $301 per night (USD)VRBO
From $504 per night (USD)Expedia
Sarasota's Luxury Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in comfort and style at this centrally located home just minutes from Siesta Key, downtown, and Sarasota’s best res ...
From $504 per night (USD)Expedia
From $171 per night (USD)VRBO
Charming 2-bedroom house in delightful Sarasota town of Pinecraft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your cozy getaway awaits in Sarasota at this beautiful house. With 2 bedrooms and a single bathroom, this tranquil retre ...
From $171 per night (USD)VRBO
From $400 per night (USD)Expedia
Salt pool, long stays welcome, 4BR home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to your modern Sarasota retreat! This fully renovated 4-bedroom, 2-bathroom home is thoughtfully design ...
From $400 per night (USD)Expedia
From $526 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 $526 per night (USD)VRBO
From $310 per night (USD)Expedia
Relaxing 3BR Retreat w/Pool& Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
NEW LISTING!!Welcome to your Sarasota escape! Unwind in this beautiful 3-bedroom, 2-bath home with a private pool and sp ...
From $310 per night (USD)Expedia