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From $206 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 $206 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 $542 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 $542 per night (USD)
VRBO
From $489 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 $489 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 $953 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 $953 per night (USD)
Expedia
From $1234 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 $1234 per night (USD)
VRBO
From $1250 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 $1250 per night (USD)
Expedia
From $1293 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 $1293 per night (USD)
VRBO
From $415 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 $415 per night (USD)
VRBO
From $1113 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 $1113 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Tranquil 2bed/2bath condo Golf Course Front in the Meadows
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your tranquil retreat in The Meadows! ** THE MEADOWS GOLF: Please note, golf course is projected to reopen ...
From $257 per night (USD)
Expedia
From $225 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 $225 per night (USD)
VRBO
From $352 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 $352 per night (USD)
Expedia
From $760 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 $760 per night (USD)
VRBO
From $322 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 $322 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Beach Escape 2BR on Lido Key w/Free Parking and steps to St Armands Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy 2BR Beach Hideaway — Steps to Lido Key & St. Armands Welcome to Apartment 3 at Surf Rider Lido — your bright and b ...
From $292 per night (USD)
VRBO
From $272 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 $272 per night (USD)
Expedia
From $1027 per night (USD)
VRBO
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 $1027 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Beachfront Oasis Lido Key Sarasota, 1-bedrm furnished condo WiFi, fitness rm.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Your Dream Beachfront Oasis! Nestled on the coveted shores of Lido Key, this impeccable contemporary furnishe ...
From $213 per night (USD)
Expedia
From $386 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 $386 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 $95 per night (USD)
VRBO
Classy 1/1 Condo Pond View in The Meadows
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is an elegant condo of 553 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your ...
From $95 per night (USD)
VRBO
From $297 per night (USD)
Expedia
Modern 2BR 1 Block from Beach w/Free Parking and Full Kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stylish 2BR Beach Retreat — Steps from Lido Key & St. Armands Welcome to Apartment 4 at Surf Rider Lido — your perfect ...
From $297 per night (USD)
Expedia
From $164 per night (USD)
VRBO
5 minutes walk to the golf club. Newly renovated, non-smoking, 2nd floor condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the prestigious Meadows community in Sarasota, this 2-bed/2-bath condo offers comfort and convenience. The ma ...
From $164 per night (USD)
VRBO
From $1174 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 $1174 per night (USD)
Expedia
From $392 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 $392 per night (USD)
VRBO
Click For Pricing
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 $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 $118 per night (USD)
Expedia
Glamorous Prívate Villa Azul
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>Located in Sarasota, this welcoming apartment brings it all within your reach. Jump into your car and make short work ...
From $118 per night (USD)
Expedia
From $223 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 $223 per night (USD)
VRBO
From $301 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 $301 per night (USD)
Expedia
From $121 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 $121 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Cozy & peaceful 1 bedroom condo with a balcony a block from Lido Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This a your perfect getaway to the most desired key on the Golf Coast - Lido Beach! 1 bdr, 1 bath 2nd floor sun filled a ...
From $203 per night (USD)
Expedia
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 $572 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 $572 per night (USD)
Expedia
From $1174 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 $1174 per night (USD)
VRBO
From $373 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 $373 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
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 $340 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 $481 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 $481 per night (USD)
Expedia
From $181 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 $181 per night (USD)
VRBO
From $1724 per night (USD)
Expedia
Lido Key Home with Pool and Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
NEW PROPERTY Welcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets ...
From $1724 per night (USD)
Expedia
From $595 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 $595 per night (USD)
VRBO
From $397 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 $397 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Southside Bungalow with Pool, Spa & Putting Green
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the ultimate Florida lifestyle with our newly renovated home, featuring a brand new heated pool, spa, and tur ...
From $465 per night (USD)
VRBO
From $328 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 $328 per night (USD)
Expedia
From $86 per night (USD)
VRBO
Sunny 1BR on Golf Course with Pool Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy 1BR on golf course with patio, trails & pools. Just 20 min to downtown, 25 to beaches, and 5 to shopping. 1-month m ...
From $86 per night (USD)
VRBO
From $338 per night (USD)
Expedia
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 $338 per night (USD)
Expedia
From $482 per night (USD)
VRBO
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 $482 per night (USD)
VRBO
From $188 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 $188 per night (USD)
Expedia
From $204 per night (USD)
VRBO
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 $204 per night (USD)
VRBO
From $1631 per night (USD)
Expedia
Luxury Resort-Like Home at St. Armands Circle and Lido Key Beach
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 $1631 per night (USD)
Expedia
From $364 per night (USD)
VRBO
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 $364 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia
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 $1515 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 $1515 per night (USD)
Expedia
From $209 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 $209 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 $81 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 $81 per night (USD)
VRBO
From $743 per night (USD)
VRBO
St Armands Key Walk to Beach - 3 Bedrooms 4+ Bathrooms Private Heated Pool
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Roomy contemporary single family home in the heart of St. Armand's Key available for monthly rental with discounts for l ...
From $743 per night (USD)
VRBO
From $796 per night (USD)
VRBO
Seabreeze Serenity: Coastal Luxury Retreat with Pool & Spa Steps from Lido Beach & St. Armands
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴Seabreeze Serenity: Lido Key Poolside Paradise, your private slice of coastal luxury—steps from Lido Beach & St. Arman ...
From $796 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Bright, airy and centrally located with fenced yard, dog friendly, close to Gulf
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sapphire Shores Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $203 per night (USD)
Expedia
From $302 per night (USD)
VRBO
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 $302 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Downtown Sarasota 2BR/2BA Retreat. Pool, Gym & Walkable to Dining & Arts!
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Modern Downtown Sarasota Retreat – 2BR/2BA Apartment at CitySide Experience Sarasota like a local with this stylish and ...
From $226 per night (USD)
Expedia
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 $121 per night (USD)
Expedia
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)
Expedia
From $144 per night (USD)
VRBO
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)
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 $221 per night (USD)
Expedia
Sapphire shores by the bay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This home is located in sapphire shores just one block to sapphire park where you can watch the most amazing su ...
From $221 per night (USD)
Expedia
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)
Expedia
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)
Expedia
From $260 per night (USD)
VRBO
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)
VRBO
From $418 per night (USD)
Expedia
4-bedroom house in marvelous Sarasota with fitness room, AC, WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Unwind in Sarasota at this fantastic house. With 4 bedrooms and 3 bathrooms, this tranquil retreat offers guests a peace ...
From $418 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Luxury House Walking Distance to Ocean - Sleeps 12
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Summary: Unwind in this stylish Three Bedroom home in Sarasota, Florida. The City is full of award-winning restaurants, ...
From $304 per night (USD)
VRBO
From $454 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
Waterfront condo. Walk to downtown, Selby Botanical Gardens and Bayfront Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sarasota is waiting for you at this 2-bedroom 2 and a half bath condo. This waterfront property features 2 queen beds, r ...
Click For Pricing
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 $329 per night (USD)
VRBO
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)
VRBO
From $1759 per night (USD)
Expedia
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)
Expedia
From $363 per night (USD)
VRBO
4-bedroom house in fabulous Sarasota
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming 4BR/3BA Sarasota home just minutes from downtown, beaches, and local attractions! Features include a fully equi ...
From $363 per night (USD)
VRBO
From $210 per night (USD)
Expedia
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 $210 per night (USD)
Expedia
From $329 per night (USD)
VRBO
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)
VRBO
From $212 per night (USD)
Expedia
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)
Expedia
From $223 per night (USD)
VRBO
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 $223 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 $139 per night (USD)
VRBO
Modern Sarasota Condo w/ Pool: Walk to Water!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
WFH Friendly | Community Kitchen w/ Gas Grill | 4 Mi to Lido Key Beach Book your next long-term stay in the Sunshine St ...
From $139 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

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