Southgate Rentals
From $140 per night (USD)VRBO
Cozy Newly Remodeled Studio Apt-5 miles from the Famous Siesta Key Beach!!!🏝
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your exclusive retreat at Foxtail Palm, a meticulously curated haven designed to exceed your expectations. Si ...
From $140 per night (USD)VRBO
From $209 per night (USD)VRBO
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Looking for a tropical escape? This cozy cottage is perfect for you! A short drive or bike ride will be all that separat ...
From $209 per night (USD)VRBO
From $371 per night (USD)VRBO
Tropical Oasis Heated Pool Hot Tub Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to THE FUNKY FISH HOUSE, a luxurious, elegantly renovated vacation home just minutes from the #1-rated Siesta Ke ...
From $371 per night (USD)VRBO
From $310 per night (USD)Expedia
Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to our enchanting pool home nestled in the heart of Sarasota, just minutes away from the world-renowned Siesta Ke ...
From $310 per night (USD)Expedia
From $276 per night (USD)VRBO
Wonderful Vacation Home Near Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated and family-friendly home near Siesta Key Beach and downtown Sarasota. House is set up to sleep up to 8 p ...
From $276 per night (USD)VRBO
From $287 per night (USD)Expedia
Brand New Beautiful Rental Close to Beaches!!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family friendly vacation rental located only 15 minutes from beautiful Siesta Key beach and downtown Sarasota. It is lo ...
From $287 per night (USD)Expedia
From $446 per night (USD)VRBO
Enjoy a Sunny Winter near Siesta Key & Downtown Sarasota- Getaway Mins to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our Casa Azul Getaway, with nordic boho-chic decor, is situated in Sarasota’s charming neighborhood of South Poinsettia ...
From $446 per night (USD)VRBO
From $276 per night (USD)Expedia
Gorgeous, Update POOL Home 5 Minutes to Siesta-Home to the Best Beach in the US
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gorgeous home with Heated pool and updated amenities - fun for the whole family. Location, Location, Location! Bike ride ...
From $276 per night (USD)Expedia
From $409 per night (USD)VRBO
Private Lanai: Beautiful Sarasota Rental Home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
3 Mi to Botanical Gardens | Fenced Backyard Escape to 'The Melrose Sarasota,' a stylish 4-bedroom, 3-bath vacation rent ...
From $409 per night (USD)VRBO
From $296 per night (USD)Expedia
The Palms in Sarasota, heated private pool, near Beaches & Downtown, sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Experience a vibrant, newly renovated two-story featuring a stunning heated saltwater pool. This immaculate 3-bedroom re ...
From $296 per night (USD)Expedia
From $476 per night (USD)VRBO
Newly remodeled close to downtown and beaches 3/2 heated pool and screened lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Great location! In the desirable Southgate neighborhood on a quiet street close to everything Sarasota has to offer! Com ...
From $476 per night (USD)VRBO
From $191 per night (USD)Expedia
Cozy house near Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our newly furnished home. When you walk up to it, it looks like a cozy cottage too. The inside is fresh new a ...
From $191 per night (USD)Expedia
From $133 per night (USD)VRBO
Private Guesthouse w/ King Bed, Putting Green, Covered Patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to "Le Paradise"- a family friendly vacation house with an amazing king-sized bed, a beautiful lanai, and puttin ...
From $133 per night (USD)VRBO
From $364 per night (USD)Expedia
3/2 stunner w/ heated pool & hot tub paradise, minutes to beaches, NO FEES!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy our oasis from the world as we share this awesome updated 1950s pool home that's 4 miles from the beaches of Siest ...
From $364 per night (USD)Expedia
From $173 per night (USD)VRBO
Cozy 2 Bed, 1 Bath cottage close to Downtown Sarasota and the Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a 2 bedroomed, 1 bath house, centrally located near downtown Sarasota, pet friendly within walking distance to a ...
From $173 per night (USD)VRBO
From $318 per night (USD)Expedia
Newly Updated 3Beds 3Baths Plus Fun Backyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discount is available for longer stay!!! Make some memories at our unique and family-friendly place. This 1,677 square ...
From $318 per night (USD)Expedia
From $191 per night (USD)VRBO
Dean Ave | Screened-In Porch, Patio + Yard Games!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
BNB Breeze Presents: Dean Ave! This beautiful home in the heart of Sarasota is the ultimate destination for embracing th ...
From $191 per night (USD)VRBO
From $282 per night (USD)Expedia
3 bedroom Home with Pool Near Downtown.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sarasota City home with a location that can’t be beat. Easy drive to our Famous Siesta Key Beach, Lido Beach, Downtown ...
From $282 per night (USD)Expedia
From $411 per night (USD)VRBO
4 bed 3 bath Waterfront Home by Ralph Twitchell
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Originally designed by Ralph Twitchell, one of the founding members of the Sarasota School of Architecture, this midcent ...
From $411 per night (USD)VRBO
From $158 per night (USD)VRBO
Charming Retreat in the Heart of Sarasota. See reviews!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Bay fishing Siesta Key and ...
From $158 per night (USD)VRBO
From $651 per night (USD)VRBO
Stunning, ultra modern pool home within walking distance of Sarasota Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spectacular 1900 sq ft, 3/2 is perfectly located for everything Sarasota has to offer; world-class beaches, theater ...
From $651 per night (USD)VRBO
From $265 per night (USD)VRBO
Private single family home in great location. Close to downtown and beaches.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is an updated 2 Bed/2 bath clean home in great neighborhood. It has everything you need including all kitchen items ...
From $265 per night (USD)VRBO
From $192 per night (USD)VRBO
Pet friendly modern home, 2.7miles to Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful, modern, pet friendly vacation home with excellent location. Just 2.7 miles to Siesta Key no 1 in U.S! Minutes ...
From $192 per night (USD)VRBO
From $259 per night (USD)Expedia
Casa Lemon
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A 1 bedroom, pull out couch & air mattress, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in cen ...
From $259 per night (USD)Expedia
From $300 per night (USD)VRBO
Casa Orange
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
A 1 bedroom 1 bath cottage that comfortably sleeps 6 guests . Conveniently located in central Sarasota, in the quaint Am ...
From $300 per night (USD)VRBO
From $231 per night (USD)VRBO
Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home sta ...
From $231 per night (USD)VRBO
From $316 per night (USD)VRBO
Casa Grapefruit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in central Sarasota, in the quaint Amis ...
From $316 per night (USD)VRBO
From $645 per night (USD)Expedia
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌴 Casamigos | Heated Saltwater Pool, Tiki Bar, 0.8 Miles to Siesta Key Beach 💖 Why You'll Love This Home Experience i ...
From $645 per night (USD)Expedia
From $343 per night (USD)VRBO
Spacious 3/3 Apt w/Hot Tub/75in TV/Mac Computer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream retreat! This beautifully adorned 3-bedroom rental unit is the epitome of comfort and style. Need ...
From $343 per night (USD)VRBO
From $175 per night (USD)Expedia
One bedroom Mid-Century Gem, West of the Trail.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is wonderful one bedroom house, perfect for your next getaway. Its located west of the trail within walking distanc ...
From $175 per night (USD)Expedia
From $531 per night (USD)VRBO
Luxury home/heated private pool mins drive to Siesta Key & Downtown Sarasota.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury ranch home, private pool and veranda, only a short drive to Siesta Key Beach, the #1 beach in the United States. ...
From $531 per night (USD)VRBO
From $98 per night (USD)Expedia
Cozy and Private Studio Retreat near Downtown & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your private retreat in Sarasota! This charming duplex studio offers a comfortable and convenient stay, perfe ...
From $98 per night (USD)Expedia
From $361 per night (USD)VRBO
LOCATION SIESTA & DT SARASOTA Coastal/Elegant House West of the Trail Family Fun
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious charming coastal/elegance house. Fully equipped a perfect place for you and your family. THE SPACE Profession ...
From $361 per night (USD)VRBO
From $476 per night (USD)Expedia
2-bedroom vacation home just 11 minutes from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our charming 2-bedroom vacation home in the Southgate neighborhood of Sarasota! Nestled just a short 11-minut ...
From $476 per night (USD)Expedia
From $253 per night (USD)VRBO
Discover Hacienda del Sol - Dog-Friendly, Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $253 per night (USD)VRBO
From $202 per night (USD)Expedia
Pinecraft Paradise ~ Secluded Apt in central SRQ!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this trendy, chic apartment with a bit of coast ...
From $202 per night (USD)Expedia
From $165 per night (USD)VRBO
Farmhouse Flair Getaway ~ In Pinecraft Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...
From $165 per night (USD)VRBO
From $140 per night (USD)Expedia
Centrally located Condo, Sarasota Fl 34232
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BEAUTIFUL 2 BR/2 BA Newly Renovated Turnkey Furnished, Centrally Located Sarasota Condo for rent! Directly on the pool, ...
From $140 per night (USD)Expedia
From $271 per night (USD)VRBO
Relaxing 3BR/2Ba Oasis with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $271 per night (USD)VRBO
From $383 per night (USD)Expedia
Siesta Beach/DT-Private Family Paradise-3BR/2Ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our charming 3-bedroom vacation home in Sarasota, just a short 11-minute drive from the stunning Siesta Key Be ...
From $383 per night (USD)Expedia
From $258 per night (USD)VRBO
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great Location and Comfort are what makes this 3 Bedroom Vacation Home special. Located in the Pinecraft area off Bahia ...
From $258 per night (USD)VRBO
From $342 per night (USD)VRBO
Close to Beach & Downtown w/Pool, Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax & unwind in our newly updated single level 3 bedroom, 2 bath, 2 car garage with private pool. Located in Southgate ...
From $342 per night (USD)VRBO
From $171 per night (USD)VRBO
2/1 with Huge Backyard -- Pet Paradise--20 min from Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relax and unwind at this peaceful retreat, centrally-located within minutes of Sarasota's award-winning beaches, excelle ...
From $171 per night (USD)VRBO
From $197 per night (USD)VRBO
3 bedroom single level house 4 miles from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 2
Nice quiet location, just 4 miles from Siesta Key beach, single level house with huge backyard. Fully furnished, sand to ...
From $197 per night (USD)VRBO
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ARLINGTON PARK COTTAGE 🌴SELBY GARDENS 🌺 MARINA JACKS 🛥 O’LEARYS 🌅 A 1 MILE WALK😎
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
LOCATION 🌴 LOCATION! Welcome home to one of Sarasota’s most beloved and eclectic neighborhood’s ...
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From $275 per night (USD)Expedia
King bed, close to Siesta, Lido, and Downtown Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**NO PARTIES OR EVENTS!** Siesta Key Sarasota Sea Turtle home! Your family will be close to everything when you stay a ...
From $275 per night (USD)Expedia
From $350 per night (USD)VRBO
Arlington Park Area! Heated Pool 3Bedroom/2bath Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Arlington Park Area! Freshly renovated, beautiful 3 bedroom/2 bathroom home just 15 minutes away from the Siesta beach a ...
From $350 per night (USD)VRBO
From $374 per night (USD)VRBO
Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bright, inviting, and packed with all the modern comforts of home, this one-of-a-kind Sarasota vacation rental has every ...
From $374 per night (USD)VRBO
From $284 per night (USD)VRBO
Putt 'n Plunge Paradise: 3/2 House 10 mins to Downtown & 15 mins to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $284 per night (USD)VRBO
From $157 per night (USD)VRBO
Spacious 2 1/2 bed home.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Modern home has great room with cathedral ceiling and waterfall mural, large kitchen and master bedroom, includes extra ...
From $157 per night (USD)VRBO
Click For PricingVRBO
Luxury Villa near Siesta - private, heated screened pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
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From $399 per night (USD)Expedia
4/2 with pool & hot tub near downtown and beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your dream vacation family getaway! This rental home offers brand new mattresses and furnishings, ensuring utmost comfor ...
From $399 per night (USD)Expedia
From $303 per night (USD)VRBO
SARASOTA Heated Pool - Pet Friendly - Garage w/ EV Charger - Close to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this recently renovated mid-century modern house in Sarasota which is in very close proximity to all the best ...
From $303 per night (USD)VRBO
From $598 per night (USD)Expedia
Heated Pool, Breathtaking outdoor terraces & landscaping- Villa Serene Escape- Roelens Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Serene Escape- Heated Saltwater Pool, Breathtaking Villa, outdoor terraces, and beautiful landscaping. The charm ...
From $598 per night (USD)Expedia
From $170 per night (USD)VRBO
Sleeps 10 & pet friendly #3606 Villa Franca
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Ready to rent after hurricane Milton. You will find yourself in a cozy living room with brand new couches. Larg ...
From $170 per night (USD)VRBO
From $298 per night (USD)Expedia
Pool Home oasis just minutes to Siesta Key Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this sunny 3BR, 2BA Sarasota pool home—your perfect Florida retreat! Relax in the spacious outdoor area with g ...
From $298 per night (USD)Expedia
From $135 per night (USD)VRBO
Boho-Chic Sarasota Hideaway: Yard & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Gather your best mates and book a stay at this Instagram-worthy vacation rental in Sarasota. The cozy 3-bedroom, 1-bathr ...
From $135 per night (USD)VRBO
From $170 per night (USD)VRBO
Well appointed three bedroom two bath home with heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom two bath home in a gulf community. Terrazzo floors throughout the entire home. Private master suite with ...
From $170 per night (USD)VRBO
From $205 per night (USD)VRBO
Centrally Located, Sarasota Home Close To Amish Community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bedroom, 2 bathroom home is fully furnished, boasting a kitchen with a large island, large family room complete w ...
From $205 per night (USD)VRBO
From $307 per night (USD)Expedia
Best Location w/ Fenced Yard & Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $307 per night (USD)Expedia
From $286 per night (USD)VRBO
Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beac ...
From $286 per night (USD)VRBO
From $237 per night (USD)VRBO
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...
From $237 per night (USD)VRBO
From $383 per night (USD)VRBO
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta's North Bridge
- 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 $383 per night (USD)VRBO
From $315 per night (USD)Expedia
The Palms-Private Heated Pool, Hot Tub, Private backyard-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“The Palms" is a single-family home with a heated private pool in the heart of Sarasota. The home is 5 miles to the #1 b ...
From $315 per night (USD)Expedia
From $243 per night (USD)VRBO
The Oasis-Private Heated Pool, Hot Tub, Outdoor living space-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE OASIS is a newly renovated beach cottage with a heated private pool and hot tub in the heart of Sarasota. It is 5 mi ...
From $243 per night (USD)VRBO
From $350 per night (USD)Expedia
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
NEW HEATED POOL 3bdr/ 2 bth Charming 1948 build, COMPLETE REMODELED in FANTASTIC LOCATION! Arlington Park is only a few ...
From $350 per night (USD)Expedia
From $299 per night (USD)VRBO
4 BR/3BA Poolhouse is 4 miles from the famous Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This home has a fresh spa-like feel with modern touches. The U-shaped house wraps around a large patio with free-form po ...
From $299 per night (USD)VRBO
From $184 per night (USD)VRBO
Outdoor shower and wonderful private fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Sailors Daughter is a very unusual Mid century/contemporary home. With beautiful cross ventilation with the Winter t ...
From $184 per night (USD)VRBO
From $209 per night (USD)VRBO
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Sarasota rental perfect for family and friends getaways! 10 minutes from Siesta Key Beach! OUR rental features a comfy k ...
From $209 per night (USD)VRBO
From $222 per night (USD)VRBO
Siesta Side Stay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located approximately 5 miles from Siesta Key beach & Siesta Key Village and 2.5 miles from downtown Sarasota & the mari ...
From $222 per night (USD)VRBO
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Super Central Sarasota Serenity
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to charming, old Florida! Super centrally located on a peninsular with water views both sides of the house this ...
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From $380 per night (USD)Expedia
Pineapples House- POOL private SOUTH facing HOT TUB close to BEACHES -walkable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Pineapple House Sarasota where location, quality, cleanliness and relaxation are key. Enjoy the private P ...
From $380 per night (USD)Expedia
From $288 per night (USD)VRBO
Beautiful, Spacious Heated Pool Home - Close to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, spacious heated pool home - close to Siesta Key and Downtown Sarasota. Enjoy this 3 bedroom, 2 bath, private ...
From $288 per night (USD)VRBO
From $126 per night (USD)VRBO
ONLY A FEW MINUTES FROM THE #1 BEACH IN THE USA!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sarasota has been working around the clock to get ready for you to enjoy winter in the sun. And it has never been more a ...
From $126 per night (USD)VRBO
From $205 per night (USD)VRBO
Arlington Park House Sarasota Tropical Oasis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Arlington Park House Sarasota Tropical Oasis is a truly unique home located in Arlington Park Area of Sarasota Florida. ...
From $205 per night (USD)VRBO
From $170 per night (USD)VRBO
Safe Haven for you and your fur baby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A truly uniquely designed home, The Terrace is located on a quiet little street convenient to all that Sarasota has to o ...
From $170 per night (USD)VRBO
From $336 per night (USD)VRBO
NEW! The Dunes-Private Heated Pool, Hot Tub, Private backyard-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
THE DUNES is a newly renovated, single-family home with a heated private pool in the heart of Sarasota. The home is 5 mi ...
From $336 per night (USD)VRBO
From $331 per night (USD)VRBO
\"Stunning Home w/Heated Pool & Fenced Yard\"
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Newly remodeled 4 bedroom - 3 Bath home. Perfect for families as it comfortably sleeps 16 people and is located in a pea ...
From $331 per night (USD)VRBO
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Getaway Suite-HOT TUB! -5 miles from Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your delightful retreat, the Royal Palm! Nestled in the charming historic Pinecraft neighborhood, this impecc ...
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From $195 per night (USD)VRBO
Siesta/Sarasota 8 minute drive to Siesta Key and Beaches.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
PARADISE! Enjoy the white sandy beaches and beautiful blue water of Siesta Key. A fisherman's dream. Coastal home come ...
From $195 per night (USD)VRBO
From $194 per night (USD)VRBO
Near Siesta Key Beach, this Boho chic Sarasota pool home will feel like an oasis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Bohemian chic pet-friendly holiday home away from home, located in this simply quintessential “old Flori ...
From $194 per night (USD)VRBO
From $156 per night (USD)VRBO
Near Downtown + Ocean: Sarasota Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Smart Appliances | Vintage Bar Cart w/ Bartender Kit | Walk to Arlington Park & Aquatic Complex Full of colorful accent ...
From $156 per night (USD)VRBO
From $391 per night (USD)VRBO
Escape the noise of life.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Do you want a break from life? Come stay at our Phillippi Creek Retreat! Newly furnished 2 bedroom, 3 bathroom pool hom ...
From $391 per night (USD)VRBO
From $466 per night (USD)VRBO
Hidden Gem in Charming Sarasota, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tastefully designed home surrounded by lush palms and oak trees in the heart of Sarasota, Florida. The home is located i ...
From $466 per night (USD)VRBO
From $434 per night (USD)VRBO
Costa Del Ray | Heated Pool, Gym + Covered Patio!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Costa Del Ray! Nestled in the radiant heart of Sarasota, just 15 minutes away from both Lido Key B ...
From $434 per night (USD)VRBO
From $200 per night (USD)Expedia
Sarasota house near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Cozy 3 bed/2 bath home near Siesta Key beach. Almost completely renovated (kitchens bathrooms and laundry room). Fully f ...
From $200 per night (USD)Expedia
From $309 per night (USD)VRBO
Downtown Sarasota Private Vacation Home - Minutes to Beaches, Beautiful Backyard, and Pet-Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, ...
From $309 per night (USD)VRBO
From $626 per night (USD)Expedia
Living The Dream | Heated Pool + Putting Green + Swings
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and ...
From $626 per night (USD)Expedia
From $92 per night (USD)VRBO
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is the perfect spot for those looking for a peaceful retreat with all the excitement just a stone's throw away! You ...
From $92 per night (USD)VRBO
From $243 per night (USD)VRBO
Bright Sunny Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Relax with the whole family at this peaceful place to stay. Just a few short miles to the beach, right around the corner ...
From $243 per night (USD)VRBO
From $377 per night (USD)VRBO
Bahama Breeze | Private Pool w/ Patio + Outdoor TV!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bahama Breeze! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes awa ...
From $377 per night (USD)VRBO
From $263 per night (USD)Expedia
Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nice spacious ground floor one bedroom apartment. Just remodeled with new kitchen and bathroom. Front and rear patios. ...
From $263 per night (USD)Expedia
From $599 per night (USD)VRBO
Palm Paradise • Resort-Style Lanai • Private King Suite • Heated Pool/Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Magnolia House Sarasota: Where Luxury Lives Under the Palms ★"...“The best vacation home I’ve stayed in, and Jen is the ...
From $599 per night (USD)VRBO
From $192 per night (USD)Expedia
Cozy house at Arlington Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...
From $192 per night (USD)Expedia
From $222 per night (USD)VRBO
Ingram House 2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the heart of Sarasota, this home boasts 3 bedrooms and 2 bathrooms. Enjoy a peaceful get away from the crazin ...
From $222 per night (USD)VRBO
From $270 per night (USD)VRBO
Adorable Beach Bungalow with privacy yet 10 minutes to many events
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cute-as-a-button 2 bedroom bungalow located in the coveted and charming Southgate neighborhood, centrally located i ...
From $270 per night (USD)VRBO
From $373 per night (USD)VRBO
Adorable house with private pool- 15min from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this classic Southgate Sarasota 3BR/2BA Remodeled Home, which features a refreshing pool, and is conveniently ...
From $373 per night (USD)VRBO
From $124 per night (USD)Expedia
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SouthGate neighbor is a quiet older neighborhood with lots of trees. Good for walking or biking. Phillippi Creek runs by ...
From $124 per night (USD)Expedia
From $316 per night (USD)VRBO
Modern Adobe Oasis~Heated Pool~Fresh Remodel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...
From $316 per night (USD)VRBO
From $310 per night (USD)VRBO
Coastal modern POOL home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! This cozy home is tastefully decorated and has 3 bedrooms, all with queen beds, alo ...
From $310 per night (USD)VRBO