Southgate Rentals
From $427 per night (USD)VRBO
Seaside Haven 10min to Siesta Keys - 4BR / 2.5BA House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Soak up the sun in this stunning NEW (2024) villa with a saltwater pool & hot tub in Sarasota! 2 pm check-in and 12 pm ...
From $427 per night (USD)VRBO
From $218 per night (USD)Expedia
Beautiful and sunny villa with the view of the pool and lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Sarasota, this condo is a dream. With 2 bedrooms featuring a queen and king bed, guests will have a perfect a ...
From $218 per night (USD)Expedia
From $425 per night (USD)VRBO
Luxury Home, Pool, Mins to Top Beaches and Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your stunning modern oasis in the heart of Sarasota, where design meets luxurious comfort! This stunning two- ...
From $425 per night (USD)VRBO
From $168 per night (USD)Expedia
Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oasis on Osprey in charming Sarasota is only minutes away from the white sand beaches of Siesta Key, Marina Jack, Downt ...
From $168 per night (USD)Expedia
From $167 per night (USD)VRBO
Peaceful Beach Home Fully Equipped!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fully equipped cozy beach home warmly decorated! Just steps away from Publix, Payne Park and Legacy Trail. Short drive t ...
From $167 per night (USD)VRBO
From $154 per night (USD)VRBO
Modern Studio Retreat • Near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your cozy retreat! Our charming guest house is the best getaway for couples and small families eager to explo ...
From $154 per night (USD)VRBO
From $392 per night (USD)VRBO
Beautiful 3-bedroom house with heated pool and e-bikes near Siesta Key beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover this charming Sarasota Sunshine Pool House, 10 min from Siesta Key Beach and 5 min from downtown Sarasota’s res ...
From $392 per night (USD)VRBO
From $186 per night (USD)Expedia
Surfside Villa | Private POOL + Sunroom!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
BNB Breeze Presents: Surfside Villa! Experience this stunning, newly-renovated home in the heart of Sarasota, located ju ...
From $186 per night (USD)Expedia
From $208 per night (USD)VRBO
Robinhood Beach Villa
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Now Booking Summer 2026! 30% off stays of 28 night or more!! *Please note our "Moderate Cancellation Policy" listed only ...
From $208 per night (USD)VRBO
From $380 per night (USD)Expedia
Heated Pool Retreat • 3BR • Minutes to Siesta Key & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat offers a bright, open floor plan, chef’s kitchen, and ...
From $380 per night (USD)Expedia
From $362 per night (USD)VRBO
Very bright 3-bedroom pool villa, close to siesta Key beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
And there will be light! This mid-century architect-designed house will charm you with its bay windows and sliding doo ...
From $362 per night (USD)VRBO
From $349 per night (USD)VRBO
Family Friendly House with Private Pool near Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this beautiful 3-bedroom, 3-bathroom fully furnished home, perfectly located just minutes from downtown Saraso ...
From $349 per night (USD)VRBO
From $389 per night (USD)VRBO
Sarasota Prime. 4-bedroom house in phenomenal Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your ultimate vacation haven in sunny Sarasota, Florida! This spacious 4-bedroom, 3-bathroom home is just a s ...
From $389 per night (USD)VRBO
From $523 per night (USD)Expedia
Luxury Pool & Game Retreat • Close to Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury retreat with a heated pool, full game room, lush privacy, and unbeatable location—just minutes to Siesta Key & Li ...
From $523 per night (USD)Expedia
From $384 per night (USD)VRBO
Newly renovated 3 bedroom 2 bathroom w/ pool. 8 minutes to Siesta Key Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This completely renovated Sarasota house features 3 bedrooms, 2 bathrooms and is less than ten minutes to Siesta Key, ho ...
From $384 per night (USD)VRBO
From $233 per night (USD)Expedia
Sarasota home beautiful! Nestled on Bermuda Brook
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This spacious and newly remodeled classic Florida-style home is conveniently located in central Sarasota. All well known ...
From $233 per night (USD)Expedia
From $338 per night (USD)VRBO
Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Sarasota, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 tw ...
From $338 per night (USD)VRBO
From $463 per night (USD)Expedia
Luxury Coastal Home w/ Heated Saltwater Pool & Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Paradise on Prospect, a modern, luxurious, professionally decorated rental property offering an unp ...
From $463 per night (USD)Expedia
From $400 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 $400 per night (USD)VRBO
From $177 per night (USD)Expedia
Peaceful Cottage Near Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book your Summer 2026 Getaway *Please note our "Moderate Cancellation Policy" listed only applies to bookings during m ...
From $177 per night (USD)Expedia
From $290 per night (USD)VRBO
Relaxing Sarasota Stay Just 3 Miles to Siesta Key Beach – Family friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect beach escape in this spacious 3-bedroom home, located just minutes from the world-famous Siesta Beach! ...
From $290 per night (USD)VRBO
From $307 per night (USD)Expedia
Comfy Two-Story Seahorse Haven Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This Sarasota two story condo boasts 2 inviting and comfortable bedrooms. Bedroom one is equipped with a comfortable kin ...
From $307 per night (USD)Expedia
From $113 per night (USD)VRBO
Chic studio with WiFi and AC in tranquil Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio in Sarasota is perfect for your escape to the sunshine state. With a cozy murphy bed, washing machine, WiFi, ...
From $113 per night (USD)VRBO
From $232 per night (USD)VRBO
Charming 3- Bedroom house with AC and WiFi in lovely Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Consider this house your home away from home while you visit Sarasota. This delightful property boasts 3 bedrooms, inclu ...
From $232 per night (USD)VRBO
From $351 per night (USD)VRBO
Jungle Nook | Waterfront + Grill + Large Back Deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
BNB Breeze Presents: Jungle Nook! Welcome to Jungle Nook, a stunning beach home nestled right on the river in beautiful ...
From $351 per night (USD)VRBO
From $201 per night (USD)Expedia
Nottingham Beach Bungalow near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Book Your Summer 2026 Getaway Now! 28+ day stays get 30% discount! *Please note our "Moderate Cancellation Policy" lis ...
From $201 per night (USD)Expedia
From $358 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 $358 per night (USD)VRBO
From $454 per night (USD)Expedia
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 $454 per night (USD)Expedia
From $163 per night (USD)VRBO
Tropical Pool Home with Grill & Firepit! Close to Downtown, Pinecraft & Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious Sarasota Getaway with Heated Pool, Outdoor Living & Central Location – 3BR/3BA Welcome to your dream retreat i ...
From $163 per night (USD)VRBO
From $531 per night (USD)Expedia
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 $531 per night (USD)Expedia
From $143 per night (USD)VRBO
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 $143 per night (USD)VRBO
From $161 per night (USD)Expedia
Brookline Retreat | Heated Pool + Pickleball Court
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Brookline Retreat! This is the perfect home to spend 30+ nights in Sarasota. Located just a short d ...
From $161 per night (USD)Expedia
From $180 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 $180 per night (USD)VRBO
From $343 per night (USD)Expedia
Private Salt Water Pool Oasis Minutes to Siesta Key Beach Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to your private Sarasota getaway! Enjoy the perfect Florida escape in this spacious, serene 3-bedroom, 2-bath , ...
From $343 per night (USD)Expedia
From $325 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 $325 per night (USD)VRBO
From $344 per night (USD)Expedia
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 $344 per night (USD)Expedia
From $664 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 $664 per night (USD)VRBO
From $615 per night (USD)Expedia
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to your private oasis in sunny Florida! Nestled along the serene Phillippi Creek, this stunning villa offers the ...
From $615 per night (USD)Expedia
From $380 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 $380 per night (USD)VRBO
From $125 per night (USD)VRBO
La Mia Casa II
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your own private resort with a beautiful beach atmosphere, ensuring endless fun.Make yourself at home in this delightful ...
From $125 per night (USD)VRBO
From $275 per night (USD)VRBO
Family Sarasota 3BR Home With Heated Pool & Large Yard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Get ready to smile as you enter this home in the sought-after Arlington Park neighborhood of Sarasota! This un ...
From $275 per night (USD)VRBO
From $260 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 $260 per night (USD)VRBO
From $204 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 $204 per night (USD)VRBO
From $220 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 $220 per night (USD)Expedia
From $859 per night (USD)VRBO
Coastal Lodge | Private Heated Pool + Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
BNB Breeze Presents: Coastal Lodge! Located in the heart of Pinecraft!! Steps away from the ice-cream shop, postal, and ...
From $859 per night (USD)VRBO
From $733 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 $733 per night (USD)Expedia
From $932 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 $932 per night (USD)VRBO
From $671 per night (USD)Expedia
3-bedroom house, Heated Saltwater Pool w/ cage and NEW furniture
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
VR25-00032 Welcome to this centrally located 6 minute drive to downtown home! The Legacy trail is right around the corne ...
From $671 per night (USD)Expedia
From $501 per night (USD)VRBO
Minutes from Siesta Key, Heated saltwater pool with fabulous pool deck.
- 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 $501 per night (USD)VRBO
From $410 per night (USD)Expedia
Pinecraft - the House at Phillippi Crossing - 3 bedroom, 3 bathroom
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 - Bedroom, 3 - Bathroom house in beautiful Pinecraft, Sarasota. Sleeps 6 adults comfortably. ...
From $410 per night (USD)Expedia
From $182 per night (USD)VRBO
Relaxing 2Bd 2Bth. 2 Heated Pools. Near Everything. Family Owned & Operated.
- 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 $182 per night (USD)VRBO
From $226 per night (USD)Expedia
Charming 3‑BR Sarasota Retreat — Minutes to Beaches & Downtown
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy Sarasota getaway awaits at this charming 3-bedroom home in Arlington Park. Ideal for families or friends, the ...
From $226 per night (USD)Expedia
From $304 per night (USD)VRBO
Palm Breeze Luxury - Resort Style Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Palm Breeze! Just outside of Downtown and near the Legacy Trail, this home is nestled in a peaceful neighbor ...
From $304 per night (USD)VRBO
From $200 per night (USD)Expedia
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 $200 per night (USD)Expedia
From $522 per night (USD)VRBO
Southside Bungalow - Sleeps 8 - Pool, Spa & Putting Green
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Live the ultimate luxury Florida lifestyle at this newly renovated 3BD/2BA retreat, featuring a private heated pool, bub ...
From $522 per night (USD)VRBO
From $236 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 $236 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 $101 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 $101 per night (USD)VRBO
From $405 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 $405 per night (USD)VRBO
From $509 per night (USD)Expedia
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. The house is located just ...
From $509 per night (USD)Expedia
From $380 per night (USD)VRBO
Moonlight Villa w/ Hot Tub, Pool, Turf Yard!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Moonlight Villa! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes a ...
From $380 per night (USD)VRBO
From $316 per night (USD)Expedia
Chic Mid-Century Home in Quiet Area, Heated 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 Heated Pool, Just Minutes from Siesta Key! ...
From $316 per night (USD)Expedia
From $153 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 $153 per night (USD)VRBO
From $223 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 $223 per night (USD)Expedia
From $223 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 $223 per night (USD)VRBO
From $317 per night (USD)Expedia
Sandy Feet - family-friendly, private heated pool, 5 mls to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
SANDY FEET is a newly renovated & furnished, single-family home wit heated private pool in the heart of Sarasota. The ho ...
From $317 per night (USD)Expedia
From $699 per night (USD)VRBO
Legacy's Palm of Paradise (Lux) | Private Heated Pool + Putt Putt Course + Tiki Hut
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Legacy's Palm of Paradise! This home is Lux!! Located on a quiet dead end street this home is packe ...
From $699 per night (USD)VRBO
From $170 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 $170 per night (USD)VRBO
From $254 per night (USD)VRBO
Spacious 3BR Retreat • King Beds • Close to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this bright, modern 3-king-bedroom family home, this sunny, single-level retreat sleeps 6 adults comfortably. ...
From $254 per night (USD)VRBO
From $277 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 $277 per night (USD)Expedia
From $240 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 $240 per night (USD)VRBO
From $200 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 $200 per night (USD)VRBO
From $188 per night (USD)VRBO
Splish Splash Retreat | Saltwater Pool + Grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Splish Splash Retreat This charming home offers a serene escape with a unique view of a large pond ...
From $188 per night (USD)VRBO
From $302 per night (USD)Expedia
Family-Friendly 3BR Pool Home, Minutes to Siesta Key Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Sarasota getaway! Relax and unwind in this beautifully updated 3-bedroom home featuring a private pool, ...
From $302 per night (USD)Expedia
From $244 per night (USD)VRBO
Villa Paradiso - Private 3 Bed Pool Home by The Bay & Key Collection
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to style and serenity in this beautifully designed 3-bedroom mid-century, modern contemporary home. Located in a ...
From $244 per night (USD)VRBO
From $550 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 $550 per night (USD)Expedia
From $183 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 $183 per night (USD)VRBO
From $393 per night (USD)Expedia
Heated Pool & Hot Tub | 4BR Sarasota Home – Pets OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Heated saltwater pool, hot tub, and screened lanai with outdoor TV — this fully renovated 4-bed, 2-bath Saraso ...
From $393 per night (USD)Expedia
From $363 per night (USD)VRBO
Lux pool home 10 minutes from Siesta Key and Downtown Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Sarasota by being 10 minutes from Siesta Key Beach and vibrant Downtown! With 3 bedrooms including a king bed, ...
From $363 per night (USD)VRBO
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Fabulous Granada Bungalow. Family-friendly walkable neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Whether you’re escaping winter or seeking a new sun‑filled home retreat, Granada Bungalow is waiting and is ideal for se ...
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From $74 per night (USD)VRBO
Fantastic price for the right seasonal person and even a fur baby friend!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Secret Garden is an adorable private and fenced get away at the end of a remodeled cracker house perfect for just th ...
From $74 per night (USD)VRBO
From $728 per night (USD)VRBO
Arlington Oasis - Luxury 5 Bed Home, Heated Pool, E-bikes by The Bay & Key Collection
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Modern Coastal Luxury Retreat in the Heart of Sarasota – Just Minutes from Siesta Key Beach Escape to a haven of refine ...
From $728 per night (USD)VRBO
From $239 per night (USD)VRBO
Lovely ❤ Cottage near the Beach & Downtown SRQ.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Best thing about this home is LOCATION. Very central to everything Sarasota. This home has its own private entrance, ou ...
From $239 per night (USD)VRBO
From $236 per night (USD)Expedia
Casa Eli - Lovely Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Single-level, private entrance, 900 sf, everything BRAND-NEW inside: Beds, Large Flat Screens, fully-stocked kitchen, w ...
From $236 per night (USD)Expedia
From $188 per night (USD)VRBO
Tranquil studio with AC in sunny Sarasota, close to beach and downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this marvelous fully self-contained studio in Sarasota. This welcoming space features 1 cozy queen bed, 1 bathr ...
From $188 per night (USD)VRBO
From $244 per night (USD)Expedia
Charming 2-bedroom house with AC in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your vacation “home away from home”. This cozy home, nestled just minutes away from Siesta Key and other beautiful near ...
From $244 per night (USD)Expedia
From $257 per night (USD)VRBO
Peaceful Sarasota Luxury Lakefront Retreat – 6 Miles to Siesta Key & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Serene Sarasota Lakeside Retreat – the perfect blend of comfort, convenience, and Florida charm. Nestle ...
From $257 per night (USD)VRBO
From $1158 per night (USD)Expedia
Luna Nueva: Private Pool, New Renovation, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RENOVATED Luna Neuva, a stunning Villa that can be enjoyed individually or combined with its sister unit, Villa Las Flor ...
From $1158 per night (USD)Expedia
From $1158 per night (USD)VRBO
Villa Las Flores: Private Pool Renovation Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RENOVATED Villa Las Flores, a stunning Villa that can be enjoyed individually or combined with its sister unit, Luna Nue ...
From $1158 per night (USD)VRBO
From $1871 per night (USD)Expedia
2 Villas back to back, 2 Private Heated Pools, New Renovation
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
RENOVATED Luna Flores, a stunning Villa that combines Villa Las Flores and Luna Nueva. At Luna Flores, enjoy 2 heated p ...
From $1871 per night (USD)Expedia
From $448 per night (USD)VRBO
Riviera Retreat | Private Heated Pool + Infinity Game Table
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Riviera Retreat Welcome to Riviera Retreat, a stunning home nestled in the heart of Sarasota, Flori ...
From $448 per night (USD)VRBO
From $260 per night (USD)Expedia
Charming 2-bedroom house in cool Sarasota with AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2-bedroom house in Sarasota is perfect for your escape to relaxation. With a king bed, twin bed, and queen bed, gue ...
From $260 per night (USD)Expedia
From $206 per night (USD)VRBO
Boho Bungalow · 10 Minutes to Siesta Key Beach and 5 Minutes to Downtown.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sun, sand, and the best of Sarasota — all within reach. Nestled in the heart of Sarasota, this charming Boho bungalow pu ...
From $206 per night (USD)VRBO
From $199 per night (USD)Expedia
< 3 Mi to Dtwn: Pet-Friendly Sarasota Stay w/ Yard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
6 Mi to Beaches | Walk to Park | Quiet Neighborhood Your home base for all things Sarasota awaits at this cozy 1-bedroo ...
From $199 per night (USD)Expedia
From $315 per night (USD)VRBO
Palm Tree Haven
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Sarasota getaway! This beautifully designed two-bedroom home offers the perfect blend of comfort, conven ...
From $315 per night (USD)VRBO
From $221 per night (USD)Expedia
New Luxury Stay. Backyard Games. Near Siesta Key.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Retreat on Irving, a thoughtfully designed Sarasota home where your comfort comes first. This is home provide ...
From $221 per night (USD)Expedia
From $772 per night (USD)VRBO
Highland Cove Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Highland Cove, your serene Sarasota retreat just 15 minutes from the world-famous Siesta Key Beaches. Nestled ...
From $772 per night (USD)VRBO
From $556 per night (USD)Expedia
Modern Home w/ Heated Pool, Spa + Putting Green
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the whole family to this great place with lots of room for fun. The home has everything you need for a fun vacatio ...
From $556 per night (USD)Expedia
From $520 per night (USD)VRBO
Paradise Home 3 Near Siesta Key Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Modern and completely renovated duplex with a spacious backyard featuring two jacuzzis, making gatherings with family an ...
From $520 per night (USD)VRBO
From $379 per night (USD)Expedia
Private Pool + Fire Pit | Dandelion Drift
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
BNB Breeze Presents: Dandelion Drift! Welcome to Dandelion Drift, a serene oasis nestled in beautiful Sarasota, Florida. ...
From $379 per night (USD)Expedia