Sarasota Rentals
From $331 per night (USD)VRBO
Dog-Friendly, Private Pool Home with Golf & Cycling at Bobby Jones Golf Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bobby Jones Golf Club! This dog-friendly 3-bedroom, 2-bathroom pool home is perfect for golf lovers, nature enthusiasts, ...
From $331 per night (USD)VRBO
From $113 per night (USD)Expedia
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)Expedia
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 $254 per night (USD)Expedia
HUGE HEATED SALT POOL! NEAR DOWNTOWN! TV IN EVERY BEDROOM!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
30 FT LONG HEATED POOL. 8 minutes away from downtown Sarasota. Walking distance to a major plaza that has grocery store ...
From $254 per night (USD)Expedia
From $201 per night (USD)VRBO
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)VRBO
From $358 per night (USD)Expedia
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)Expedia
From $751 per night (USD)VRBO
Charming 4-bedroom Pool Home in Sarasota Fl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Sarasota, this large pool home is a close bike ride to downtown restaurants and beaches. This home can comfor ...
From $751 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 $217 per night (USD)VRBO
NEW! Waterfront Luxury in Sarasota – Near Downtown & Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...
From $217 per night (USD)VRBO
From $321 per night (USD)Expedia
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bay Breeze Bungalow - Waterfront Pool, Dock & Kayaks 💖 Why You'll Love This Home Glide your kayak from a private dock ...
From $321 per night (USD)Expedia
From $359 per night (USD)VRBO
City Cottage | Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
🌴 City Cottage - Cocktail Pool + Walk to Downtown 💖 Why You'll Love This Home Step back in time—without sacrificing c ...
From $359 per night (USD)VRBO
From $336 per night (USD)Expedia
Heated Salt Water Pool & Fire Pit Retreat in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor o ...
From $336 per night (USD)Expedia
From $314 per night (USD)VRBO
Modern Arts District Retreat • Walk to The Bay & Van Wezel • Near Ringling
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Sarasota Arts & Culture Retreat — a modern, beautifully furnished 1BR + private den condo located in one ...
From $314 per night (USD)VRBO
From $213 per night (USD)Expedia
3/2 Bay View Condo, Pool, Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this exquisite top-floor, 3 bedroom, 2 bath, end-unit condo at Bay Harbour by FVC. Newly furnished in 2022 an ...
From $213 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 $642 per night (USD)VRBO
Shore Thing | Luxe Pool Oasis, Hot Tub, Siesta Key Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Imagine waking up in your own private coastal retreat. At Shore Thing, island serenity meets modern luxury—your dream Si ...
From $642 per night (USD)VRBO
From $409 per night (USD)VRBO
Charming 3BD Retreat near Sarasota Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Relax in our 3-bed, 2-bath private vacation home, just 10 minutes north of Downtown Sarasota and minutes from world-famo ...
From $409 per night (USD)VRBO
From $533 per night (USD)VRBO
Walkable to Beach, Restaurants, Entertainment & More!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WOW location!!! Minutes walk to Lido Beach or Famous St. Armand's Circle for amazing Restaurants, Shopping & Entertainme ...
From $533 per night (USD)VRBO
From $214 per night (USD)Expedia
Lido Beach Retreat - Book your romantic escape today!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lido Beach Retreat by Tropical Sands Accommodations Minimum stay duration of 7 days/nights Welcome to Lido Beach Retr ...
From $214 per night (USD)Expedia
From $275 per night (USD)VRBO
Modern Beach Bungalow on Lido Key 1/2 mile from St Armands Circle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to room 120 at Lido Dorset Condominium! Nestled in beautiful Sarasota at Lido Key, this delightful & quaint cond ...
From $275 per night (USD)VRBO
From $975 per night (USD)Expedia
Dog-friendly gated spacious Siesta Key Getaway — Pool, Spa, & Mancave.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Discover your perfect getaway on the prestigious North End of Siesta Key, where coastal sophistication meets relaxed isl ...
From $975 per night (USD)Expedia
From $275 per night (USD)VRBO
Luxury Park-View Townhome | EV Charger | Walk to Downtown Sarasota /Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
An exceptional contemporary residence overlooking the tranquil canopy of Gillespie Park, this brand-new end-unit townhom ...
From $275 per night (USD)VRBO
From $180 per night (USD)Expedia
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)Expedia
From $168 per night (USD)VRBO
VILLA SIESTA IV-priv cottage Downtown Secret Community-Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come to our hidden secret community, -moments to downtown- private, pristine, and very quiet! . Be our gu ...
From $168 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 $1122 per night (USD)Expedia
Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
🌊 The Pearl on the Bay — Bayfront Luxury Retreat | Heated Pool, Spa, Fire Table, Sunsets & Water Access 💖 Why You'll ...
From $1122 per night (USD)Expedia
From $344 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 $344 per night (USD)VRBO
From $664 per night (USD)Expedia
3-bedroom house in awesome Sarasota with WiFi, AC. Enjoy your stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Sarasota at this terrific house. With 3 bedrooms including 1 king, 1 queen, and 1 twin bed, ...
From $664 per night (USD)Expedia
From $1228 per night (USD)VRBO
Escape to The Big Dipper: Siesta Key Canal Front Home with Pool and Private Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Big Dipper by Siesta Key Luxury Rental Properties Vacation Rental License #VR24-00291 Minimum stay duration of 7 d ...
From $1228 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 $303 per night (USD)Expedia
Breezemont Bungalow | Private Heated 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 $303 per night (USD)Expedia
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)Expedia
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)Expedia
From $733 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 $733 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 $152 per night (USD)VRBO
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 Course is now open to the public. Tee times are ava ...
From $152 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 $360 per night (USD)VRBO
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 $360 per night (USD)VRBO
From $734 per night (USD)Expedia
#1 Hidden Sandbar Siesta Key Beach & Kayak-Hidden 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 $734 per night (USD)Expedia
From $220 per night (USD)VRBO
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)VRBO
From $597 per night (USD)Expedia
2BR Lido Key condo close to beach, and full kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
🏆 Exclusive Amenities Include: • Lido Beach Access across the street • Walk to St. Armands Circle (shops, dining + nigh ...
From $597 per night (USD)Expedia
From $360 per night (USD)VRBO
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 $360 per night (USD)VRBO
From $859 per night (USD)Expedia
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)Expedia
From $215 per night (USD)VRBO
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 $215 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 $89 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 $89 per night (USD)VRBO
From $609 per night (USD)Expedia
Walk to Lido Beach Tiki Bar, 2 Queen Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
🏆 Exclusive Amenities Include: • Lido Beach Access across the street • Walk to St. Armands Circle and Lido Beach Tiki B ...
From $609 per night (USD)Expedia
From $89 per night (USD)VRBO
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 features a master bedroom with a king ...
From $89 per night (USD)VRBO
From $932 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 $932 per night (USD)Expedia
From $671 per night (USD)VRBO
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)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 $197 per night (USD)Expedia
Cozy & Peaceful Lido Beach Condo — Steps to the Beach and St. Armands.
- 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 $197 per night (USD)Expedia
From $226 per night (USD)VRBO
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)VRBO
From $651 per night (USD)Expedia
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 $651 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 $493 per night (USD)Expedia
Laurel Park Luxe - Pool, Grill, Putting Green & Guest Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Discover a downtown Sarasota luxury retreat in the heart of historic Laurel Park, perfectly positioned near acclaimed di ...
From $493 per night (USD)Expedia
From $524 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 $524 per night (USD)VRBO
From $522 per night (USD)Expedia
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)Expedia
From $236 per night (USD)VRBO
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)VRBO
From $286 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 $286 per night (USD)Expedia
From $323 per night (USD)VRBO
3BR Sarasota Home w/Private Heated Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Cert # VR25-00083 Peaceful Coastal Retreat with Pool — Steps from Sarasota Bay Welcome to your serene escape in the hea ...
From $323 per night (USD)VRBO
From $109 per night (USD)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 ...
From $109 per night (USD)Expedia
From $343 per night (USD)VRBO
Modern beach house Tiki Bar, covered pool-sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Vacation rental Registration number VR25-00020 About this space This 4-bedroom, 2-bathroom home is perfect for families, ...
From $343 per night (USD)VRBO
From $185 per night (USD)Expedia
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)Expedia
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 $176 per night (USD)Expedia
Charming 1-bedroom apartment in the heart of Downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This wonderful apartment in Sarasota is the perfect home base for your trip. With a cozy bedroom featuring a queen bed a ...
From $176 per night (USD)Expedia
From $509 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. The house is located just ...
From $509 per night (USD)VRBO
From $264 per night (USD)Expedia
Heated Pool, Minutes to Top Beaches & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this newly remodeled pet-friendly Sarasota home featuring a private screened-in heated pool, ping pong table, ...
From $264 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 $207 per night (USD)Expedia
The Strand, New Luxury Downtown Sarasota Condo on the bay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is the first time we've rented our snowbird escape. Two year old luxury condo on the 3rd floor overlooking the res ...
From $207 per night (USD)Expedia
From $516 per night (USD)VRBO
Spacious 4-bedroom house, 6 Beds, Screened In Heated Saltwater Pool, Arcades
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Discover this 4-bedroom gem in Sarasota. This serene house boasts 3 king beds, 1 twin bed, and 2 full beds, perfect for ...
From $516 per night (USD)VRBO
From $1014 per night (USD)VRBO
Fruit and Botanical Garden Estate 2 miles to downtown EV
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking ple ...
From $1014 per night (USD)VRBO
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 $122 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 $122 per night (USD)Expedia
From $283 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 $283 per night (USD)VRBO
From $201 per night (USD)Expedia
Charming Sapphire Shores Bungalow with Backyard Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Certificate Number: 25-VR-000020 Discover the beauty of Sarasota from this 2-bedroom bungalow that's bursting with Flori ...
From $201 per night (USD)Expedia
From $454 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 $454 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 $348 per night (USD)VRBO
Laurel Park Oasis - Pool, Grill & Putting Green - Main House Only
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind at this charming luxury cottage in the heart of downtown Sarasota's historic Laurel Park, just four blocks from M ...
From $348 per night (USD)VRBO
From $223 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 $223 per night (USD)Expedia
From $190 per night (USD)VRBO
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 bot ...
From $190 per night (USD)VRBO
From $232 per night (USD)Expedia
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 ...
From $232 per night (USD)Expedia
From $203 per night (USD)VRBO
All the Florida fun you can have in this charming 3-bedroom townhome in downtow
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
You will enjoy easy access to everything from this centrally located place. You can walk to the downtown Sarasota with a ...
From $203 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 $159 per night (USD)VRBO
2-bedroom secondary suite in lovely Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in Sarasota, this cozy secondary unit with private entrance offers guests a retreat with 2 bedrooms - one with a ...
From $159 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 $387 per night (USD)VRBO
Chic 1BR Heart of Downtown City Views & Private Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your downtown oasis! This modern 1BR/1BA condo on the 3rd floor is fully equipped for a comfortable stay. You ...
From $387 per night (USD)VRBO
From $335 per night (USD)Expedia
Roaring 20s Bungalow - Laurel Park - Outdoor Space - 3-Bedroom, 3-Bathroom
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step into art deco elegance at this fully renovated, professionally managed luxury bungalow in historic Laurel Park. Whi ...
From $335 per night (USD)Expedia
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 $275 per night (USD)VRBO
Location!! Pickleball, Kayak, Legacy Trail, Beaches, Downtown
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Freshly updated bohemian costal: ✔️4 miles to gulf beaches, Siesta Key, Lido Beach ✔️Mins. to Marina Jack’s, golf course ...
From $275 per night (USD)VRBO
From $232 per night (USD)VRBO
Charming 2-bedroom house in lovely Sarasota with yard.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Sarasota, enjoy what this 2-bedroom house has to offer. This delightful property features 1 king bed and 2 tw ...
From $232 per night (USD)VRBO
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)VRBO
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)VRBO
From $183 per night (USD)Expedia
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)Expedia