Southgate Rentals
From $310 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 $310 per night (USD)VRBO
From $436 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. This charming 2800 square ...
From $436 per night (USD)Expedia
From $391 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 $391 per night (USD)VRBO
From $146 per night (USD)Expedia
Sunshine 2-bedroom apartment 5 mile from Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are located in Sarasota 5 miles from the beach and downtown, 5 miles from I-75. Close to Supermark, mover theater, an ...
From $146 per night (USD)Expedia
From $171 per night (USD)VRBO
Charming 2-bedroom house in Sarasota with AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Sarasota like a local in this 2-bedroom house. The bedrooms feature 2 queen beds, perfect for a good night's ...
From $171 per night (USD)VRBO
From $207 per night (USD)Expedia
Robinhood Beach Villa
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
You will feel right at home in this cozy beach villa which gives you a natural beach feeling AND adds a modern feel with ...
From $207 per night (USD)Expedia
From $341 per night (USD)VRBO
Stylish Coastal 3BR • Pool • Near Downtown & Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat (2024) offers a bright, open floor plan, chef’s kitch ...
From $341 per night (USD)VRBO
From $315 per night (USD)Expedia
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 $315 per night (USD)Expedia
From $401 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 $401 per night (USD)VRBO
From $169 per night (USD)Expedia
Sunshine Bliss Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back and relax in this calm, stylish space. Cozy living space, fully equipped kitchen, and comfy bedrooms await. En ...
From $169 per night (USD)Expedia
From $153 per night (USD)VRBO
Charming 3-bedroom pool home in serene Sarasota with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Sarasota adventure begins at this marvelous 3-bedroom pool home. With 2 queen beds and 1 king bed, this property of ...
From $153 per night (USD)VRBO
From $629 per night (USD)Expedia
Serenity Springs | Private Heated Pool + Waterfall
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNBBreeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments ...
From $629 per night (USD)Expedia
From $805 per night (USD)VRBO
Modern New Home - Private Pool, Spa, Rooftop Deck, Game Room, & More! 🏝️ ☀️
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Waldemere's Wonderland: A Luxurious Retreat in Sarasota Welcome to Waldemere's Wonderland, a stunning luxury home nestle ...
From $805 per night (USD)VRBO
From $487 per night (USD)Expedia
Twin Palms | Two Houses + Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Twin Palms! This stunning 2 house oasis resides in the heart of Sarasota Florida and is located jus ...
From $487 per night (USD)Expedia
From $600 per night (USD)VRBO
Arlington Ocean Oasis! 5BR 5BA w/ Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal experience ...
From $600 per night (USD)VRBO
Click For PricingExpedia
Seaside Haven 10min to Siesta Keys - 4BR / 2.5BA House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this stunning NEW (2024 built) villa in Arlington Park, Sarasota! Featuring 4 BD, 2.5 BA, and just 10 min fr ...
Click For PricingExpedia
From $186 per night (USD)VRBO
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 $186 per night (USD)VRBO
From $219 per night (USD)Expedia
Cozy Pinecraft 2bd 1.5bath Cottage minutes to Downton Sarasota and Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in this beautifully styled 2-bedroom 1.5-bathroom home, perfectly located just minutes to Downtown Sa ...
From $219 per night (USD)Expedia
From $392 per night (USD)VRBO
Luxury Home, Pool, Mins to Beach and Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your modern oasis in the heart of Sarasota, where chic design meets luxurious comfort. This stunning two-stor ...
From $392 per night (USD)VRBO
From $575 per night (USD)Expedia
New Contruction Modern Outdoor Oasis Prime Location
- 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 $575 per night (USD)Expedia
From $809 per night (USD)VRBO
Modern Beauty for Family Gatherings
- 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 $809 per night (USD)VRBO
From $828 per night (USD)Expedia
2440 Arlington Park Luxury House
- 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 $828 per night (USD)Expedia
From $813 per night (USD)VRBO
Arlington Park Luxury 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 $813 per night (USD)VRBO
From $486 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 $486 per night (USD)Expedia
From $690 per night (USD)VRBO
LUXURIOUS VILLA WATERFRONT NEAR SIESTA KEY BEACH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your private oasis in sunny Florida! Nestled along the serene Phillippi Creek, this stunning villa offers the ...
From $690 per night (USD)VRBO
From $201 per night (USD)Expedia
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 $201 per night (USD)Expedia
From $691 per night (USD)VRBO
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 ...
From $691 per night (USD)VRBO
From $431 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 $431 per night (USD)Expedia
From $200 per night (USD)VRBO
Siesta Queen private house is Sarasota Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Siesta Queen! This beautifully decorated 3-bedroom, 2-bathroom home offers the perfect blend of comfort, styl ...
From $200 per night (USD)VRBO
From $405 per night (USD)Expedia
3-bedroom house in brilliant Sarasota with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Located in Sarasota, enjoy what this 3-bedroom house has to offer. With 1 king bed, 1 queen bed, 1 bunk bed, and 1 full ...
From $405 per night (USD)Expedia
From $287 per night (USD)VRBO
Sarasota Memories For a Lifetime, 3 Bedroom, 3 Bathroom With Large Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Experience the allure of Sarasota Memories for a Lifetime, a beautiful rental with a Mid Century Modern Feel. This 3-bed ...
From $287 per night (USD)VRBO
From $247 per night (USD)Expedia
Amazing Pool House near Downtown and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
From $247 per night (USD)Expedia
From $228 per night (USD)VRBO
Siesta Key, 2.5 miles away! Close to everything.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
You’re just a short drive from Siesta Key Beach, downtown Sarasota and so much more in a quiet residential neighborhood. ...
From $228 per night (USD)VRBO
Click For PricingExpedia
Secret Garden ~Downtown, Beaches, Pinecraft, Airports Low cleaning fee~ Sleeps 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a rejuvenating cottage living experience at this centrally-located space. The interior rooms are spacious and comf ...
Click For PricingExpedia
From $244 per night (USD)VRBO
Private Yard, Legacy Trail, Close to Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to your dream vacation getaway in the heart of Sarasota! This adorable 2-bedroom, 2-bath cottage has been comple ...
From $244 per night (USD)VRBO
From $171 per night (USD)Expedia
Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the recently completely renovated Blue Heron Lodge! Enjoy a serene and stunning fenced backyard paradise. You ...
From $171 per night (USD)Expedia
From $361 per night (USD)VRBO
The Jungle Retreat w/ Pool & Bar
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a beautiful 2/2 on a beautiful lot with a large pool, bar, and mini put-put green. The location is truly as good ...
From $361 per night (USD)VRBO
From $526 per night (USD)Expedia
Sunshine Awaits- Heated Pool Home! 6 min to Downtown SRQ!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in paradise at Sunshine Awaits, your inviting 3-bedroom, 2-bathroom vacation home in Sarasota, Florida! ...
From $526 per night (USD)Expedia
From $351 per night (USD)VRBO
TropicSota Bliss: Your Coastal Haven in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
TropicSotaBnB, your Sarasota retreat! Unwind in three inviting bedrooms tailored for your comfort. A private pool, fire ...
From $351 per night (USD)VRBO
From $331 per night (USD)Expedia
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
BNB Breeze Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in p ...
From $331 per night (USD)Expedia
From $190 per night (USD)VRBO
Bright Spacious Cottage Near Downtown, Restaurants, Shopping & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completely private beach cottage with 3 Bedrooms and 2 Bathrooms. Centrally located 6 mins from Main Street + restaurant ...
From $190 per night (USD)VRBO
From $468 per night (USD)Expedia
Designer home minutes from downtown! 6 beds 3 full bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy high-end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown Sarasota and st. Arma ...
From $468 per night (USD)Expedia
From $127 per night (USD)VRBO
Inviting Sarasota Cottage: 5 Mi to Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience charm and comfort at this cozy Sarasota vacation rental! Boasting a walkable location with easy access to din ...
From $127 per night (USD)VRBO
From $395 per night (USD)Expedia
Pool house 10 mins to Siesta Key #1 Bch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020 . An open concept layout and a true F ...
From $395 per night (USD)Expedia
From $298 per night (USD)VRBO
Updated and upgraded. Close to Beaches, Downtown, Hospital.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vacation in style in with a fully fenced in private back yard for outdoor dining, night time marsh mellow roast or catch ...
From $298 per night (USD)VRBO
From $168 per night (USD)Expedia
Idyllic Sarasota Home w/ Yard: 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the comforting ambiance of this 3-bedroom, 1-bath vacation rental in Sarasota. This abode boasts a f ...
From $168 per night (USD)Expedia
Click For PricingVRBO
The Yellowbelle, Adorable 3/2 Near Pinecraft!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Centrally located on the upper side of Pinecraft, this peaceful house is located on a low key quiet street. You’ll be ju ...
Click For PricingVRBO
From $370 per night (USD)Expedia
LARGE HOUSE WITH HEATED POOL NEAR BEACH AND DOWNTOWN SARASOTA 8 GUESTS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Very nice & Spacious 3 bedms/2.5bathms home with heated swimming-pool in Euclid Ave. Near de beaches (15min) and downto ...
From $370 per night (USD)Expedia
From $298 per night (USD)VRBO
Sarasota's Family Friendly HEATED Pool Home Close to Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Please inquire about mid-term and long term renting by sending a message! Enjoy this updated 4 bedroom, 2.5 bathroom p ...
From $298 per night (USD)VRBO
From $405 per night (USD)Expedia
Home with heated pool & Fenced Yard by Siesta Key!
- 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 $405 per night (USD)Expedia
From $599 per night (USD)VRBO
Sarasota2 Vacation Paradise!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Experience luxury living in the highly desirable $1.7M Sarasota home Only 6 miles to #1 SIESTA KEY BEACH! Enjoy this spa ...
From $599 per night (USD)VRBO
From $454 per night (USD)Expedia
Coastal Beach Cabana, Siesta Key beach access, best neighborhood in Sarasota!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxurious beach home sitting on a freshwater lake, modern and newly renovated, including a new saltwater pool, located i ...
From $454 per night (USD)Expedia
From $382 per night (USD)VRBO
Mid-Century Oasis with Pool in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. Thi ...
From $382 per night (USD)VRBO
From $172 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 $172 per night (USD)Expedia
From $250 per night (USD)VRBO
Bright Spacious Sarasota Home 15 Minutes From Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
This 3-bedroom house in Sarasota is perfect for your escape to relaxation. With a plush king bed, a comfortable queen be ...
From $250 per night (USD)VRBO
From $333 per night (USD)Expedia
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 $333 per night (USD)Expedia
From $107 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 $107 per night (USD)VRBO
From $190 per night (USD)Expedia
Relaxing 4BR Home with Saltwater Pool/Spa, Near the Beach, 30 day minimum, perfe
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Welcome to your modern Sarasota retreat! This fully renovated 4-bedroom, 2-bathroom home is beautifully designe ...
From $190 per night (USD)Expedia
From $478 per night (USD)VRBO
Minutes from Siesta Key, Heated saltwater pool, Outdoor space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your dream tropical spot. Escape to paradise in this sun-kissed Florida house, just minutes from the pristine white sand ...
From $478 per night (USD)VRBO
From $371 per night (USD)Expedia
SANDY FEET - spacious 3 BR/2 bathroom, pool, basketball, foosball, 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 $371 per night (USD)Expedia
From $323 per night (USD)VRBO
Heated pool & hottub, hanging swings, lanai, beach supplies - this is Sea la Vie
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
4 bedrooms/2 bath salt water heated pool & hot tub * fully stocked kitchen basic beach supplies grill & swing set wa ...
From $323 per night (USD)VRBO
From $160 per night (USD)Expedia
Tana’s Siesta Getaway - Heated Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tired of sharing walls and pools at condo's? Kick back and relax at this 2 bedroom 2 full bathroom home with your own pr ...
From $160 per night (USD)Expedia
From $319 per night (USD)VRBO
Blue Heron Ranch - Coastal, Modern, Private w/ Resort Style Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Heron Ranch, a stunning, stylishly decorated 3-bedroom heated pool home with a resort-style backyard loc ...
From $319 per night (USD)VRBO
From $267 per night (USD)Expedia
Relaxing Downtown SRQChristian Cottage. 2 bedrooms 2 FULL bathrooms.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are so happy for your getaway with us! We are a Christian Couple who believe in the Golden Rule, by treating others t ...
From $267 per night (USD)Expedia
From $383 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 $383 per night (USD)VRBO
From $334 per night (USD)Expedia
Beautiful 3bdr/2bth 2car garage with New Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated home in the Heart of Sarasota. This 3 bedroom 2 bath 2 car garage +new heated pool home is ready for you ...
From $334 per night (USD)Expedia
From $196 per night (USD)VRBO
Tana's Siesta Escape - Large Heated Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Tired of sharing walls and pools at condo's? Kick back and relax at this 3-bedroom 2 full bathroom home with your own pr ...
From $196 per night (USD)VRBO
From $195 per night (USD)Expedia
Great Location! Close to Payne Park, Legacy Trail, Downtown VR24-00316
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great location! Cozy home with a mid-century flair in a quiet neighborhood near downtown Sarasota. Family friendly home ...
From $195 per night (USD)Expedia
From $106 per night (USD)VRBO
Sarasota Great Location and Best Price!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in a quiet family neighborhood just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
From $106 per night (USD)VRBO
From $435 per night (USD)Expedia
4 Bedroom Cottage Nestled In The Heart Of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A live-oak canopy gives a tree house feel throughout this charming and centrally located 2 story home on the beautiful C ...
From $435 per night (USD)Expedia
From $249 per night (USD)VRBO
\"Siesta Breeze Place\", Entire Home minutes to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to "Siesta Breeze Place" situated and centrally located in South Gate, this 3/2 thoughtfully updated home is des ...
From $249 per night (USD)VRBO
From $206 per night (USD)Expedia
Heated Pool Home in the Pinecraft area Close to Downtown and Beaches.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Conveni ...
From $206 per night (USD)Expedia
From $150 per night (USD)VRBO
3 Bedroom, Granite countertops, Private backyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This house has everything you need for your vacation. A live oak canopy gives a tree house feel throughout this charmin ...
From $150 per night (USD)VRBO
From $150 per night (USD)Expedia
Charming 2br/2ba beach getaway.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming updated west of trail home. Close to beaches, shopping, hospital, restaurants and world-class fishing. Walk to ...
From $150 per night (USD)Expedia
From $590 per night (USD)VRBO
BEACHY PARADISE close to Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! This spacious and bright pool and jacuzzi home will immerse you into a luxurious be ...
From $590 per night (USD)VRBO
From $148 per night (USD)Expedia
The Empty Nest is Sweet Private Suite, 15 minutes to everything.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cozy two-room sweet suite is located close to downtown Sarasota, University Town Center, and only 15 minutes from a ...
From $148 per night (USD)Expedia
From $220 per night (USD)VRBO
Tropical Oasis Near Siesta Key Beach, Air Purifier, 6 Beds, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully remodeled and fully furnished home is a rare find! It has the best of everything: Convenient access t ...
From $220 per night (USD)VRBO
From $245 per night (USD)Expedia
Brand New Beautiful Vacation Rental only 15 minutes from Siesta Key Beach!!!!!
- 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 $245 per night (USD)Expedia
From $138 per night (USD)VRBO
Great Location, 2 Bdrm, 2bath, Private backyard.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2BR/2BA Retreat in Sarasota’s Flower Streets – Near Beaches! Discover this newly furnished 2-bed, 2-bath home in Saras ...
From $138 per night (USD)VRBO
From $232 per night (USD)Expedia
Comfortable home, heated salt-cell pool with child-safety, 10 min from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Very clean and comfortable 2 bedroom 2 bath home with screened lanai and heated salt-cell pool with pool child safety fe ...
From $232 per night (USD)Expedia
From $244 per night (USD)VRBO
Sunny Palms - Spacious home with private garden by Gulfcoast Holiday Homes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover this beautiful and spacious home nestled in an ideal neighborhood, perfect for relaxation and exploration. Enjo ...
From $244 per night (USD)VRBO
From $238 per night (USD)Expedia
Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Home is owned by 2 artists and filled with classic contemporary interior. Furnished with custom designed furniture by th ...
From $238 per night (USD)Expedia
From $161 per night (USD)VRBO
Arlington Park Amazing Location Pet Friendly 2 Master Suites Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family and Pet Paradise. En suit Queen Master with walk-in luxury shower AND KING Master. Third bedroom is office with Q ...
From $161 per night (USD)VRBO
From $328 per night (USD)Expedia
Modern Coastal Home near Siesta Key and Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This modern coastal designed home will be your ultimate vacation retreat. Three spacious bedrooms, three bathrooms and a ...
From $328 per night (USD)Expedia
From $245 per night (USD)VRBO
Gorgeous Sarasota Private Home with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Kind Edward Sarasota is a spacious, well-laid out 3 bedroom, 2 bathroom, private home with everything you need to ha ...
From $245 per night (USD)VRBO
From $176 per night (USD)Expedia
Cute 2 Bedroom 2 bath Home In Great Neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This home is located in the beautiful, peaceful Granada neighborhood, west of the Tamiami Trail. Sidewalks and tree cov ...
From $176 per night (USD)Expedia
From $414 per night (USD)VRBO
Family Friendly Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This is a 2 -story coastal inspired home with 4 bedrooms, 3.5 baths, volume ceilings, upstairs open flex space with bonu ...
From $414 per night (USD)VRBO
From $670 per night (USD)Expedia
Sarasota Bay Haven
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Nature lover paradise overlooking Sarasota Bay, close to Siesta Key and downtown Sarasota. Spacious treefilled yard with ...
From $670 per night (USD)Expedia
From $246 per night (USD)VRBO
Stunning 2-Bedroom Home with Heated Private Pool, Minutes from Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming 2-Bedroom, 2-Bathroom Home with Private Backyard in a Quiet Neighborhood This beautifully remodeled and taste ...
From $246 per night (USD)VRBO
From $287 per night (USD)Expedia
3 Miles to Siesta Beach 3bdr/2bth with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The BEST rental option to complete all your vacation planning! Everything remodeled and brand new in this 3 bed, 2 bath ...
From $287 per night (USD)Expedia
From $312 per night (USD)VRBO
Tranquil private pool home near Siesta Key Beach\n
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our stylish 2,200 sq.ft. home has been decorated in beach cottage style, an eclectic mix of shabby chic and vintage pi ...
From $312 per night (USD)VRBO
From $393 per night (USD)Expedia
Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This open concept living space has a fireplace, dining area that seats up to 8 for family gatherings, high-end stainless ...
From $393 per night (USD)Expedia
From $162 per night (USD)VRBO
1-bedroom cottage just 10 minutes from Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
In the center of Sarasota lies a cozy 1-bedroom bungalow ideal for your upcoming getaway. Situated just a 10-minute driv ...
From $162 per night (USD)VRBO
From $175 per night (USD)Expedia
Mid-Century 1/1 Near Downtown/Siesta Key/SMH/Arlington Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This 1/1 unit is newly renovated with full kitchen, privately fenced patio and yard and private laundry. Walk to Arling ...
From $175 per night (USD)Expedia
From $232 per night (USD)VRBO
Sarasota home 15 mins to Siesta Key Beach {Namaste at the Beach}
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully renovated 3 bdrm 2 ba home in the heart of Sarasota. Minutes away from the country's top beaches, including ...
From $232 per night (USD)VRBO
From $196 per night (USD)Expedia
Secluded Cottage on 6.2-Acre Homestead IN TOWN 10-15 min to Beach/Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Cosentino Homestead! Settle into this serene, natural paradise in the middle of a bustling city. Nowhere else ...
From $196 per night (USD)Expedia
From $265 per night (USD)VRBO
Mid-Century 3/2 Near Downtown/Siesta Key/SMH
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 3/2 + bright designated office space is newly renovated with large fenced yard, screened front patio and private la ...
From $265 per night (USD)VRBO
From $115 per night (USD)Expedia
Peaceful And Private Unit, With Cover Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This unit it's the perfect place to stay in Sarasota, you will enjoy your visit to Sarasota staying with us, because th ...
From $115 per night (USD)Expedia
From $286 per night (USD)VRBO
Bayview Cottage - Cozy Cottage near Siesta Key by Gulfcoast Holiday Homes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in a picturesque neighborhood, this cottage boasts a rich history and character that tells a story. Enjoy the ja ...
From $286 per night (USD)VRBO
From $332 per night (USD)Expedia
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
************************************ The month of January 2026 is Available ******************************* Designer-own ...
From $332 per night (USD)Expedia