Southgate Rentals
From $106 per night (USD)VRBO
The Forever Beach Cottage Studio Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We have designed this studio to make you feel at home, while giving you the coastal feel of Sarasota so you can feel lik ...
From $106 per night (USD)VRBO
From $222 per night (USD)Expedia
Downtown Sarasota Home By Siesta Key and Golfing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful remodeled apartment in a quiet neighborhood. 10min to Dwtn, 15min to Siesta & Lido Beach. Unit has 1 bedroom w ...
From $222 per night (USD)Expedia
From $354 per night (USD)VRBO
Heated Pool ❤ Home- Close to Beaches, Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $354 per night (USD)VRBO
From $184 per night (USD)Expedia
Fairy-Tale Getaway Private Entry Near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
About this space: Newly remodeled, spacious bedroom/bath with a private entrance. Luxuriate in a comfortable queen bed, ...
From $184 per night (USD)Expedia
From $336 per night (USD)VRBO
Sparkling Rental Close to Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming home has sparkling restored Terrazzo floors that lend a beautiful shine throughout this 3 bed/ 2 bath beac ...
From $336 per night (USD)VRBO
From $391 per night (USD)Expedia
Pool ❤ Home - Close to Beaches, Food, Downtown, Parks, St. Armand's, etc
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $391 per night (USD)Expedia
From $175 per night (USD)VRBO
Get To the Beach! Only 5 miles to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming updated duplex villa where you can enjoy beaches, shopping, restaurants and downtown Sarasota nightlife! Recen ...
From $175 per night (USD)VRBO
From $263 per night (USD)Expedia
Sarasota House w\/ Private Pool - 4 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable ...
From $263 per night (USD)Expedia
From $179 per night (USD)VRBO
Near Siesta Key - single story pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ready to rent after Hurricane Milton. Newly renovated home in Sarasota. All new ceramic floors with new kitchen includin ...
From $179 per night (USD)VRBO
From $154 per night (USD)Expedia
The Cozy Beach Suite of Sunny Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully designed studio inspired guest suite in the heart of Sarasota ready for your next stay! We designed this sui ...
From $154 per night (USD)Expedia
From $589 per night (USD)VRBO
\"Safe & Clean\" Ultra Convenient Location \/ 3 Bed \/ 2 baths updated pool home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful and completely updated 3 bedroom / 2 baths single family pool home is located 1 mile to Siesta Key North ...
From $589 per night (USD)VRBO
From $141 per night (USD)Expedia
Quiet Sarasota Retreat - 6 Mi to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ensure easy access to beautiful Gulf Coast beaches when you spend your next Florida getaway at this Sarasota vacation re ...
From $141 per night (USD)Expedia
From $109 per night (USD)VRBO
Bright, cozy studio in the middle of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright studio in multi family house with nice & quiet tenants. TCentrally located, near everything that offering sunny S ...
From $109 per night (USD)VRBO
From $96 per night (USD)Expedia
Large and bright studio in the middle of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright studio in multi family house with nice & quiet tenants. Centrally located, near everything that offering sunny Sa ...
From $96 per night (USD)Expedia
From $612 per night (USD)VRBO
Newly remodeled close to downtown and beaches 3\/2 heated pool and screened lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
NEW TO VRBO -Great location! Close to everything Sarasota has to offer! Completely remodeled, open concept 3 bed 2 bath ...
From $612 per night (USD)VRBO
From $393 per night (USD)Expedia
Casa Lemon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
A 1 bedroom, pull out couch & air mattress, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in cen ...
From $393 per night (USD)Expedia
From $281 per night (USD)VRBO
Recently Updated Apartment close to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A 2 bedroom, 2 bath cottage conveniently located near Siesta Dr that takes you all the way to the famous Siesta Beach an ...
From $281 per night (USD)VRBO
From $189 per night (USD)Expedia
Newly renovated - sleeps 10 & pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Ready to rent after Hurricane Milton Newly renovated house- 10 minutes to Siesta Key You cannot get a better location. ...
From $189 per night (USD)Expedia
From $210 per night (USD)VRBO
Beach Bum Bungalow-Sarasota-10 min to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 'Beach Bum' vacation rental home in beautiful Sarasota, Florida only 10 minutes to Siesta Key. O ...
From $210 per night (USD)VRBO
From $277 per night (USD)Expedia
Sunseeker Bungalow-Sarasota-10 min to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 'Sun Seeker' vacation rental home in beautiful Sarasota, Florida only 10 minutes from Siesta Key ...
From $277 per night (USD)Expedia
From $213 per night (USD)VRBO
Comfortable home in charming Southgate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space 10 minutes from Siesta Key, Downtown, Waterfront restaurants, and more. Conveniently located between tr ...
From $213 per night (USD)VRBO
From $134 per night (USD)Expedia
Quiet family home located centrally to beaches and downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sit on the back porch enjoying a relaxing evening after a day at the beach or out shopping downtown. Located just minut ...
From $134 per night (USD)Expedia
From $308 per night (USD)VRBO
4 Bedroom Pool House in Heart of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
When you stay at this centrally-located place, your family will be close to everything. 4 bedrooms 2 bathrooms. Beautifu ...
From $308 per night (USD)VRBO
From $422 per night (USD)Expedia
Contemporary Ranch, near Siesta Key & Donwtown SRQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the serene neighborhood of South Gate, Siesta Key, our contemporary 3-bedroom, 2-bath oasis is the perfect bl ...
From $422 per night (USD)Expedia
From $173 per night (USD)VRBO
Cheerful Nautical Home near Siesta Key, FL - Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax with the whole family at our peaceful one bedroom duplex with private outdoor barbecue area, 5 miles from Siesta K ...
From $173 per night (USD)VRBO
From $215 per night (USD)Expedia
This nice house is located close in a nice and safe neighborhoods and 15
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 6
Cozy and spacious family house located in a nice, safe area in Sarasota, near Downtown, 5 miles away from Siesta key one ...
From $215 per night (USD)Expedia
From $147 per night (USD)VRBO
2 Bdrm Pet Friendly home in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind, reconnect, and create lasting memories at Azure House! This charming 2-bedroom retreat caters to both relaxation ...
From $147 per night (USD)VRBO
From $294 per night (USD)Expedia
Sarasota Sunshine! Super secure, recently furnished 2 bedrooms, 2 baths. Fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sarasota is waiting for you at this lovely 2-bedroom house. With a king bed and two full beds, this quaint property offe ...
From $294 per night (USD)Expedia
From $566 per night (USD)VRBO
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 $566 per night (USD)VRBO
From $480 per night (USD)Expedia
New Modern Home,Near Siesta Beach\/Downtown\/Hospital
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Sarasota, this charming house offers 3 cozy bedrooms - 2 with queen beds and 1 with a twin bed. The soothing ...
From $480 per night (USD)Expedia
From $260 per night (USD)VRBO
Lovely 4-bedroom house in Sarasota with pool and enjoyable backyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your cozy getaway awaits in Sarasota at this awesome house. With 4 bedrooms including 1 king bed, 2 queen beds, and 2 tw ...
From $260 per night (USD)VRBO
From $123 per night (USD)VRBO
Pinecraft LandingPad
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your cozy getaway awaits in Sarasota at this brilliant apartment. With a nice bedroom and a lovely living room featuring ...
From $123 per night (USD)VRBO
From $247 per night (USD)VRBO
Magnolia Breeze - Charming, Modern Home with Pool by Gulfcoast Holiday Homes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience this beautifully remodeled 3-bedroom pool villa, just 2.5 miles from Siesta Key. Enjoy tasteful furnishings, ...
From $247 per night (USD)VRBO
From $191 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 $191 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
From $360 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 $360 per night (USD)VRBO
From $259 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 $259 per night (USD)VRBO
From $258 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 $258 per night (USD)VRBO
From $265 per night (USD)VRBO
Private single family home in great location. Close to downtown and beaches.
- Bedrooms:
- 2
- 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 $384 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 $384 per night (USD)VRBO
From $162 per night (USD)VRBO
Roomy & Quiet Sarasota Condo Close to Siesta Key and downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in picturesque Orchid Oaks, this 1,365 square foot 2 bedroom/2bath condo was recently updated with new paint, ce ...
From $162 per night (USD)VRBO
From $298 per night (USD)VRBO
Family-Friendly Oasis - Salt Water Pool - Minutes From Beaches & Entertainment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
As of January 2023 our pool has been converted to a salt water system instead of chlorine. Better for your skin, better ...
From $298 per night (USD)VRBO
From $283 per night (USD)VRBO
Newly furnished and re-modeled house close to Gulf beaches and downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Spacious home with more than 1500 sq. ft. of living space for all your flexcation needs of relaxation, work remote and / ...
From $283 per night (USD)VRBO
From $371 per night (USD)VRBO
Gorgeous renovation with pool, minutes from beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacio ...
From $371 per night (USD)VRBO
From $456 per night (USD)VRBO
Sarasota Waterfront Paradise- Location, Location...!!\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your private waterfront paradise in the heart of Sarasota! This beautifully designed 3-bedroom, 2-bathroom re ...
From $456 per night (USD)VRBO
From $166 per night (USD)Expedia
Coastal Charm: 1\/1 Studio in City - 10 mins to Downtown! 15 mins to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Relaxing, peaceful space that's perfect for working business professionals, small families with children, and couples lo ...
From $166 per night (USD)Expedia
From $345 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 $345 per night (USD)VRBO
From $94 per night (USD)Expedia
Lovely New Pinecraft Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Featured Home: ✨ Lovely New Pinecraft Apartment ✨ From the beautiful, fully-equipped kitchen to our private full bathro ...
From $94 per night (USD)Expedia
From $131 per night (USD)VRBO
Lovely New Pinecraft Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Featured Home: ✨ Lovely New Pinecraft Cottage ✨ From the beautiful, fully-equipped kitchen to our clean and comfortable ...
From $131 per night (USD)VRBO
From $244 per night (USD)Expedia
Lovely New Pinecraft Upstairs Suite
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Featured Home: ✨ Lovely New Pinecraft Upstairs Suite ✨ From the beautiful, fully-equipped kitchen to our clean and comf ...
From $244 per night (USD)Expedia
From $447 per night (USD)VRBO
Coastal Comfort Getaway in the Heart of SRQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coastal Comfort Getaway! Discover the charm of this thoughtfully designed 3/2 heated pool home that embodies ...
From $447 per night (USD)VRBO
From $439 per night (USD)Expedia
Phillip Creek House with Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beauty is located on a gorgeous section of Philippi Creek with a shore filled with magnificent stands of mangrove, ...
From $439 per night (USD)Expedia
From $488 per night (USD)VRBO
Ready to Book! Fabulous Modern Private Home, Screened Lanai, Dog OK Unaffected by Hurricane
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sarasota and Siesta Key, known for its breathtaking sunsets and top-rated white sand beaches. This fully reno ...
From $488 per night (USD)VRBO
From $406 per night (USD)Expedia
Fully Renovated Mid Century Ranch minutes from Siesta Key and Downtown Sarasota!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Completely renovated. Huge open floorplan perfect for entertaining with a chefs kitchen. Privacy fenced back yard comple ...
From $406 per night (USD)Expedia
From $639 per night (USD)VRBO
3817-3819 Villa Franca · 6 beds, 2 kitchens, laundry near the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to our mid-century modern house, just minutes away from the stunning Siesta Key Beach! This beautifully designed ...
From $639 per night (USD)VRBO
From $311 per night (USD)Expedia
King bed, siesta key beach, near downtown, BBQ
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Mid-century Modern in the 21st century. Your stay will include • Comfy king size bed • Large patio with BBQ and ...
From $311 per night (USD)Expedia
From $351 per night (USD)VRBO
Siesta Key Beach, BBQ, king bed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A Boho Coastal design near Siesta Key Beach and close to downtown Sarasota embodies a relaxed, eclectic, and beachy aest ...
From $351 per night (USD)VRBO
From $128 per night (USD)Expedia
Comfy studio in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio located in multi family house with nice & quiet tenants in nice neighborhoods .The Centrally located, 5 minutes f ...
From $128 per night (USD)Expedia
From $139 per night (USD)VRBO
Spacious studio with garage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The studio is in a central and convenient location. Five minutes drive to Sarasota memorial hospital, 10 minutes to Sies ...
From $139 per night (USD)VRBO
From $298 per night (USD)Expedia
Barefoot Bungalow -Private Heated Pool Home\/minutes from Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three Bedroom- Two Full Bath- sleeps 8. Private pool home. Kick your shoes off, relax, and enjoy this peaceful centrall ...
From $298 per night (USD)Expedia
From $215 per night (USD)VRBO
Fenced Backyard with Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Private home, 3 bedroom 2 full baths. Suitable for 8 guests comfortably. Two bedrooms with Kings beds, third bedroom wit ...
From $215 per night (USD)VRBO
From $311 per night (USD)VRBO
Adorable Beach Bungalow with privacy yet 10 minutes to many events
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This cute-as-a-button 2 bedroom bungalow located in the coveted and charming Southgate neighborhood, centrally located i ...
From $311 per night (USD)VRBO
From $331 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 $331 per night (USD)VRBO
From $270 per night (USD)VRBO
Mid-Century Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Atomic Tangelo is not your average home! This 1960’s mid-century Ruth Richmond designed pool home could be straight out ...
From $270 per night (USD)VRBO
From $290 per night (USD)VRBO
Siesta Fiesta Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover the perfect blend of comfort and convenience in this beautifully updated single-family home, ideally situated i ...
From $290 per night (USD)VRBO
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Private Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Great space in a great neighborhood. This apartment is uniquely designed and a fun place to stay. It comes with everythi ...
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Click For PricingVRBO
Sarasota home beautiful! Nestled on Bermuda Brook\n\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This spacious and newly remodeled classic Florida-style home is conveniently located in central Sarasota. All well known ...
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From $349 per night (USD)VRBO
Classic Florida escape with heated pool and private yard, close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your next vacation home away from home. This beautiful 3 bedroom, 3 bath ranch has everything you need. Out ...
From $349 per night (USD)VRBO
Click For PricingVRBO
3415 Fair Oaks PLACE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for the absolute PERFECT turnkey beach vacation location WITH YOUR OWN PRIVATE POOL?? Well, look no further, thi ...
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From $372 per night (USD)Expedia
Bright Modern 3BD House close to Dwnt & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a wonderful experience at this modern home. This newly remodeled 3BD/2 bath house is located in a quiet neighborho ...
From $372 per night (USD)Expedia
From $690 per night (USD)VRBO
Coastal Sarasota Pool Home near Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
*NEW* This home is situated in central Sarasota in the highly desired neighborhood of South Gate. This spacious & though ...
From $690 per night (USD)VRBO
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Centrally located <10 min to beach 2 bd 1 ba Home!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Remodeled Centrally located home! It has everything you will need to enjoy your time in Sarasota! * Less than 1 mile to ...
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From $405 per night (USD)VRBO
Immaculate Clean beautiful outdoor space and sparkling pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
❤Welcome to paradise! Safe, extra clean, brand new everything...wonderful neighborhood ! Your private heated pool and l ...
From $405 per night (USD)VRBO
From $258 per night (USD)Expedia
BBQ, King bed, fenced yard near Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cute beach themed house 3 miles from Siesta Key beach and minutes from Main Street down town Sarasota. The house is in ...
From $258 per night (USD)Expedia
From $279 per night (USD)VRBO
The Clematis - Entire house
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Clematis sits in the charming and historic Arlington Park neighborhood on a tree-lined street with majestic oak tree ...
From $279 per night (USD)VRBO
From $398 per night (USD)Expedia
The Sweet Spot in Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the “Sweet Spot” in Sarasota! This spacious, charming retro designer home is the perfect reprieve in a quiet ...
From $398 per night (USD)Expedia
From $448 per night (USD)VRBO
Beautiful home with hot tub & Fenced in Yard 4 miles from Siesta Key Bridge!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful three-bedroom home 4 miles from Siesta Key Bridge! Comfortably sleeps 8 guests. Relax in the hot tub in the pr ...
From $448 per night (USD)VRBO
From $377 per night (USD)Expedia
Beautiful and Renovated Sarasota Home with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a luxurious stay in this stunning 3-bedroom, 2-bathroom home nestled in the midst of natural beauty. With a gorgeo ...
From $377 per night (USD)Expedia
From $360 per night (USD)VRBO
Inviting dog-friendly home with yard, firepit, central AC, & W\/D
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Tuttle House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $360 per night (USD)VRBO
From $184 per night (USD)Expedia
Pinecraft 1Br\/1B - Watch the Park, Walk to Restaurants, 15 Min drive to beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Two nights, two weeks or two months - this is the perfect getaway in the middle of Sarasota. Elegant and cozy 1 bedroom ...
From $184 per night (USD)Expedia
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Slice of paradise II - Pool house close to SK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our Sarasota Beach house. We lived in the house for 4 years and converted it into a vacation rental a year ag ...
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Slice of Paradise - Pool house close to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Beautifully updated Southgate pool house close to Siesta Key and Downtown Get your beach house vacation and private Sanc ...
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From $595 per night (USD)VRBO
Bright and Open Designer Pool Home near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This fabulously updated pool home is just 3 miles from Siesta Key & features a bright open floor plan, 3 separate bedroo ...
From $595 per night (USD)VRBO
From $224 per night (USD)Expedia
Coconut Palm-Luxury Suite-5 miles to Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your perfect getaway destination – The Coconut Palm! Meticulously remodeled and tastefully decorated with you ...
From $224 per night (USD)Expedia
From $282 per night (USD)VRBO
Near Siesta Key Beach, this Boho chic Sarasota pool home will feel like an oasis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Bohemian chic pet-friendly holiday home away from home, located in this simply quintessential “old Flori ...
From $282 per night (USD)VRBO
From $444 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 $444 per night (USD)VRBO
From $498 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 $498 per night (USD)VRBO
From $291 per night (USD)Expedia
First Class near Beach Downtown and 2 Hospitals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet neighborhood close to two golf courses (The Palms and Village Green), centrally located to beaches, downtown and e ...
From $291 per night (USD)Expedia
From $370 per night (USD)VRBO
Spacious 3\/3 Apt w\/Hot Tub\/75in TV\/Mac Computer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your dream retreat! This beautifully adorned 3-bedroom rental unit is the epitome of comfort and style. Need ...
From $370 per night (USD)VRBO
From $617 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 $617 per night (USD)VRBO
From $427 per night (USD)VRBO
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 $427 per night (USD)VRBO
From $314 per night (USD)Expedia
3\/2 stunner w\/ heated pool & hot tub paradise, minutes to beaches, NO FEES!
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $314 per night (USD)Expedia
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The Palm: Our Florida Paradise in the City - 10 Minutes to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Palm: Our Florida Paradise in the City! Located in central SRQ, this beautiful property is within a 10 mi ...
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From $274 per night (USD)VRBO
Siesta Key Beach 10 minutes away!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This property is on a quiet street. Perfectly situated for evening strolls after your day at the near by siesta key beac ...
From $274 per night (USD)VRBO
From $247 per night (USD)VRBO
Elegant Siesta Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A home with a unique style of its own. This charming 3 bedroom house will be able to satisfy all your needs while stayin ...
From $247 per night (USD)VRBO
From $428 per night (USD)Expedia
Spacious Heated Pool Home. Close to Siesta Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy time with your family and friends in our spacious, clean, modern and well furnished home. Have fun swimming, grill ...
From $428 per night (USD)Expedia
From $422 per night (USD)VRBO
Charming Coastal Oasis 2Bed\/2 Bath Cottage Close to Beach and Downtown-Southgate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is a beautifully remodeled and charming two bed, two bath situated in the perfect area. We just added a brand n ...
From $422 per night (USD)VRBO
From $230 per night (USD)Expedia
Fully Renovated Modern Spacious Ranch near Siesta Key Beach and Downtown SRQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to ...
From $230 per night (USD)Expedia
Click For PricingVRBO
Dolphin Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 2 bath home with a full kitchen, 6 people dining area. The Master bedroom has a king-size bed, 2 dressers, cl ...
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From $471 per night (USD)Expedia
Sunshine Manor | Saltwater Pool + Electric Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Sunshine Manor! Discover the magic of this wonderful beach home nestled in the sought-after commun ...
From $471 per night (USD)Expedia