Southgate Rentals
From $106 per night (USD)VRBO
10 Minutes to the Beach Charming Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience Sarasota like never before in our studio. Immerse yourself in the seaside charm while enjoying the comfort of ...
From $106 per night (USD)VRBO
From $342 per night (USD)Expedia
Heated Pool ❤ Home- Close to Beaches, Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3/2 single-level Heated Pool home with almost 1600 sf of living space. Located in Southgate & close to everyt ...
From $342 per night (USD)Expedia
From $302 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 $302 per night (USD)VRBO
From $317 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 $317 per night (USD)Expedia
From $147 per night (USD)VRBO
Get To the Beach! Only 5 miles to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming updated duplex villa where you can enjoy beaches, shopping, restaurants and downtown Sarasota nightlife! Recen ...
From $147 per night (USD)VRBO
From $146 per night (USD)Expedia
Centrally Located Charming Beach Suite in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your private guest suite in the heart of Sarasota - just minutes from Siesta Key, St. Armands Circle, and the ...
From $146 per night (USD)Expedia
From $420 per night (USD)VRBO
\"Updated & Charming Pool Home 1 Mile from Siesta Key \"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our beautifully updated 3-bedroom, 2-bathroom single-family pool home, just 1 mile from the Siesta Key North ...
From $420 per night (USD)VRBO
From $107 per night (USD)Expedia
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 $107 per night (USD)Expedia
From $476 per night (USD)VRBO
Newly remodeled close to downtown and beaches 3/2 heated pool and screened lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Great location! In the desirable Southgate neighborhood on a quiet street close to everything Sarasota has to offer! Com ...
From $476 per night (USD)VRBO
From $170 per night (USD)Expedia
Sleeps 10 & pet friendly #3606 Villa Franca
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Ready to rent after hurricane Milton. You will find yourself in a cozy living room with brand new couches. Larg ...
From $170 per night (USD)Expedia
From $529 per night (USD)VRBO
Coastal Chic, SRQ Escapes, Pool, near SK
- 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 $529 per night (USD)VRBO
From $191 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 $191 per night (USD)Expedia
From $443 per night (USD)VRBO
Chic Mid-Century Home in Quiet Area • 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 Pool, Just Minutes from Siesta Key Tucked a ...
From $443 per night (USD)VRBO
From $329 per night (USD)Expedia
Gorgeous home with private garden - SOO close to beaches, downtown and shopping!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Vacation rental: An exquisite jewel under a canopy of majestic oaks, with every corner rebuilt, mixing both contemporary ...
From $329 per night (USD)Expedia
From $212 per night (USD)VRBO
Cozy home with with washer and dryer, internet, and short drive to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Key Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $212 per night (USD)VRBO
From $170 per night (USD)VRBO
Well appointed three bedroom two bath home with heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom two bath home in a gulf community. Terrazzo floors throughout the entire home. Private master suite with ...
From $170 per night (USD)VRBO
From $286 per night (USD)VRBO
Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beac ...
From $286 per night (USD)VRBO
From $237 per night (USD)VRBO
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...
From $237 per night (USD)VRBO
From $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 $342 per night (USD)VRBO
Close to Beach & Downtown w/Pool, Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax & unwind in our newly updated single level 3 bedroom, 2 bath, 2 car garage with private pool. Located in Southgate ...
From $342 per night (USD)VRBO
From $265 per night (USD)VRBO
Private single family home in great location. Close to downtown and beaches.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is an updated 2 Bed/2 bath clean home in great neighborhood. It has everything you need including all kitchen items ...
From $265 per night (USD)VRBO
From $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 $183 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 $183 per night (USD)VRBO
From $284 per night (USD)Expedia
Putt 'n Plunge Paradise: 3/2 House 10 mins to Downtown & 15 mins to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $284 per night (USD)Expedia
From $299 per night (USD)VRBO
Vintage Vibes - Grill, Chill & Beach Thrills
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 🌴 Vintage vibes meet modern comfort just minutes from Siesta Key's sugar-sand paradise! Chill by the fire pit ...
From $299 per night (USD)VRBO
From $278 per night (USD)Expedia
Quiet Getaway: Gorgeous Modern Home Near Beach, Dog Friendly – Families/Couples Only, No Parties
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $278 per night (USD)Expedia
From $472 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 $472 per night (USD)VRBO
From $440 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 $440 per night (USD)Expedia
From $92 per night (USD)VRBO
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is the perfect spot for those looking for a peaceful retreat with all the excitement just a stone's throw away! You ...
From $92 per night (USD)VRBO
From $312 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 $312 per night (USD)Expedia
From $181 per night (USD)VRBO
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 $181 per night (USD)VRBO
From $197 per night (USD)Expedia
Charming 2 BR/2 B Bungalow on 1/3 acre with plenty of room for boat/RV parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Make yourself at home in this charming and freshly remodeled 2BR/2B bungalow located on a private 1/3 acre with plenty o ...
From $197 per night (USD)Expedia
From $245 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 $245 per night (USD)VRBO
From $243 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 $243 per night (USD)VRBO
From $270 per night (USD)VRBO
Adorable Beach Bungalow with privacy yet 10 minutes to many events
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cute-as-a-button 2 bedroom bungalow located in the coveted and charming Southgate neighborhood, centrally located i ...
From $270 per night (USD)VRBO
From $212 per night (USD)VRBO
TEN MINUTES TO #1 SIESTA BEACH; DOGS WELCOME; WALK TO SHOPPING AND RESTAURANTS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great Location in SouthGate on a quiet street with fenced back yard for your DOG. This house has been refurbished with ...
From $212 per night (USD)VRBO
From $349 per night (USD)VRBO
Private Saltwater & Heated Pool Home. Minutes from Beach & Downtown SRQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Three-bedroom, two-bath private home with heated saltwater pool, perfect for up to 8 guests. Kick off your shoes and rel ...
From $349 per night (USD)VRBO
From $347 per night (USD)Expedia
Pool Home near Siesta Key, Nathan Benderson Park, Premier Sports Campus & IMG
- 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 $347 per night (USD)Expedia
From $296 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 $296 per night (USD)VRBO
From $391 per night (USD)VRBO
Escape the noise of life.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Do you want a break from life? Come stay at our Phillippi Creek Retreat! Newly furnished 2 bedroom, 3 bathroom pool hom ...
From $391 per night (USD)VRBO
From $194 per night (USD)VRBO
Near Siesta Key Beach, this Boho chic Sarasota pool home will feel like an oasis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Bohemian chic pet-friendly holiday home away from home, located in this simply quintessential “old Flori ...
From $194 per night (USD)VRBO
From $216 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 $216 per night (USD)Expedia
From $755 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 $755 per night (USD)VRBO
From $262 per night (USD)VRBO
Casa Verde Tropical Retreat/Siesta Key /Sarasota sparkling house and pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
❤Welcome to paradise! Safe, extra clean, beautifully decorated...wonderful neighborhood where you can relax and unwind. ...
From $262 per night (USD)VRBO
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
From $238 per night (USD)VRBO
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 $238 per night (USD)VRBO
From $303 per night (USD)VRBO
SARASOTA Heated Pool - Pet Friendly - Garage w/ EV Charger - Close to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this recently renovated mid-century modern house in Sarasota which is in very close proximity to all the best ...
From $303 per night (USD)VRBO
From $531 per night (USD)VRBO
Luxury home/heated private pool mins drive to Siesta Key & Downtown Sarasota.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury ranch home, private pool and veranda, only a short drive to Siesta Key Beach, the #1 beach in the United States. ...
From $531 per night (USD)VRBO
From $343 per night (USD)VRBO
Spacious 3/3 Apt w/Hot Tub/75in TV/Mac Computer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream retreat! This beautifully adorned 3-bedroom rental unit is the epitome of comfort and style. Need ...
From $343 per night (USD)VRBO
From $476 per night (USD)Expedia
2-bedroom vacation home just 11 minutes from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our charming 2-bedroom vacation home in the Southgate neighborhood of Sarasota! Nestled just a short 11-minut ...
From $476 per night (USD)Expedia
From $364 per night (USD)VRBO
3/2 stunner w/ heated pool & hot tub paradise, minutes to beaches, NO FEES!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy our oasis from the world as we share this awesome updated 1950s pool home that's 4 miles from the beaches of Siest ...
From $364 per night (USD)VRBO
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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 ...
Click For PricingExpedia
From $388 per night (USD)VRBO
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 $388 per night (USD)VRBO
From $448 per night (USD)Expedia
Renovated Modern Spacious Ranch with Pool 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 $448 per night (USD)Expedia
From $559 per night (USD)VRBO
Lux pool home 10 minutes from Siesta Key and Downtown Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Unwind in Sarasota by being 10 minutes from Siesta Key Beach and vibrant Downtown! With 3 bedrooms including a king bed, ...
From $559 per night (USD)VRBO
From $427 per night (USD)VRBO
Treasure The Memories, Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
* King Bed *Queen Bed *Sofa Sleeper *1 Bath Bright and clean 1/2 duplex with open kitchen dining area and spacious livin ...
From $427 per night (USD)VRBO
From $432 per night (USD)VRBO
Sandpiper - 4BR - Heated Pool - Minutes to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sandpiper. Large 4 Bedroom, 2 Bath, with brand new finishes & furnishings. This renovated gorgeous home is 10 ...
From $432 per night (USD)VRBO
From $197 per night (USD)VRBO
3 bedroom single level house 4 miles from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 2
Nice quiet location, just 4 miles from Siesta Key beach, single level house with huge backyard. Fully furnished, sand to ...
From $197 per night (USD)VRBO
From $150 per night (USD)VRBO
Beautiful Two-bedroom, One-bathroom House in a perfect location, Sarasota, FL!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your private paradise! This beautiful house, part of a duplex, provides a private entrance and all the necess ...
From $150 per night (USD)VRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
Click For PricingVRBO
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 ...
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From $299 per night (USD)Expedia
4 BR/3BA Poolhouse is 4 miles from the famous Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This home has a fresh spa-like feel with modern touches. The U-shaped house wraps around a large patio with free-form po ...
From $299 per night (USD)Expedia
From $209 per night (USD)VRBO
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Sarasota rental perfect for family and friends getaways! 10 minutes from Siesta Key Beach! OUR rental features a comfy k ...
From $209 per night (USD)VRBO
From $271 per night (USD)VRBO
Siesta private house is Sarasota Florida, 3 ml to Siesta Key Beach
- 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 $271 per night (USD)VRBO
From $675 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 $675 per night (USD)VRBO
From $416 per night (USD)Expedia
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 $416 per night (USD)Expedia
From $337 per night (USD)VRBO
Luxury downtown Sarasota retreat. Home in Arlington Park.
- 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 $337 per night (USD)VRBO
From $318 per night (USD)Expedia
5 Star! Spacious Home 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 $318 per night (USD)Expedia
From $325 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 $325 per night (USD)VRBO
From $1140 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 $1140 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 $730 per night (USD)Expedia
Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal e ...
From $730 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $191 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 $191 per night (USD)Expedia
From $464 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 $464 per night (USD)VRBO
From $591 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 $591 per night (USD)Expedia
From $271 per night (USD)VRBO
Relaxing 3BR/2Ba Oasis with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $271 per night (USD)VRBO
From $383 per night (USD)Expedia
Siesta Beach/DT-Private Family Paradise-3BR/2Ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our charming 3-bedroom vacation home in Sarasota, just a short 11-minute drive from the stunning Siesta Key Be ...
From $383 per night (USD)Expedia
From $258 per night (USD)VRBO
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great Location and Comfort are what makes this 3 Bedroom Vacation Home special. Located in the Pinecraft area off Bahia ...
From $258 per night (USD)VRBO
From $645 per night (USD)Expedia
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌴 Casamigos | Heated Saltwater Pool, Tiki Bar, 0.8 Miles to Siesta Key Beach 💖 Why You'll Love This Home Experience i ...
From $645 per night (USD)Expedia
Click For PricingVRBO
Luxury Villa near Siesta - private, heated screened pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
Click For PricingVRBO
From $350 per night (USD)Expedia
Arlington Park Area! Heated Pool 3Bedroom/2bath Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Arlington Park Area! Freshly renovated, beautiful 3 bedroom/2 bathroom home just 15 minutes away from the Siesta beach a ...
From $350 per night (USD)Expedia
From $383 per night (USD)VRBO
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta's North Bridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $383 per night (USD)VRBO
From $224 per night (USD)Expedia
Comfy 3bed/2bath with pool close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the charm of old Florida living in this spacious and fully furnished 3-bedroom, 2-bathroom vacation home. With ...
From $224 per night (USD)Expedia
From $257 per night (USD)VRBO
Tropical Backyard Oasis! Prime Location Near Main St & Trolley to Lido Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Sarasota Retreat – Your Private Oasis in the City Welcome to your beautifully updated Florida-style home, nes ...
From $257 per night (USD)VRBO
From $219 per night (USD)Expedia
Boho Vibe 3B/2B West of S. Tuttle - 1 mile from Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 Bed 2 Bath 50's style Florida home has just undergone a partial remodel and complete Boho Style makeover. You w ...
From $219 per night (USD)Expedia
From $191 per night (USD)VRBO
Cozy house near Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our newly furnished home. When you walk up to it, it looks like a cozy cottage too. The inside is fresh new a ...
From $191 per night (USD)VRBO
From $287 per night (USD)Expedia
Brand New Beautiful Rental Close to Beaches!!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family friendly vacation rental located only 15 minutes from beautiful Siesta Key beach and downtown Sarasota. It is lo ...
From $287 per night (USD)Expedia
From $401 per night (USD)VRBO
Sunny Oasis: Bright, Private and Beautiful Retreat!\nMagnolia Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just minutes away from Siesta or Lido Beach! Welcome to one of the cutest and most relaxing private property. Located j ...
From $401 per night (USD)VRBO
From $310 per night (USD)Expedia
Your Dream Pool Home in Sarasota - #1 Siesta Key Beach a short drive
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to our enchanting pool home nestled in the heart of Sarasota, just minutes away from the world-renowned Siesta Ke ...
From $310 per night (USD)Expedia
From $411 per night (USD)VRBO
4 bed 3 bath Waterfront Home by Ralph Twitchell
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Originally designed by Ralph Twitchell, one of the founding members of the Sarasota School of Architecture, this midcent ...
From $411 per night (USD)VRBO
From $158 per night (USD)VRBO
Charming Retreat in the Heart of Sarasota. See reviews!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Bay fishing Siesta Key and ...
From $158 per night (USD)VRBO
From $253 per night (USD)VRBO
Discover Hacienda del Sol - Dog-Friendly, Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $253 per night (USD)VRBO
From $202 per night (USD)Expedia
Pinecraft Paradise ~ Secluded Apt in central SRQ!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this trendy, chic apartment with a bit of coast ...
From $202 per night (USD)Expedia
From $165 per night (USD)VRBO
Farmhouse Flair Getaway ~ In Pinecraft Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...
From $165 per night (USD)VRBO
From $430 per night (USD)Expedia
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w/ Private Pool & Large Outdoor Space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
🌴 Ventana Rosa | Heated Pool + Lush Tropical Outdoor Living 💖 Why You'll Love This Home Wrapped in tropical foliage a ...
From $430 per night (USD)Expedia
From $334 per night (USD)VRBO
The Coral Cottage close to all that Sarasota has to offer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
We are Matt and Val, and we purchased this home with a vision to create a warm, inviting space for individuals, couples ...
From $334 per night (USD)VRBO
From $249 per night (USD)Expedia
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $249 per night (USD)Expedia
From $475 per night (USD)VRBO
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $475 per night (USD)VRBO
From $378 per night (USD)Expedia
Spacious 2BR Sarasota Executive Suite – Suited for Business, Medical Stay, Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...
From $378 per night (USD)Expedia