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Southgate Rentals

From $102 per night (USD)
VRBO
Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Peaceful Christian Getaway minutes to downtown Sarasota, St. Armand's Circle, Marina Jack, Selby Gardens, Ed Smith Stadi ...
From $102 per night (USD)
VRBO
From $651 per night (USD)
VRBO
Stunning, ultra modern pool home within walking distance of Sarasota Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spectacular 1900 sq ft, 3/2 is perfectly located for everything Sarasota has to offer; world-class beaches, theater ...
From $651 per night (USD)
VRBO
From $107 per night (USD)
VRBO
Cozy and Private Studio Retreat near Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to your private retreat in Sarasota! This charming duplex studio offers a comfortable and convenient stay, perfe ...
From $107 per night (USD)
VRBO
From $114 per night (USD)
Expedia
One bedroom Mid-Century Gem, West of the Trail.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is wonderful one bedroom house, perfect for your next getaway. Its located west of the trail within walking distanc ...
From $114 per night (USD)
Expedia
From $210 per night (USD)
VRBO
3 bedroom Home with Pool Near Downtown.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sarasota City home with a location that can’t be beat. Easy drive to our Famous Siesta Key Beach, Lido Beach, Downtown ...
From $210 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Close to beach & downtown-Sparkling clean!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Mango Gardens! We want to assure all of our guests that we are following enhanced cleaning and disinfecting ...
From $165 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Cozy 2 Bed, 1 Bath cottage close to Downtown Sarasota and the Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a 2 bedroomed, 1 bath house, centrally located near downtown Sarasota, pet friendly within walking distance to a ...
From $174 per night (USD)
VRBO
From $375 per night (USD)
VRBO
The Palms-Heated Private Pool, Hot Tub, Private backyard-5mi to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
“The Palms" is a single-family home with a heated private pool in the heart of Sarasota. The home is 5 miles to the #1 b ...
From $375 per night (USD)
VRBO
From $295 per night (USD)
VRBO
The Oasis-Heated Private Pool, Hot Tub, Outdoor living space-5mi to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
THE OASIS is a newly renovated beach cottage with a heated private pool and hot tub in the heart of Sarasota. It is 5 mi ...
From $295 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
NEW HEATED POOL 3bdr/ 2 bth Charming 1948 build, COMPLETE REMODELED in FANTASTIC LOCATION! Arlington Park is only a few ...
From $254 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Spacious 2 1/2 bed home.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Modern home has great room with cathedral ceiling and waterfall mural, large kitchen and master bedroom, includes extra ...
From $162 per night (USD)
VRBO
From $361 per night (USD)
VRBO
LOCATION SIESTA & DT SARASOTA Coastal/Elegant House West of the Trail Family Fun
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious charming coastal/elegance house. Fully equipped a perfect place for you and your family. THE SPACE Profession ...
From $361 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Centrally Located, Sarasota Home Close To Amish Community
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bedroom, 2 bathroom home is fully renovated, boasting a kitchen with a large island, large family room complete w ...
From $200 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Best Location w/ Fenced Yard & Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $307 per night (USD)
Expedia
From $852 per night (USD)
VRBO
The Heart of Sarasota
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Location is everything! Come vacation in this gorgeous brand new modern Bohemian inspired home right in the heart of Sar ...
From $852 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Sarasota Paradise Heated Pool Home Near Siesta Key Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A tropical paradise with 4 bedrooms, 3 baths, a one-car garage, and a pool heater, the home is within Short driving dist ...
From $429 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Fully Stocked+Sleeps 10! JUST 2 MINS to Sarasota Bay+ 8 MINS to SIESTA BEACH.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
An original Floridian charmer with an outdoor grill and lounge area! Boasting a fully equipped kitchen, lots of beach e ...
From $341 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Minutes to Siesta Beach!! Gorgeous home with pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
“Siesta Key is 6 minutes to the north bridge and 8 minutes to the south bridge. Either way, Siesta Key is minutes from y ...
From $209 per night (USD)
VRBO
Click For Pricing
VRBO
Gardenia in Southside Village
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Keep it simple at this peaceful and centrally-located place in Southside Village, near Hillview and walking distance to ...
Click For Pricing
VRBO
From $317 per night (USD)
Expedia
A Hidden GEM in Sarasota! SIESTA BEACH-DOWNTOWN
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Hidden Gem Sarasota Home where location, quality and style are key... 4 bedrooms** 3 bathrooms**2 kitchen ...
From $317 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Charming Sarasota Vacation Home Near Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your next Sarasota escape awaits at this lovely vacation rental! Located in the peaceful Alta Vista neighborhood, this 2 ...
From $266 per night (USD)
VRBO
From $957 per night (USD)
Expedia
Family Fun House near Siesta Key
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 ...
From $957 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Coastal Cottage | Outdoor Oasis w/ Fire Pit + Grill!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish commu ...
From $228 per night (USD)
VRBO
From $1128 per night (USD)
Expedia
New modern home with salt water heated pool located minutes from SiestaKey Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautiful, luxury brand new construction modern energy efficient home located 10 minutes from Siesta Key Beach in a quie ...
From $1128 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Modern Adobe Oasis~Heated Pool~Fresh Remodel
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...
From $300 per night (USD)
VRBO
From $267 per night (USD)
Expedia
House in Sarasota between Downtown & Siesta Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located 5 minutes from Sarasota Memorial Hospital between Downtown and Siesta Key Village. This house sleeps up to 6 pe ...
From $267 per night (USD)
Expedia
From $354 per night (USD)
VRBO
The Outside Oasis-1 mile to Siesta Key!
Bedrooms:
6
Bathrooms:
4
Sleeps:
6
This home is so centrally located (a mile to Siesta Key, Southside Village, Sarasota Memorial Hospital; about 2 miles to ...
From $354 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Hidden Gem in Charming Sarasota, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tastefully designed home surrounded by lush palms and oak trees in the heart of Sarasota, Florida. The home is located i ...
From $234 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Tropical Beach/Town Studio Prime Mainland Location
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Siesta Beach/Town Prime Location! Designers lush tropical home location in posh residential area. Live like a local! You ...
From $203 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Private pool and dog friendly oasis close to beaches with WIFI, AC and WD
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunshine Siesta Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $321 per night (USD)
Expedia
From $390 per night (USD)
VRBO
The Shaded Sanctuary: Enjoy this beautiful home surrounded by some of Florida's
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Shaded Sanctuary by Siesta Key Luxury Rental Properties 3331 Old Oak Drive, Sarasota, Florida Welcome to The Shaded ...
From $390 per night (USD)
VRBO
From $307 per night (USD)
Expedia
Cannonball Cottage | Private Heated Pool + Outdoor oasis
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
BNB Breeze Presents: Cannonball Cottage! Welcome to Cannonball Cottage, a stunning vacation home nestled in the heart of ...
From $307 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Alta Vida Cozy Duplex Retreat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Alta Vida, a cozy retreat just minutes from vibrant downtown Sarasota! *For alternative rates, please see th ...
From $196 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Right beside the Phillippi Creek and the new Pedestrian Bridge
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 - Bedroom/ 3 - Bathroom house in beautiful Sarasota. Sleeps 6 adults comfortably. ...
From $249 per night (USD)
Expedia
From $1153 per night (USD)
VRBO
Coastal Luxe, Spacious 5bedroom house 5miles to Siesta with saltwater pool, WiFi
Bedrooms:
5
Bathrooms:
5
Sleeps:
16
Welcome to Coastal Luxe, a BRAND NEW unique contemporary gem located in the heart of Sarasota. This remarkable home beau ...
From $1153 per night (USD)
VRBO
From $373 per night (USD)
Expedia
4 bd 2ba with pool, grill, and games near downtown Sarasota
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to this spacious 4BR Sarasota home with a private in-ground pool! Perfect for families or groups, enjoy an open l ...
From $373 per night (USD)
Expedia
From $777 per night (USD)
VRBO
Coastal Lodge | Private POOL + Hot TUB
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
BNBBreeze Presents Coastal! Located in the heart of Pinecraft!! Steps away from the ice-cream shop, postal, and Pinecraf ...
From $777 per night (USD)
VRBO
From $300 per night (USD)
Expedia
3br 3bath townhome 3 mins from downtown Sarasota with gorgeous outdoor area
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
It's all about location! This beautiful 3-bedroom, 3-bathroom two-story condominium in the highly sought-after Arlingt ...
From $300 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Charming 1-bedroom house in fabulous Sarasota duplex. Close to all. Pet friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Sarasota in a quiet neighborhood with multi million dollar houses with parks,, public pool and 10 min to beac ...
From $146 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Summer/Fall Special low rates! Delightful condo 6.5 miles to Siesta Key Beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! Freshly up ...
From $131 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Coastal 4BR Pool Home – Close to Beach 12mins
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
If you are looking for 4 Bedroom 3 Bath open layout, modern, clean, and newly renovated home then look no further! Guest ...
From $261 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Kiwi Cove | Private Heated Pool + Backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BNB Breeze Presents: Kiwi Cove! Welcome to Kiwi Cove, a stunning Sarasota home that offers the perfect blend of comfort ...
From $272 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Seahorse Haven a Coastal Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Nestled in the heart of Sarasota, this charming two-story condo offers a perfect blend of comfort and convenience. It fe ...
From $435 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Cozy Cottage with Huge Patio full of Activities - Located right on Legacy Trail!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This rental has everything you need to make the most of your trip! Enjoy an open living/dining area with high ceilings l ...
From $614 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Charming 3-bedroom house in Arlington Park area, close to the recreation center.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Your cozy getaway awaits in Sarasota at this charming house. With 3 bedrooms including 2 queen beds and 1 bunk bed, this ...
From $217 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Palm Breeze Luxury * With E-Bikes & Heated Pool!*
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Palm Breeze! Just outside of Downtown and near the Legacy Trail, with electric bikes available to add, this ...
From $429 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Modern 4BR Sarasota Retreat w/ Saltwater Pool, Jacuzzi & Stylish Minimalist Desi
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This fully renovated 4-bedroom, 2-bathroom vacation home is a modern retreat in the heart of Sarasota, ideally located n ...
From $314 per night (USD)
VRBO
Click For Pricing
Expedia
NEW SARASOTA HOUSE with POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Located in Sarasota, enjoy what this 3-bedroom house has to offer. With 1 king bed, 1 queen bed, and 1 bunk bed, guests ...
Click For Pricing
Expedia
From $438 per night (USD)
VRBO
Close to Beaches|Pool|Fire Pit|Game Room|King Beds
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Sunset Villa is a spacious vacation rental located near downtown and just minutes from the world-famous Siesta Key and L ...
From $438 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Newly renovated 3 bedroom 2 bathroom w/ pool. 8 minutes to Siesta Key Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This completely renovated Sarasota house features 3 bedrooms, 2 bathrooms and is less than ten minutes to Siesta Key, ho ...
From $324 per night (USD)
VRBO
Click For Pricing
VRBO
Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Sarasota family home, Key West Style! Our fully-furnished 4 bedroom, two and half bathroom house is nicely appointed w ...
Click For Pricing
VRBO
From $268 per night (USD)
Expedia
Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Sarasota, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 tw ...
From $268 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Paradise on Prospect w/ Htd Saltwater Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise on Prospect, a modern, luxurious, professionally decorated rental property offering an unparalleled ...
From $340 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Stylish Nordic Stay, Walk to Hospital & Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
- Stylish, design-forward space just steps from Sarasota Memorial Hospital - Easy drive to downtown, beaches, and cultur ...
From $226 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Artsy Escape with Bold Design and Balcony
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
- Modern art-inspired stay with bold blue, gold, and white interior touches - Peaceful neighborhood close to Sarasota’s ...
From $269 per night (USD)
VRBO
From $157 per night (USD)
VRBO
Traquil Gem
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**Newly remodeled home with all new furniture and decor*. Peaceful home surrounded by lush palms in the heart of Saraso ...
From $157 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Vibrant Modern Escape, Walk to Dining, Near Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
- Chic, minimalist space with eye-catching blue and gold accents - Just a short drive to the soft sands of Siesta Key Be ...
From $206 per night (USD)
VRBO
Click For Pricing
Expedia
Orchid Oasis Retreat | Dog Friendly | Perfect Location | Large Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
Click For Pricing
Expedia
From $136 per night (USD)
VRBO
Robinhood's Lil John Coastal Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Robinhood's, Lil John Coastal Cottage! Cozy & modern, it's a perfect get-away! W/ a large fenced yard, scree ...
From $136 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Jungle Nook | Waterfront + Grill!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
BNB Breeze Presents: Jungle Nook! Welcome to Jungle Nook, a stunning beach home nestled right on the river in beautiful ...
From $241 per night (USD)
Expedia
From $118 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 $118 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Charming 3BR Coastal Home Near Trails, Shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect Sarasota retreat! Nestled in the heart of the city, this charming 3-bedroom, 2-bathroom Florida ...
From $294 per night (USD)
Expedia
From $257 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 $257 per night (USD)
VRBO
From $102 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 $102 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Sarasota escape awaits- a 4-bedroom, 2-bathroom home featuring a brand-new pool.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bring the whole family to this newly renovated 4 bedroom house, with lots of room for fun. Heated pool available from No ...
From $337 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Charming 2-bedroom house in amazing Sarasota close to all yet quiet.petfriendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your cozy getaway awaits in Central Sarasota in a quiet neighborhood with multi million dollar houses and parks and pub ...
From $152 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Charming 1-bedroom apartment with AC, WiFi in beautiful Sarasota/Pinecraft
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay comfortably in Pinecraft at this 1-bedroom apartment across the street from all the action of Pinecraft Park (shuff ...
From $152 per night (USD)
VRBO
From $280 per night (USD)
Expedia
2 Bed 2 Bath Perfect Location, LARGE Fenced Yard!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in Centrally located in Sarasota, this delightful house is a peaceful retreat for guests. With 2 cozy bedrooms, ...
From $280 per night (USD)
Expedia
From $203 per night (USD)
VRBO
Spacious pool home minutes from Siesta Key and downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious, updated 3-bedroom, 2-bathroom pool home is nestled on a quarter-acre lot in a quiet residential neighborh ...
From $203 per night (USD)
VRBO
Click For Pricing
Expedia
Remodeled dreamy beach cottage 5 minutes to Siesta Key in lush tropical setting.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Stay in, what locals consider to be one of the most sought after areas of Sarasota -West Of The Trail. Loved for its abs ...
Click For Pricing
Expedia
From $323 per night (USD)
VRBO
Convenient + Quiet + Relaxing / Close to Beaches + Close to Activities
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Originally built in 1957 and remodeled in 2022 adding two more bedrooms, family room and bathroom to accommodate my grow ...
From $323 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Summer Beach Life! Central Sarasota! Sleeps 5!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Come enjoy lazy days relaxing in a tropical paradise just minutes from Siesta Key and downtown Sarasota! Feel the warm F ...
From $305 per night (USD)
Expedia
From $236 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 $236 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Coastal Retreat near Siesta Key Beach and Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Welcome to your coastal retreat in Sarasota's most desirable neighborhood. Minutes to beaches and downtown, this home of ...
From $553 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Salt Life Villa with heated pool & outdoor dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience the perfect family getaway in this stylish and thoughtfully designed home. Featuring an open floor plan, this ...
From $281 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Sparkling Sarasota Seaside Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gorgeous, light and bright, completely updated modern home within minutes to beach, downtown, Legacy Trail, Payne Park a ...
From $411 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Modern 4 BR home in the heart of Sarasota - Luxe Arlington Park Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Luxe Arlington Park Home! Professionally managed by Gulf Coast Vacation Rentals, step into this exquisite and ...
From $286 per night (USD)
VRBO
From $384 per night (USD)
Expedia
The Wisteria Oasis With heated pool and hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come Relax with your family at this peaceful 3 bedroom cottage, It has a private fenced in backyard w/ new heated saltwa ...
From $384 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Welcome to Off Tropic!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Highlights • Private pool with in-ground spa • Less than 5-miles to the beach • Outdoor living space • Washer and d ...
From $329 per night (USD)
VRBO
From $234 per night (USD)
Expedia
The Palmy Pickle w/ Pickleball Court + Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BNB Breeze Presents: The Palmy Pickle Newly renovated space in Sarasota, FL with private pickleball court, fire pit, la ...
From $234 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Beautiful Oak View Manor - Siesta & Legacy Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Experience the best of Florida in our recently updated 3BR/2BA house in Sarasota. Fully-equipped kitchen, cozy living ro ...
From $301 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Sunny Comfort Near Beaches & Legacy Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Come get away at our relaxing home in Sarasota, FL. This 3 BR 2 BA provides a great space to getaway with family + frien ...
From $189 per night (USD)
Expedia
From $373 per night (USD)
VRBO
Waterfront Paradise pool home, family size 3 beds, 10 minutes from Siesta Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to paradise in Sarasota! This home is beautifully decorated to provide comfort, fun, entertainment and relaxatio ...
From $373 per night (USD)
VRBO
From $271 per night (USD)
Expedia
The Mango House Cozy Beach Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all th ...
From $271 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Private Oasis in Sarasota Florida
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Tropical Oasis features a Private Resort Style Backyard with a Salt Water Pool. Just over the Siesta Key Bridge th ...
From $388 per night (USD)
VRBO
$\Brillant Sunshine\ SARASOTA. Luxury POOL home built in 2023. Up to 18 guests$
From $626 per night (USD)
Expedia
\"Brillant Sunshine\" SARASOTA. Luxury POOL home built in 2023. Up to 18 guests
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
If you are interested in renting TWO luxury residences for a larger gathering of visitors (up to 18 ), kindly consider o ...
From $626 per night (USD)
Expedia
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VRBO
12 minutes from Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
MSG FOR AVAILABILITY. 12 minutes from Siesta Key Beach! Central to lots of shopping and restaurants. 1-king bed, 1-queen ...
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VRBO
From $339 per night (USD)
Expedia
Pool - Near Beach - Outdoor Games for Family - Close to DT
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Discover the perfect family getaway in our charming 4-bedroom, 3-bathroom pool home in Sarasota! Minutes away ...
From $339 per night (USD)
Expedia
From $100 per night (USD)
VRBO
Downtown Sarasota gem near Ringling College - Beautiful Bayou
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Beautiful Bayou, Professionally managed by Gulf Coast Vacation Rentals, nestled in Whitaker Bayou and right b ...
From $100 per night (USD)
VRBO
$Bay Bliss Bungalow | 65\ Smart TV, Lanai + Electric Bikes!$
From $220 per night (USD)
Expedia
Bay Bliss Bungalow | 65\" Smart TV, Lanai + Electric Bikes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BNB Breeze Presents: Bay Bliss Bungalow! When renovating this home, we crafted every detail to blow our guests away! St ...
From $220 per night (USD)
Expedia
From $908 per night (USD)
VRBO
The Palace on Clematis – Siesta Key Vacation Home with Pool, Firepit & Location
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusiv ...
From $908 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Siesta Key Palm Paradise with Heated Saltwater Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
SIESTA KEY PALM PARADISE is minutes away from the #1 beach in the US, with white quartz sand & the clear turquoise wate ...
From $347 per night (USD)
Expedia
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VRBO
The Sailor’s Cove: A cozy B&B where you can feel at home.
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Welcome to "The Mermaid & Sailor’s B&B"! As you step inside, you'll be greeted by a cozy, inviting atmosphere combining ...
Click For Pricing
VRBO
From $223 per night (USD)
Expedia
Tropical Garden by Siesta Key, Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Our unique and tranquil getaway location combines the best of a zen tropical garden minutes from Siesta Key beach and do ...
From $223 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Blue Flamingo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy Florida beach cottage surrounded by lush palms in the heart of Sarasota, Florida. The home is located in South Gate ...
From $441 per night (USD)
VRBO
Click For Pricing
Expedia
Sea Mist Hideaway | Lanai, Outdoor Lounge + Fire-Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BNB Breeze Presents: Sea Mist Hideaway! Located just 13 minutes away from both Siesta Key and Lido Beach, this stunning ...
Click For Pricing
Expedia
From $207 per night (USD)
VRBO
The 1942 Cottage - In the Heart of Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to The 1942 Cottage! Our newly remodeled 2-bedroom, 1-bath cottage, boasts a unique blend of modern upgrades and ...
From $207 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Prime Spot, 50's Flair & Luxe Comfort in Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring the whole family to this great place with lots of room for fun. Located in the heart of Sarasota in a quaint neigh ...
From $230 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Cheery Fenced Home Pets Welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NEW LISTING! Access everything Sarasota. Six miles to Lido Key Beach, 0.25 miles to downtown, 1 block to a 20 mile walk- ...
From $219 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Beautiful Family Home in the Heart of Pinecraft!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to this cozy, comfortable, brand-new home in the heart of Pinecraft, Sarasota's most popular place for northerne ...
From $179 per night (USD)
Expedia

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