Southgate Rentals
From $155 per night (USD)VRBO
Studio 10 Mins to Beach w/ Fenced in Backyard
- 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 $155 per night (USD)VRBO
From $478 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 $478 per night (USD)Expedia
From $394 per night (USD)VRBO
Sarasota Waterfront Paradise- Location, Location...!!
- 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 $394 per night (USD)VRBO
From $364 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 $364 per night (USD)Expedia
From $313 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 $313 per night (USD)VRBO
From $172 per night (USD)Expedia
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 $172 per night (USD)Expedia
From $300 per night (USD)VRBO
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 $300 per night (USD)VRBO
From $311 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 $311 per night (USD)VRBO
From $143 per night (USD)VRBO
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 $143 per night (USD)VRBO
From $373 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 $373 per night (USD)Expedia
From $482 per night (USD)VRBO
Sandpiper*Heated Pool*Minutes to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sandpiper. This beach house has brand new finishes & furnishings. 10 minutes to Siesta Key Beach (#1 Beach in ...
From $482 per night (USD)VRBO
From $674 per night (USD)Expedia
❤️ Charming Coastal Pool Home - 1 Mile to Siesta Key - Relax & Unwind
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Sarasota Sanctuary Awaits Welcome to your private coastal retreat. This beautifully refurbished 3-bedroom, 2-bath ...
From $674 per night (USD)Expedia
From $130 per night (USD)VRBO
Quiet Sarasota Retreat - 6 Mi to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ensure easy access to beautiful Gulf Coast beaches when you spend your next Florida getaway at this Sarasota vacation re ...
From $130 per night (USD)VRBO
From $113 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. The studio is located on the second floor, so you will ne ...
From $113 per night (USD)Expedia
From $104 per night (USD)VRBO
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 $104 per night (USD)VRBO
From $293 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 $293 per night (USD)Expedia
From $359 per night (USD)VRBO
Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $359 per night (USD)VRBO
From $731 per night (USD)Expedia
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 $731 per night (USD)Expedia
From $312 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 $312 per night (USD)VRBO
From $239 per night (USD)Expedia
Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub ...
From $239 per night (USD)Expedia
From $430 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 $430 per night (USD)VRBO
From $277 per night (USD)Expedia
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 $277 per night (USD)Expedia
From $537 per night (USD)VRBO
Luxury home&heated private pool mins drive to Siesta Key & Downtown Sarasota.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury Sarasota Retreat with Heated Private Pool Minutes to Siesta Key Beach & Downtown Sarasota 🌴 Luxurious Sarasota G ...
From $537 per night (USD)VRBO
From $562 per night (USD)Expedia
MidCentury Modern Heated Pool Retreat minutes to Siesta Key Beach & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our Designer MidCentury Modern Retreat in the Southgate neighborhood of Sarasota! Nestled just a short 11-min ...
From $562 per night (USD)Expedia
From $191 per night (USD)VRBO
Discover Hacienda del Sol - Dog-Friendly, Downtown, Walkable Neighborhood
- 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 $191 per night (USD)VRBO
From $214 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 $214 per night (USD)Expedia
From $95 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 $95 per night (USD)VRBO
From $173 per night (USD)Expedia
Centrally located Condo, Sarasota Fl 34232
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BEAUTIFUL 2 BR/2 BA Newly Renovated Turnkey Furnished, Centrally Located Sarasota Condo for rent! Directly on the pool, ...
From $173 per night (USD)Expedia
From $305 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 $305 per night (USD)VRBO
From $350 per night (USD)Expedia
Luxury Family Home Near Downtown & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beam ...
From $350 per night (USD)Expedia
From $169 per night (USD)VRBO
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Remodeled 3-bedroom home in the Pinecraft area of Bahia Vista puts you in the heart of Sarasota. Enjoy easy access to Si ...
From $169 per night (USD)VRBO
From $390 per night (USD)VRBO
Close to Beaches & Downtown w/Pool, Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax & unwind in our recently updated single level 3 bedroom, 2 bath, 2 car garage w/ private pool (not heated). Locate ...
From $390 per night (USD)VRBO
From $306 per night (USD)VRBO
King bed, close to Siesta Beach, Lido, and Downtown Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**NO PARTIES OR EVENTS!** Siesta Key Sarasota Sea Turtle home! Your family will be close to everything when you stay a ...
From $306 per night (USD)VRBO
From $283 per night (USD)Expedia
Arlington Park Area! 3BR/2BA Sarasota Home – Heated Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3-bedroom, 2-bath home across from Arlington Park, just minutes drive from Siesta Key Beach and Lido Beach and ...
From $283 per night (USD)Expedia
From $196 per night (USD)VRBO
Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bright, inviting, and packed with all the modern comforts of home, this one-of-a-kind Sarasota vacation rental has every ...
From $196 per night (USD)VRBO
From $324 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:
- 10
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $324 per night (USD)Expedia
From $203 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 $203 per night (USD)VRBO
From $329 per night (USD)Expedia
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 $329 per night (USD)Expedia
From $285 per night (USD)VRBO
Pool Home oasis just minutes to Siesta Key Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to this sunny 3BR, 2BA Sarasota pool home—your perfect Florida retreat! Relax in the spacious outdoor area with g ...
From $285 per night (USD)VRBO
From $154 per night (USD)VRBO
Well appointed three bedroom two bath home with pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to this three bedroom two bath split floor plan home in a gulf community. Terrazzo floors throughout the entire ...
From $154 per night (USD)VRBO
From $290 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 furnished, boasting a kitchen with a large island, large family room complete w ...
From $290 per night (USD)VRBO
From $252 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 $252 per night (USD)Expedia
Click For PricingVRBO
Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Over 200 FIVE STAR reviews. Exceptional, adorable beach cottage located Come experience a little slice of Old Florida ...
Click For PricingVRBO
From $330 per night (USD)VRBO
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with secluded HEATED POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Jennings Gem: Mid-Century Oasis w/ Private HEATED Pool Near Siesta Key! Relax in style at Jennings Gem, a completely upd ...
From $330 per night (USD)VRBO
From $250 per night (USD)VRBO
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta Key Bridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Tranquilo! Book this beautifully renovated 3-bedroom, 2-bath modern home in an upscale Sarasota nei ...
From $250 per night (USD)VRBO
From $402 per night (USD)Expedia
The Palms-Private Heated 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 $402 per night (USD)Expedia
From $260 per night (USD)VRBO
The Oasis-Private Heated 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 $260 per night (USD)VRBO
From $256 per night (USD)Expedia
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
FANTASTIC LOCATION! This 3-bedroom, 2-bath home with a heated pool is perfectly situated in one of Sarasota’s most desir ...
From $256 per night (USD)Expedia
From $325 per night (USD)VRBO
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 $325 per night (USD)VRBO
From $132 per night (USD)VRBO
Outdoor shower and wonderful private fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Sailors Daughter is a very unusual Mid century/contemporary home. With beautiful cross ventilation with the Winter t ...
From $132 per night (USD)VRBO
From $284 per night (USD)VRBO
Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok
- 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 $284 per night (USD)VRBO
From $291 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 $291 per night (USD)VRBO
From $694 per night (USD)VRBO
Mid-Century Pool Home in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy sparkling turquoise private pool with sun shelf and lounge chairs while sunbathing on the raised deck or outdoor d ...
From $694 per night (USD)VRBO
From $497 per night (USD)Expedia
Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Pineapple House Sarasota—where location, comfort, cleanliness, and relaxation come together. Unwind in your ...
From $497 per night (USD)Expedia
From $376 per night (USD)VRBO
Beautiful, Spacious Heated Pool Home - Close to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, spacious heated pool home - close to Siesta Key and Downtown Sarasota. Enjoy this 3 bedroom, 2 bath, private ...
From $376 per night (USD)VRBO
From $110 per night (USD)VRBO
PRICE REDUCED AND ONLY A FEW MINUTES FROM THE #1 BEACH IN THE US!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sarasota is ready for you to enjoy winter in the sun. And it has never been more affordable! If you book 60 days in adva ...
From $110 per night (USD)VRBO
From $168 per night (USD)VRBO
Arlington Park House Sarasota Tropical Oasis Sarasota cert of reg # VR25-00010
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Arlington Park House Sarasota Tropical Oasis is a truly unique home located in Arlington Park Area of Sarasota Florida. ...
From $168 per night (USD)VRBO
From $260 per night (USD)VRBO
Safe Haven for you and your fur baby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A truly uniquely designed home, The Terrace is located on a quiet little street convenient to all that Sarasota has to o ...
From $260 per night (USD)VRBO
From $339 per night (USD)VRBO
NEW! The Dunes-Private Heated Pool, Hot Tub, Private backyard-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
THE DUNES is a newly renovated, single-family home with a heated private pool in the heart of Sarasota. The home is 5 mi ...
From $339 per night (USD)VRBO
From $107 per night (USD)VRBO
Cozy 3 bedroom Family Getaway in Sarasota!
- 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. -Full E ...
From $107 per night (USD)VRBO
From $235 per night (USD)VRBO
\"Stunning Home w/Heated Pool & Fenced Yard\"
- 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 $235 per night (USD)VRBO
From $286 per night (USD)VRBO
Siesta/Sarasota 8 minute drive to Siesta Key and Beaches.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
PARADISE! Enjoy the white sandy beaches and beautiful blue water of Siesta Key. A fisherman's dream. Coastal home come ...
From $286 per night (USD)VRBO
From $428 per night (USD)VRBO
Pristine Private Pool Retreat • Minutes to Siesta & Downtown Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Quiet, chic, and wonderfully private, this stylish pool home is tucked within the quintessential “Old Florida” neighborh ...
From $428 per night (USD)VRBO
From $173 per night (USD)Expedia
Near Downtown + Ocean: Sarasota Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Smart Appliances | Vintage Bar Cart w/ Bartender Kit | Walk to Arlington Park & Aquatic Complex Full of colorful accent ...
From $173 per night (USD)Expedia
From $278 per night (USD)VRBO
Costa Del Ray | Heated Pool, Gym + Covered Patio!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Costa Del Ray! Nestled in the radiant heart of Sarasota, just 15 minutes away from both Lido Key B ...
From $278 per night (USD)VRBO
From $130 per night (USD)Expedia
Beautifully remodeled Apartment in Central Sarasota -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 $130 per night (USD)Expedia
From $255 per night (USD)VRBO
Downtown Sarasota Private Vacation Home - Minutes to Beaches, Beautiful Backyard, and Pet-Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, ...
From $255 per night (USD)VRBO
From $299 per night (USD)Expedia
Living The Dream | Heated Pool + Putting Green + Swings
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and ...
From $299 per night (USD)Expedia
From $267 per night (USD)VRBO
Modern bliss just 10 minutes from Siesta Key beaches and downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
- Brand New Listing - Summary: Welcome to Blue Ranch Retreat! A beautifully updated modern but warm ranch style home in ...
From $267 per night (USD)VRBO
From $117 per night (USD)Expedia
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is the perfect spot for those looking for a peaceful retreat with all the excitement just a stone's throw away! You ...
From $117 per night (USD)Expedia
From $293 per night (USD)VRBO
Waldemere House | Saltwater Pool | Screened Porch, Fireplace + Games
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Waldemere House Located in a beautiful neighborhood just steps away from Arlington Park, and just 1 ...
From $293 per night (USD)VRBO
From $234 per night (USD)Expedia
Bahama Breeze | Private Pool w/ Patio + Outdoor TV!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bahama Breeze! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes awa ...
From $234 per night (USD)Expedia
From $189 per night (USD)VRBO
Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nice spacious ground floor one bedroom apartment. Just remodeled with new kitchen and bathroom. Front and rear patios. ...
From $189 per night (USD)VRBO
From $408 per night (USD)Expedia
Near Siesta Key | Private Heated Pool & Spa | Palm-Lined Resort-Style Lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Magnolia House Sarasota, a thoughtfully hosted private retreat just minutes to Siesta Key Beach. Enjoy your ow ...
From $408 per night (USD)Expedia
From $219 per night (USD)VRBO
Cozy house at Arlington Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...
From $219 per night (USD)VRBO
From $347 per night (USD)Expedia
Ingram House 2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the heart of Sarasota, this home boasts 3 bedrooms and 2 bathrooms. Enjoy a peaceful get away from the crazin ...
From $347 per night (USD)Expedia
From $185 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 $185 per night (USD)VRBO
From $109 per night (USD)Expedia
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SouthGate neighbor is a quiet older neighborhood with lots of trees. Good for walking or biking. Phillippi Creek runs by ...
From $109 per night (USD)Expedia
From $502 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 $502 per night (USD)VRBO
From $281 per night (USD)VRBO
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 $281 per night (USD)VRBO
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Attn: Beach adventurers and pet friendly seekers, close to downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this centrally located vacation pad that is light, bright and welcoming. This gem is close to shopping & restaura ...
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From $432 per night (USD)VRBO
Coastal modern POOL home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your home away from home! This cozy home is tastefully decorated and has 3 bedrooms, all with queen beds, alo ...
From $432 per night (USD)VRBO
From $396 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 $396 per night (USD)VRBO
From $1246 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 $1246 per night (USD)Expedia
From $118 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 $118 per night (USD)VRBO
From $988 per night (USD)Expedia
Family Fun House near Siesta Key
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 ...
From $988 per night (USD)Expedia
From $397 per night (USD)VRBO
Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Shoreline! Bring the whole family for a relaxing vacation in Sarasota, FL. This 4-bedroom, 2.5-bathroom home ...
From $397 per night (USD)VRBO
From $247 per night (USD)Expedia
Paradise Palms | Saltwater Heated Pool + Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
BNB Breeze Presents: Paradise Palms! Pristine home in the heart of a quiet neighborhood in Sarasota minutes from Downtow ...
From $247 per night (USD)Expedia
From $334 per night (USD)VRBO
Modern Organic King Beds Salt POOL/SPA Dwtn Sarasota Retreat near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
What You'll Love: ✓ Modern and Organic design throughout with 2 workspace areas and high-speed WIFI. ✓ Peaceful la ...
From $334 per night (USD)VRBO
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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 ...
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From $248 per night (USD)VRBO
Welcome to The Turtle Nest-Lanai w/Hot Tub+5mi to beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"The Turtle Nest" is a renovated single family home with comfortable furniture. It is located in the heart of Sarasota a ...
From $248 per night (USD)VRBO
From $287 per night (USD)Expedia
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 $287 per night (USD)Expedia
From $118 per night (USD)VRBO
Beach-Themed Cozy Cottage Close to Downtown, Beaches, Pinecraft & Legacy Trail!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Charming Sarasota Retreat | Near Beaches, Trails & Pinecraft Welcome to your peaceful Sarasota getaway! Located in a qu ...
From $118 per night (USD)VRBO
From $313 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 $313 per night (USD)Expedia
From $353 per night (USD)VRBO
Golf Course Condo w/ Pool, Near Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Spend your winter in this rarely available three bedroom condo located just 7 miles from stunning #1 rated Sie ...
From $353 per night (USD)VRBO
From $171 per night (USD)VRBO
Cozy Ranch Home w/ Heated Pool, near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Modern 4 bedroom house 14 minutes from Siesta Key's Beach. Large open Living room for family gatherings. Primary bedroom ...
From $171 per night (USD)VRBO
From $676 per night (USD)VRBO
The Blessing House - Htd Pool & Spa, Close to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to The Blessing House! This home has been beautifully renovated, designed & curated for you to be rejuvenated, ...
From $676 per night (USD)VRBO
From $499 per night (USD)Expedia
Sarasota Paradise Heated Pool Home Near Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A tropical paradise with 4 bedrooms, 3 baths, a one-car garage, and a pool heater, the home is within Short driving dist ...
From $499 per night (USD)Expedia
From $198 per night (USD)VRBO
The Natural Retreat near to Siesta Key & Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our Casa Macademia, with nordic boho-chic decor, is situated in Sarasota’s charming neighborhood of South Poinsettia Pa ...
From $198 per night (USD)VRBO
From $535 per night (USD)Expedia
Sun-Soaked & Heated Pool Home - Minutes to Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Newly renovated and single-story - this bright, five-bedroom Sarasota home was made for families who want space, comfort ...
From $535 per night (USD)Expedia