Southgate Rentals
From $395 per night (USD)VRBO
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 $395 per night (USD)VRBO
From $436 per night (USD)VRBO
Sandpiper - 4BR - 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 $436 per night (USD)VRBO
From $433 per night (USD)VRBO
Treasure The Memories, Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $433 per night (USD)VRBO
From $359 per night (USD)VRBO
Herons Retreat - Pool Home by Gulfocast Holiday Homes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Recently upgraded 3/2 Sarasota pool home. All new furniture, large outdoor pool, and in a great location. Sarasota and i ...
From $359 per night (USD)VRBO
From $188 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 $188 per night (USD)VRBO
From $258 per night (USD)VRBO
Beautiful 3 br, 2ba, near Siesta Key, Lido Key and Downtown Sarasota.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Great house for a family adventure or relaxing days on the World renowned Siesta Key beach with its pristine powdery whi ...
From $258 per night (USD)VRBO
From $153 per night (USD)VRBO
\"3 Bedroom Home Family Getaway\"
- 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 $153 per night (USD)VRBO
From $190 per night (USD)VRBO
2 bedroom-Sparkling Clean–near beaches & downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Mango Gardens! We want to assure all of our guests that we have enhanced cleaning and disinfecting procedu ...
From $190 per night (USD)VRBO
From $213 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 $213 per night (USD)VRBO
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 $277 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:
- 4
- Sleeps:
- 6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $277 per night (USD)VRBO
From $177 per night (USD)Expedia
Lovely ❤ Cottage - VERY close to Siesta Beach, Downtown, Shopping and More!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
NOTE: BOOKING JANUARY OR FEBRUARY? Please book whole months only NOT mid-month to mid-month. This time frame is a monthl ...
From $177 per night (USD)Expedia
From $398 per night (USD)VRBO
Near downtown Sarasota & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This roomy house is only a short drive, walk, bike or bus (scat) away from the #1 Beach in the USA. Siesta Key Beach. Al ...
From $398 per night (USD)VRBO
From $352 per night (USD)Expedia
Arlington Park Area! Heated Pool 3Bedroom\/2bath Home
- Bedrooms:
- 2
- 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 $352 per night (USD)Expedia
From $404 per night (USD)VRBO
The Olive Turtle - Comfort near Downtown Sarasota and Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a stylish experience at this centrally-located place. Decorated with curated items from local artists and small bu ...
From $404 per night (USD)VRBO
Click For PricingExpedia
NEW Sarasota beach home {Seas the Day}
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Nestled in the heart of Sarasota "Seas the Day" awaits you. Siesta Key's white sandy beaches are a short 12 min. drive f ...
Click For PricingExpedia
From $846 per night (USD)VRBO
Luxury Villa near Siesta - private, heated screened pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
From $846 per night (USD)VRBO
From $524 per night (USD)Expedia
Casa Grapefruit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
2 bedroom, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in central Sarasota, in the quaint Amis ...
From $524 per night (USD)Expedia
From $936 per night (USD)VRBO
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Casamigos — the epitome of luxury living and relaxation in Siesta Key. This newly furnished, upscale 4-bedroo ...
From $936 per night (USD)VRBO
From $226 per night (USD)Expedia
Discover Hacienda del Sol - Dog-Friendly Home, Downtown Sarasota, Sleeps 8, Walkable Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exclusive Offers: Stay longer and save more! Enjoy 10% off for 7+ nights, and 20% off for 28+ nights. Promotions cannot ...
From $226 per night (USD)Expedia
From $236 per night (USD)VRBO
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 $236 per night (USD)VRBO
From $173 per night (USD)Expedia
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 $173 per night (USD)Expedia
From $428 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 $428 per night (USD)VRBO
From $415 per night (USD)Expedia
Relaxing 3BR\/2Ba Oasis with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $415 per night (USD)Expedia
From $276 per night (USD)VRBO
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 $276 per night (USD)VRBO
From $203 per night (USD)Expedia
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 $203 per night (USD)Expedia
From $268 per night (USD)VRBO
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a tropical escape? This cozy cottage is perfect for you! A short drive or bike ride will be all that separat ...
From $268 per night (USD)VRBO
From $240 per night (USD)Expedia
Amazing Location West of the Trail
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Location Location Location. Only 30 seconds drive to the north bridge to Siesta Key. Just 5 minutes Siesta Key's world f ...
From $240 per night (USD)Expedia
From $377 per night (USD)VRBO
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 $377 per night (USD)VRBO
From $500 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 $500 per night (USD)Expedia
From $427 per night (USD)VRBO
'The Melrose Sarasota' w\/ Large Private Lanai
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Your perfect Florida vacation is waiting for you at this well-appointed 4-bedroom, 3-bathroom home in Sarasota. Start yo ...
From $427 per night (USD)VRBO
From $294 per night (USD)Expedia
The Palms in Sarasota, heated private pool, near Beaches & Downtown, sleeps 9
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Experience a vibrant, newly renovated two-story featuring a stunning heated saltwater pool. This immaculate 3-bedroom re ...
From $294 per night (USD)Expedia
From $404 per night (USD)VRBO
Casa Lime in Pinecraft
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
A 1 bedroom, 1 bath cottage that comfortably sleeps 3 guests. Conveniently located in central Sarasota, in the quaint Am ...
From $404 per night (USD)VRBO
From $300 per night (USD)Expedia
Casa Orange
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A 1 bedroom 1 bath cottage that comfortably sleeps 6 guests . Conveniently located in central Sarasota, in the quaint Am ...
From $300 per night (USD)Expedia
From $177 per night (USD)VRBO
Lovely Cottage ❤ Very close to Siesta Beach or Downtown Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Best thing about this home is LOCATION. Very central to everything Sarasota. This home has its own private entrance, out ...
From $177 per night (USD)VRBO
From $397 per night (USD)Expedia
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 $397 per night (USD)Expedia
From $257 per night (USD)VRBO
Location, Location, Location, walk to Waterfront, Selby Gardens, Downtown & more
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Siesta Key and Southside Vi ...
From $257 per night (USD)VRBO
From $251 per night (USD)Expedia
Pool Home 10 Minutes to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
If you are looking for a centrally located vacation home that is a stone's throw from various amenities including shoppi ...
From $251 per night (USD)Expedia
From $415 per night (USD)VRBO
2 Cottages Rented Together | Amazing Heated Pool | Near Beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
From $415 per night (USD)VRBO
From $268 per night (USD)Expedia
Pool, Lake & Sunset Views: Home in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
2,000 Sq Ft | Furnished Patio | 4 Mi to Red Bug Slough Preserve Nestled in a tranquil community, this 3-bed, 2-bath hom ...
From $268 per night (USD)Expedia
From $392 per night (USD)VRBO
Modern near Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $392 per night (USD)VRBO
From $180 per night (USD)Expedia
Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Sarasota Getaway – Your Private Home Near Downtown & Beaches You've found it! Welcome to your private Sarasota ...
From $180 per night (USD)Expedia
Click For PricingVRBO
Stay this close to all Sarasota has to offer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...
Click For PricingVRBO
From $199 per night (USD)Expedia
Charming Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $199 per night (USD)Expedia
From $525 per night (USD)VRBO
Entire private house
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 10
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...
From $525 per night (USD)VRBO
From $574 per night (USD)Expedia
Beautiful West of The Trail Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $574 per night (USD)Expedia
From $443 per night (USD)VRBO
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $443 per night (USD)VRBO
From $493 per night (USD)Expedia
Villa Las Flores | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Las Flores: Your Ideal Getaway in Sarasota Welcome to Villa Las Flores, a stunning duplex retreat offering the pe ...
From $493 per night (USD)Expedia
From $475 per night (USD)VRBO
Luna Nueva | Pet Friendly Home in Sarasota w\/ Private Heated Pool & Screened-In Porch
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luna Nueva, a magnificent Siesta Key rental home that can be rented out separately or combined with its siste ...
From $475 per night (USD)VRBO
From $980 per night (USD)Expedia
Luna Flores: Stunning Siesta Key Area with 2 Private Pools, Dog Friendly Perfect for Large Groups
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Luna Flores: Your Dream Vacation Awaits in Sarasota Welcome to Luna Flores, a magnificent vacation rental duplex that b ...
From $980 per night (USD)Expedia
From $199 per night (USD)VRBO
Renovated retreat - dog-friendly yard, AC & W\/D - snowbirds welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $199 per night (USD)VRBO
From $215 per night (USD)Expedia
Chic Sarasota Cottage: Near Beaches & Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Plan your next beach escape at this gorgeous 1-bedroom, 1-bath Sarasota vacation rental! Perfect for couples or small gr ...
From $215 per night (USD)Expedia
From $653 per night (USD)VRBO
Sarasota House w\/ Backyard Oasis: 6 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the Sunshine State from this 2-bedroom, 2-bathroom Sarasota vacation rental. The home boasts a private backyard ...
From $653 per night (USD)VRBO
From $321 per night (USD)Expedia
The Coral Cottage close to all that Sarasota has to offer
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $321 per night (USD)Expedia
Click For PricingVRBO
“Over the Rainbow!” Vacation Rental Relaxing retreat 5 miles from everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise in a single family home awaits you. Only 5 miles to Siesta Key Beach parking, Siesta Key Village (restaurants, ...
Click For PricingVRBO
From $86 per night (USD)Expedia
Private Efficiency in Sarasota-1BR, Pet-Friendly,Patio,Close to Beaches, 2People
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy Efficiency: 1 Bedroom, 1 Queen Bed, 1 Bath with Shower, Fully Equipped Kitchen, High-Speed Internet, SmartTV, Refri ...
From $86 per night (USD)Expedia
From $167 per night (USD)VRBO
Perfect Monthly Rental | Updated 3-Bedroom Condo | Heated Pools | Short Drive to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to your Sarasota getaway! Nestled in the heart of the vibrant Village Brooke community, this beautifully remodel ...
From $167 per night (USD)VRBO
From $985 per night (USD)Expedia
Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of Sarasota. Step ins ...
From $985 per night (USD)Expedia
From $166 per night (USD)VRBO
Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
A charming 1925 Spanish style home beautifully furnished with books, art and beach charm. Less than 6 miles to the amazi ...
From $166 per night (USD)VRBO
From $120 per night (USD)Expedia
Downtown Sarasota House By Siesta Key and Golfing
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Downtown Sarasota House is 1 bedroom, 1 bathroom unit conveniently located near Siesta Dr that takes you all the way to ...
From $120 per night (USD)Expedia
From $179 per night (USD)VRBO
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $179 per night (USD)VRBO
From $181 per night (USD)Expedia
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
All BRAND-NEW, IKEA-Inspired Villa near it all in central Sarasota! Private entrance, barbecue, washer/dryer, streaming ...
From $181 per night (USD)Expedia
From $281 per night (USD)VRBO
Sarasota Modern Home minutes to Siesta & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This modern home will be your ultimate vacation retreat. Three spacious bedrooms, office/den, two bathrooms and a modern ...
From $281 per night (USD)VRBO
From $348 per night (USD)Expedia
Specious and renovated 2 bed 2 bath house
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hello and thank you for visiting our listing of our freshly renovated house with brand new kitchen and new bathrooms! ...
From $348 per night (USD)Expedia
From $225 per night (USD)VRBO
Sarasota Bungalow w\/ Pergola, Garden & Waterfalls!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Book your coastal retreat to this quaint 1-bedroom, 1-bath Sarasota vacation rental cottage located just a short drive f ...
From $225 per night (USD)VRBO
From $474 per night (USD)Expedia
Sarasota Getaway w\/ Private Pool & Backyard Oasis!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Pack your bags for fun in the Florida sun while you stay at this 3-bedroom, 3-bathroom Sarasota vacation rental. Boastin ...
From $474 per night (USD)Expedia
From $419 per night (USD)VRBO
Cozy retreat, heated salt water pool, centrally located, minutes to everything!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This Sarasota Bungalow retreat is a 3bd 2bth home with a heated salt water pool. Centrally located and near everything S ...
From $419 per night (USD)VRBO
From $557 per night (USD)Expedia
4bd\/3bth Renovation With Heated Pool near Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful renovation, great for people who want a large house to spend evenings at the pool with dining area and drill! ...
From $557 per night (USD)Expedia
From $446 per night (USD)VRBO
Salty Breeze Home w\/ Guest Suite, Heated Enclosed Salt Pool\/Spa
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
This home is a spacious 4 bedroom/3 bath haven. It is complete with an enclosed, heated pool for the kids to play in an ...
From $446 per night (USD)VRBO
From $491 per night (USD)Expedia
\"The Sandpiper\" Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This home comes as a deluxe package with a heated pool for the kids to play in and a heated, jetted spa for the adults t ...
From $491 per night (USD)Expedia
From $579 per night (USD)VRBO
3 bedroom\/2 bath in a quiet neighborhood. Large backyard with privacy fence.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedrooms, 2 bathrooms, possible forth bed. Closed lanai, fenced backyard, pet's welcome. 1 car garage, laundry room, B ...
From $579 per night (USD)VRBO
From $254 per night (USD)Expedia
Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...
From $254 per night (USD)Expedia
From $521 per night (USD)VRBO
Luxe home with pool & alfresco living - amazing walkable location
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Organic Fun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $521 per night (USD)VRBO
From $295 per night (USD)VRBO
Sunny Cottage🌴half mile to Downtown-near famous beaches
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Relaxing and charming 3 bedrooms cottage half mile to Main steet, Downtown, parks, restaurants, art galleries,boutiques ...
From $295 per night (USD)VRBO
From $316 per night (USD)VRBO
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $316 per night (USD)VRBO
From $482 per night (USD)Expedia
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 $482 per night (USD)Expedia
From $644 per night (USD)VRBO
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w\/ Private Pool & Large Outdoor Space
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the Ultimate in Luxury at Ventana Rosa – Your Siesta Key Escape Discover the essence of luxury and tranquili ...
From $644 per night (USD)VRBO
From $353 per night (USD)Expedia
Sarasota Show House Executive Luxury Suite
- 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 $353 per night (USD)Expedia
From $321 per night (USD)VRBO
Beautiful home with huge backyard close to siesta key beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Great open space with 2 master bedrooms, a bedroom with a triple bunk, and one loft bedroom. A dedicated office/work spa ...
From $321 per night (USD)VRBO
From $233 per night (USD)VRBO
Pre furnished 3 bed 2 bath house nearby the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The recently remodeled house comes pre furnished with kitchen appliances including a washer and dryer, wireless internet ...
From $233 per night (USD)VRBO
From $259 per night (USD)VRBO
Renovated 3\/2 Minutes to Downtown and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 4 beds total, we can comf ...
From $259 per night (USD)VRBO
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Private home minutes from Siesta Key and Downtown Sarasota.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your private getaway near the top rated beach in the USA. This 3 bedroom 2 bathroom home has a large dining table ...
Click For PricingExpedia
From $368 per night (USD)VRBO
Charming Florida bungalow with pool and fenced-in yard.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cypress wood floors and bay windows give this home a comfy, warm feel. The large, fenced-in backyard boasts large trees ...
From $368 per night (USD)VRBO
From $347 per night (USD)Expedia
Beachy, Beautiful, Relaxing, Private, Secure!\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 $347 per night (USD)Expedia
From $176 per night (USD)VRBO
Centrally located near everything with bonus facilities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated charming house close to beaches, shops, restaurants and movie theaters. Queen size bed and a pull out so ...
From $176 per night (USD)VRBO
From $241 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 $241 per night (USD)Expedia
From $233 per night (USD)VRBO
Centrally located Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Newly renovated beautiful pool house with fenced in back yard. Completely private in a very quiet neighborhood. King siz ...
From $233 per night (USD)VRBO
From $165 per night (USD)Expedia
Luxury motorhome from the Monoco dynasty
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a luxury class A motor home situated on the banks of beautiful Phillippi Creek in Sarasota Florida, this is stat ...
From $165 per night (USD)Expedia
From $195 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 $195 per night (USD)VRBO
From $176 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 $176 per night (USD)Expedia
From $107 per night (USD)VRBO
Close to Siesta Beach # 1 in Usa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute and clean one bedroom, one bath just minutes to the white sand Siesta Key Beach number ONE in USA . Close to shoppi ...
From $107 per night (USD)VRBO
From $230 per night (USD)Expedia
Stunning Fully Remodeled House with Heated Pool! 30%OFF
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you are looking to unwind in the sun, then look no further than our beautiful and traditionally furnished Floridian v ...
From $230 per night (USD)Expedia
From $471 per night (USD)VRBO
Siesta Key Palm Paradise with HEATED SALT WATER POOL 🌴🌴
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
NEW HEATED SALT WATER POOL 80 Degrees & Palm Trees. PALM PARADISE awaits you, minutes away from the # 1 beach in the US ...
From $471 per night (USD)VRBO
From $338 per night (USD)Expedia
Modern Florida Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Looking for some Florida fun? our beautiful 3 bedroom 2 bathroom home is gonna make you feel right at home here in Flori ...
From $338 per night (USD)Expedia
From $327 per night (USD)VRBO
The Hideaway: 4\/2 w heated pool & Outdoor Spaces
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the Jungle House! This family friendly and spacious home is here to serve the entire family on your visit to ...
From $327 per night (USD)VRBO
From $228 per night (USD)Expedia
Siesta Key, 2.5 miles away! Close to everything.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
You’re just a short drive from Siesta Key Beach, downtown Sarasota and so much more in a quiet residential neighborhood. ...
From $228 per night (USD)Expedia
From $257 per night (USD)VRBO
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 ...
From $257 per night (USD)VRBO
From $247 per night (USD)Expedia
Amazing Pool House near Downtown and Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
From $247 per night (USD)Expedia
From $274 per night (USD)VRBO
Private Yard, Dog-Friendly, Close to Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Please contact us directly for other length of stay options! Welcome to your dream vacation getaway in the heart of Sar ...
From $274 per night (USD)VRBO
From $407 per night (USD)Expedia
Royal Palms Oasis | Pickle Ball, Pet-Friendly w\/ Private Pool + Putt Putt
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
BNB Breeze Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in p ...
From $407 per night (USD)Expedia