Sarasota Rentals
From $277 per night (USD)VRBO
Sunseeker Bungalow-Sarasota-10 min to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our charming 'Sun Seeker' vacation rental home in beautiful Sarasota, Florida only 10 minutes from Siesta Key ...
From $277 per night (USD)VRBO
From $422 per night (USD)Expedia
Contemporary Ranch, near Siesta Key & Donwtown SRQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the serene neighborhood of South Gate, Siesta Key, our contemporary 3-bedroom, 2-bath oasis is the perfect bl ...
From $422 per night (USD)Expedia
From $425 per night (USD)VRBO
Kingston Cabana | Gorgeous Condo! Pool, Near Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Experience coastal bliss & all the luxuries beach life has to offer when you stay in our ground floor Kingston ...
From $425 per night (USD)VRBO
From $192 per night (USD)Expedia
Inviting Sarasota Cottage: 5 Mi to Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Experience charm and comfort at this cozy Sarasota vacation rental! Boasting a walkable location with easy access to din ...
From $192 per night (USD)Expedia
From $403 per night (USD)VRBO
Pool house 10 mins to Siesta Key #1 Bch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020 . An open concept layout and a true F ...
From $403 per night (USD)VRBO
From $314 per night (USD)Expedia
Kingston Arms - Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Live the Island Lifestyle in this completely renovated 2 bed, 2 bath condo on Historic St. Armands Circle! Bordered by t ...
From $314 per night (USD)Expedia
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Private Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Take in everything the vibrant city of Sarasota has to offer, pristine beaches 20 minutes away, dive into the downtown n ...
Click For PricingVRBO
From $260 per night (USD)VRBO
Lovely 4-bedroom house in Sarasota with pool and enjoyable backyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your cozy getaway awaits in Sarasota at this awesome house. With 4 bedrooms including 1 king bed, 2 queen beds, and 2 tw ...
From $260 per night (USD)VRBO
From $203 per night (USD)VRBO
2 Bedroom Lido Key Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Professionally managed and offered by FL Vacation Connection. This is a spacious two bedroom condo perfectly situated t ...
From $203 per night (USD)VRBO
From $574 per night (USD)Expedia
Inn on the Beach 7304 by FVC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your Longboat Key Retreat with Sleepy Lagoon Views by FVC Experience the pinnacle of coastal living in this beautifully ...
From $574 per night (USD)Expedia
From $420 per night (USD)VRBO
Bayview Paradise by FVC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bayview Paradise managed by Florida Vacation Connection. This spacious 4 bedroom/ 3 full baths private pool ...
From $420 per night (USD)VRBO
From $480 per night (USD)Expedia
New Modern Home,Near Siesta Beach\/Downtown\/Hospital
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Sarasota, this charming house offers 3 cozy bedrooms - 2 with queen beds and 1 with a twin bed. The soothing ...
From $480 per night (USD)Expedia
From $126 per night (USD)VRBO
Beautiful 1-bedroom condo in The Meadows, minutes from the beach, golf, shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Sarasota, enjoy what this 1-bedroom condo has to offer. This welcoming property is a 2nd floor condo unit in ...
From $126 per night (USD)VRBO
From $225 per night (USD)Expedia
NEW Updated 3BR Robinhood Beach Villa near Siesta Key Beach! No hurricane damage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Updated 10/16/24 *No damage from hurricanes! We are located off Tamiami Trail in a quiet and safe neighborhood close to ...
From $225 per night (USD)Expedia
From $236 per night (USD)VRBO
Historic Bayshore Cottage walk to Bay & Ringling
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming and beautifully restored craftsman cottage on prestigious Bay Shore Rd, just minutes from Ringling, New College ...
From $236 per night (USD)VRBO
From $344 per night (USD)Expedia
Spend a few month at the beach! 2BR\/2Ba, gated beachfront condo with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NEW LISTING! Available for: May-July, Sept-Dec 20, and Jan-April 6. Will consider monthly for January. Contact us! This ...
From $344 per night (USD)Expedia
From $468 per night (USD)VRBO
The Jungle Retreat w\/ Pool & Bar
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a beautiful 2/2 on a beautiful lot with a large pool, bar, and mini put-put green. The location is truly as good ...
From $468 per night (USD)VRBO
From $529 per night (USD)Expedia
Modern Villa steps away from the white sandy beach on upscale Lido Key, Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Treat yourself to an unforgettable vacation at a luxury modern villa in the perfect location of Lido Beach. Walking dist ...
From $529 per night (USD)Expedia
From $1390 per night (USD)VRBO
Siesta Key Pool Palace - Walk to Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Bring the entire family to this serene getaway on Siesta Key! A short walk to Shell beach, this charming retreat offers ...
From $1390 per night (USD)VRBO
From $209 per night (USD)Expedia
Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the recently completely renovated Blue Heron Lodge! Enjoy a serene and stunning fenced backyard paradise. You ...
From $209 per night (USD)Expedia
From $223 per night (USD)VRBO
Sunshine Bliss Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back and relax in this calm, stylish space. Cozy living space, fully equipped kitchen, and comfy bedrooms await. En ...
From $223 per night (USD)VRBO
From $215 per night (USD)Expedia
This nice house is located close in a nice and safe neighborhoods and 15
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 6
Cozy and spacious family house located in a nice, safe area in Sarasota, near Downtown, 5 miles away from Siesta key one ...
From $215 per night (USD)Expedia
From $256 per night (USD)VRBO
NEW! Beachfront Condo Sands Point On The Beach LBK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
** Hurricanes update: The condo sustained no damage, but the pool is currently out of service with no estimated time for ...
From $256 per night (USD)VRBO
From $687 per night (USD)Expedia
Luxe Oasis | Private Pool, In St Armands Circle, Near Lido Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Oasis: Your Private Tropical Getaway on Lido Key Discover the perfect blend of luxury and tranquility at ...
From $687 per night (USD)Expedia
From $173 per night (USD)VRBO
Cheerful Nautical Home near Siesta Key, FL - Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax with the whole family at our peaceful one bedroom duplex with private outdoor barbecue area, 5 miles from Siesta K ...
From $173 per night (USD)VRBO
From $878 per night (USD)Expedia
3 bedroom pool home by FVC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your picturesque getaway on St. Armands Circle, where tranquility meets coastal luxury in this stunning vacat ...
From $878 per night (USD)Expedia
From $1557 per night (USD)VRBO
Wander Siesta Key
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This home is an extraordinary waterfront haven on nearly an acre of waterfront paradise on the coveted north end of Sies ...
From $1557 per night (USD)VRBO
From $375 per night (USD)Expedia
Cheerful Nautical Home near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Keep it simple at this peaceful and centrally-located place. Recently completely remodeled. This is one side of a duplex ...
From $375 per night (USD)Expedia
From $2016 per night (USD)VRBO
Luxurious St. Armands Vacation Home, Walk to Beach, Gulf Views, Resort Pool
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2016 per night (USD)VRBO
From $424 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 $424 per night (USD)Expedia
From $1383 per night (USD)VRBO
Luxurious St. Armands Vacation Home, Walk to Beach, Gulf Views, Resort Pool
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1383 per night (USD)VRBO
From $456 per night (USD)Expedia
Penthouse #1 Oceanfront on Lido Beach! Sunrise & Sunset Views - 2 Bed 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This special 2 bedroom/2 bathroom Penthouse has been recently renovated with luxury in mind! Located in The Lido Beach C ...
From $456 per night (USD)Expedia
From $509 per night (USD)VRBO
Sunset Paradise Condo on Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This unique first-floor beach front condo is located adjacent to the luxurious Ritz Carlton and Tiki Bar. Step out of yo ...
From $509 per night (USD)VRBO
From $355 per night (USD)Expedia
DON'T FIGHT FOR PARKING! BEACH FRONT CONDO WITH GULF VIEWS! Modern, 2-bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom condo in Sarasota is perfect for your escape to relaxation. With a king bed and custom built ins, there i ...
From $355 per night (USD)Expedia
From $146 per night (USD)VRBO
Sunshine 2-bedroom apartment 5 mile from Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We are located in Sarasota 5 miles from the beach and downtown, 5 miles from I-75. Close to Supermark, mover theater, an ...
From $146 per night (USD)VRBO
From $319 per night (USD)Expedia
SRQ Comfy Retreat 3 bed 2 bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming 3-bedroom, 2-bath home, ideally situated in the peaceful North Sarasota area. This centrally loc ...
From $319 per night (USD)Expedia
From $294 per night (USD)VRBO
Sarasota Sunshine! Super secure, recently furnished 2 bedrooms, 2 baths. Fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sarasota is waiting for you at this lovely 2-bedroom house. With a king bed and two full beds, this quaint property offe ...
From $294 per night (USD)VRBO
From $147 per night (USD)VRBO
2 Bdrm Pet Friendly home in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind, reconnect, and create lasting memories at Azure House! This charming 2-bedroom retreat caters to both relaxation ...
From $147 per night (USD)VRBO
From $1101 per night (USD)VRBO
New Listing! Five Palms | On St Armands Circle, Walk to Beach - Pool, Fire Pit, & More!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Five Palms: Your Tropical Oasis on Lido Key Experience the ultimate in luxury and relaxation at Five Palms, a ...
From $1101 per night (USD)VRBO
From $680 per night (USD)Expedia
Twin Palms | Two Houses + Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Twin Palms! This stunning 2 house oasis resides in the heart of Sarasota Florida and is located jus ...
From $680 per night (USD)Expedia
From $1911 per night (USD)VRBO
Waterfront Luxury - Direct Gulf Views - Resort Pool\/Spa - Siesta Key Village
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1911 per night (USD)VRBO
From $320 per night (USD)Expedia
Lovely 2 Bedroom near St. Armands! SAKA11A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely first floor 2 bed/2 bath, both ensuite, condo in the highly sought-after community of Kingston Arms. Be the first ...
From $320 per night (USD)Expedia
From $1161 per night (USD)VRBO
Quiet peaceful home on the canal with a dock; 2 minute walk to St Armands Circle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
UNDER CONSTRUCTION: The home was recently purchased and will be available to rent as of September 1, 2024. The photos ...
From $1161 per night (USD)VRBO
From $311 per night (USD)VRBO
Charming 3-bedroom house in delightful Sarasota with WiFi, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A house with a private lanai and a saltwater pool offers a perfect blend of indoor and outdoor living. The lanai provide ...
From $311 per night (USD)VRBO
From $123 per night (USD)VRBO
Pinecraft LandingPad
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your cozy getaway awaits in Sarasota at this brilliant apartment. With a nice bedroom and a lovely living room featuring ...
From $123 per night (USD)VRBO
From $451 per night (USD)VRBO
Villa Sunrise, 3BR\/3.5BA, private pool, Bird Key, close to Siesta Key
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful house is located on Bird Key, a small island offshore to Downtown, St. Armands Circle and Lido Key. Bird ...
From $451 per night (USD)VRBO
From $170 per night (USD)VRBO
\"Serenity Now\" Modern 3BR House in the Heart of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our beautiful modern house in Central Sarasota. Find your inner peace and ultimate relaxation in this spaciou ...
From $170 per night (USD)VRBO
From $1083 per night (USD)Expedia
Perfect Beach View Large 2 bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ibeach and pool are open! I magine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodele ...
From $1083 per night (USD)Expedia
From $288 per night (USD)VRBO
This apartment is a 3 bedroom(s), 2 bathrooms, located in sarasota, FL.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxurious Condo Steps from Private Beach on Lido Key - Welcome to your dream rental in the prestigious Lido Harbour Towe ...
From $288 per night (USD)VRBO
From $502 per night (USD)VRBO
Longboat Key Ocean View - Beach Front Condo by Gulfcoast Holiday Homes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated luxury condo which boasts breathtaking views over the Gulf of Mexico and exceptional ammenities included ...
From $502 per night (USD)VRBO
From $148 per night (USD)VRBO
Sarasota's Family Friendly HEATED Pool Home Close to Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Please inquire about mid-term and long term renting by sending a message! Enjoy this updated 4 bedroom, 2.5 bathroom p ...
From $148 per night (USD)VRBO
From $246 per night (USD)VRBO
1 bdr Romantic getaway, close to Lido beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This uniquely romantic place has a style of its own. Located in the heart of Sarasota, 20 min from Lido beach/Sarasota a ...
From $246 per night (USD)VRBO
From $368 per night (USD)VRBO
Stunning Waterfront Bird Key 4\/3 Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for a perfect Florida getaway? You’ve found what you’re looking for! A beautiful, rental home located on Bird K ...
From $368 per night (USD)VRBO
From $1342 per night (USD)VRBO
St Armand's Circle Mid-Century Oasis with Pool - Steps to Circle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Mid-century retreat in the heart of Lido Key! Stroll to pristine beaches or enjoy the vibrant shops & eateries of St. Ar ...
From $1342 per night (USD)VRBO
From $621 per night (USD)VRBO
Spacious 4-bedroom home w\/ pool & fenced yard! Plenty of outdoor space & seating
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Bring the whole family to this great place with lots of room for fun!! Newly remodeled 4 bedroom - 3 Bath home. Perfect ...
From $621 per night (USD)VRBO
From $512 per night (USD)Expedia
Renovated Kingston Arms 2brm Ground floor Walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Kingston Arms #8A managed by Florida Vacation Connection. This 2brm/2bath ground floor completely updated co ...
From $512 per night (USD)Expedia
From $659 per night (USD)VRBO
Longboat Key, canal 2 bed 2 bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring ...
From $659 per night (USD)VRBO
From $350 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 $350 per night (USD)VRBO
From $304 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 $304 per night (USD)VRBO
From $242 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 $242 per night (USD)VRBO
From $208 per night (USD)VRBO
Have a leisurely
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Book now for the 40th annual Sarasota Powerboat Grand Prix! Beginning with a Pit Party on September 13th and the Grand P ...
From $208 per night (USD)VRBO
From $484 per night (USD)VRBO
Walk to St Armands Circle! Spacious Home with Private Secluded Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious, fully furnished house is a tropical oasis. Located directly on St Armand's Key you are within walking di ...
From $484 per night (USD)VRBO
From $557 per night (USD)VRBO
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armand's Circle shops and restaurants and minutes from do ...
From $557 per night (USD)VRBO
From $190 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 $190 per night (USD)VRBO
From $304 per night (USD)VRBO
Magnolia Breeze - Charming, Modern Home with Pool by Gulfcoast Holiday Homes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience this beautifully remodeled 3-bedroom pool villa, just 2.5 miles from Siesta Key. Enjoy tasteful furnishings, ...
From $304 per night (USD)VRBO
From $717 per night (USD)VRBO
Waterfront Coastal 3 BR\/3 BTH w\/ Pool, 50ft. Boat Dock, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, ...
From $717 per night (USD)VRBO
From $310 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 $310 per night (USD)VRBO
From $262 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 $262 per night (USD)VRBO
From $114 per night (USD)VRBO
AVAILABLE FEB 1-DEC.31, 2025 - LOVELY 1\/1 TURNKEY FURNISHED VILLA @ THE MEADOWS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful, cozy and comfortable best describes this completely remodeled one bedroom, one bath villa in Winslow Beacon, ...
From $114 per night (USD)VRBO
From $226 per night (USD)Expedia
🦩Flamingo House On Trotter;Modern home,sparkling clean,near beaches, Pinecraft<br>
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to The Flamingo House on Trotter. This four bedroom/3 bath gem is hidden on a quiet back street in beautiful Sar ...
From $226 per night (USD)Expedia
From $363 per night (USD)VRBO
NEW...Lido Key Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelica ...
From $363 per night (USD)VRBO
From $259 per night (USD)Expedia
Unaffected by Hurricane, Ready to Book! Walk to Lido Beach & Armand Circle Shops, Heated Pool\/spa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Hurricane Update: pool area is not available. New Listing On Lido Key! Come stay in this adorable one bedroom condo wit ...
From $259 per night (USD)Expedia
From $1224 per night (USD)VRBO
Private Beach House Directly on Siesta Key with Gulf Views!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Private beach house directly on Big Pass with Mile Wide incredible views of the Gulf of Mexico, the Bay and Lido Key! Th ...
From $1224 per night (USD)VRBO
From $377 per night (USD)Expedia
Family friendly only 20 minutes driving distance to the sugar white sand beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful 4 bedrooms and2.5 bathrooms 2000 sq.ft home is located in quiet and safe neighborhood,it is central and c ...
From $377 per night (USD)Expedia
From $232 per night (USD)VRBO
Walk 75 feet out the back door to the beach and the beautiful Gulf of Mexico!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
First floor unit with direct access to the white sand, Lido Beach and Gulf of Mexico. 2 Bedroom/2 Bath. Wood grain, t ...
From $232 per night (USD)VRBO
From $362 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 $362 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 $236 per night (USD)VRBO
2 Bdrm Contemporary\/Modern Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This unit is renovated in a contemporary/modern decor. Walk a 1/2 mile to Siesta Village for restaurants, shops and nig ...
From $236 per night (USD)VRBO
From $909 per night (USD)VRBO
Updated 4 bedroom Lido house, sleeps 8, beach view, walk to St. Armand's Circle
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great 4 bedroom 3 full bath house (5 beds) just over 2200 square feet. Private 2nd floor primary bedroom with en-suite. ...
From $909 per night (USD)VRBO
From $177 per night (USD)VRBO
Newly Remodeled House with a Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Enjoy a break by your own private pool, surrounded by plants and topped with a lanai for extra comfort. This peaceful ho ...
From $177 per night (USD)VRBO
From $265 per night (USD)VRBO
Private single family home in great location. Close to downtown and beaches.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This is an updated 2 Bed/2 bath clean home in great neighborhood. It has everything you need including all kitchen items ...
From $265 per night (USD)VRBO
From $410 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 $410 per night (USD)VRBO
From $365 per night (USD)VRBO
Newly Remodeled 3bd\/3bh | 10 mins to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
If you are looking for an open layout, modern, clean, and newly renovated home then look no further! Guests will enjoy r ...
From $365 per night (USD)VRBO
From $242 per night (USD)VRBO
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 $242 per night (USD)VRBO
From $320 per night (USD)VRBO
St Armand's Home with pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square ...
From $320 per night (USD)VRBO
From $279 per night (USD)VRBO
Beachfront and renovated 2BR\/2 Bath condo on beautiful Lido Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our Lido Beach Club condo! This 1400SF split design 2 bedroom/2 bath condo is situated directly on the beauti ...
From $279 per night (USD)VRBO
From $5509 per night (USD)VRBO
Siesta Key Oceanfront Palace with Private Beach
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
This direct beachfront palace sits beyond private gates on just under an acre of pure luxury, where you can enjoy sunset ...
From $5509 per night (USD)VRBO
From $773 per night (USD)Expedia
Private Home in Siesta Key, Florida Gulf of Mexico, USA
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This Key West style home on Siesta Key is available for the first time in several years and is ideal for relaxing in the ...
From $773 per night (USD)Expedia
From $131 per night (USD)VRBO
Paradise at highly sought after Lido Shores! Steps from Lido Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
30 day minimum Dec. - April. *Inquire about rentals May - Dec. at the "ask owner a question" link in the side bar. *Not ...
From $131 per night (USD)VRBO
From $608 per night (USD)VRBO
Beach house w\/pool, hot tub and electric bikes minutes away from Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Perfect for 2 Families!! Just minutes from the beach, marina, and village center, your tropical paradise awaits you at t ...
From $608 per night (USD)VRBO
From $257 per night (USD)VRBO
Lido Beach Dream
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2BR, 2BA condo located across the street from Lido Beach with a view of the ocean from the lanai and beach access direct ...
From $257 per night (USD)VRBO
From $268 per night (USD)VRBO
Beachfront 2 bedroom 2 bath condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a 2 bedroom 2 bath beachfront condo located at the end of Lido Key. Fifth floor, travertine through out, side by ...
From $268 per night (USD)VRBO
From $241 per night (USD)VRBO
Condo steps from Lido Beach and Gulf of Mexico in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful location directly across from Lido Beach and Gulf of Mexico, facilities include pavilion, concession stand, re ...
From $241 per night (USD)VRBO
From $398 per night (USD)VRBO
Beautiful 3bdr\/2bth 2car garage with New Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated home in the Heart of Sarasota. This 3 bedroom 2 bath 2 car garage +new heated pool home is ready for you ...
From $398 per night (USD)VRBO
From $360 per night (USD)VRBO
Adorable 1 Bedroom, 1 Bath guesthouse < 1block to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shop ...
From $360 per night (USD)VRBO
From $603 per night (USD)VRBO
SERENITY SIESTA\/OLD FLORIDA FEEL\/DECK ON THE GULF
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Full House, old Florida Feel, 80 steps to the Gulf, with large NEW deck perfect for fishing, swimming and gorgeous sunse ...
From $603 per night (USD)VRBO
From $338 per night (USD)VRBO
Large and Renovated Home on Sarasota Bay, Kayaks Included!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
5 minute walk to the bay and a short stroll to the Ringling Museum, this unique tropical paradise awaits you in beautifu ...
From $338 per night (USD)VRBO
From $216 per night (USD)VRBO
Heaven on Lido Beach, Just across the street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
LOCATION, LOCATION!! **UNDER A MINUTE WALK to the sand at Famous Lido Beach** Breathtaking sunsets to be seen here! *Int ...
From $216 per night (USD)VRBO
From $896 per night (USD)VRBO
\"NEWLY REMODELED\" Private Lakefront Bungalow, New Pool Bar,Heated Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Newly remodeled 2,300 sq. ft. lakefront home, only 3/4 of a mile to the beach and Village. It has a brand new covered P ...
From $896 per night (USD)VRBO
From $402 per night (USD)VRBO
Coastal Sol: Pet-Friendly Home, Private Pool and Hot Tub, Wi-Fi, BBQ Grill, Fenced Yard, Sleeps 6-8
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3 BR / 2 BA / Sleeps 6-8 Master bedroom - Queen Bed with en-suite bath with handicap accessible tub/shower combo and a ...
From $402 per night (USD)VRBO