
Sarasota Rentals

- From $172 per night (USD)
VRBO
Sunseeker Bungalow-Great location to all things Sarasota
- 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 $172 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 $185 per night (USD)
VRBO
Comfortable home in charming Southgate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space 10 minutes from Siesta Key, Downtown, Waterfront restaurants, and more. Conveniently located between tr ...
From $185 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Quiet family home located centrally to beaches and downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sit on the back porch enjoying a relaxing evening after a day at the beach or out shopping downtown. Located just minut ...
From $165 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Siesta Key, 2.5 miles away! Close to everything.
- Bedrooms:
- 2
- 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)VRBO
- Click For Pricing
Expedia
4 Bedroom Pool House in Heart of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
When you stay at this centrally-located place, your family will be close to everything. 4 bedrooms 2 bathrooms. Beautifu ...
Click For PricingExpedia
- From $349 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 $349 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $127 per night (USD)
VRBO
Inviting Sarasota Cottage: 5 Mi to Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience charm and comfort at this cozy Sarasota vacation rental! Boasting a walkable location with easy access to din ...
From $127 per night (USD)VRBO
- From $395 per night (USD)
Expedia
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 $395 per night (USD)Expedia
- From $171 per night (USD)
VRBO
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 $171 per night (USD)VRBO
- From $119 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 $119 per night (USD)Expedia
- From $361 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 $361 per night (USD)VRBO
- From $428 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 $428 per night (USD)Expedia
- From $1143 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 $1143 per night (USD)VRBO
- From $146 per night (USD)
Expedia
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)Expedia
- From $76 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 $76 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Robinhood Beach Villa
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
You will feel right at home in this cozy beach villa which gives you a natural beach feeling AND adds a modern feel with ...
From $207 per night (USD)Expedia
- From $150 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 $150 per night (USD)VRBO
- From $375 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 $375 per night (USD)Expedia
- From $308 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 $308 per night (USD)VRBO
- From $294 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 $294 per night (USD)VRBO
- From $343 per night (USD)
VRBO
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 $343 per night (USD)VRBO
- From $504 per night (USD)
Expedia
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 $504 per night (USD)Expedia
- From $415 per night (USD)
VRBO
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 $415 per night (USD)VRBO
- From $1311 per night (USD)
Expedia
New-Luxurious St. Armands Vacation Home, Walk to Beach, Gulf Views, Resort Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1311 per night (USD)Expedia
- From $1364 per night (USD)
VRBO
New-Luxurious St. Armands Vacation Home, Walk to Beach, Gulf Views, Resort Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1364 per night (USD)VRBO
- From $914 per night (USD)
Expedia
Five Palms Indulge in a Stunning Lido Key Retreat with Private Pool, Firepit, and Steps to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Five Palms – Your Ultimate Tropical Paradise on Lido Key Welcome to Five Palms, where luxury, comfort, and t ...
From $914 per night (USD)Expedia
- From $487 per night (USD)
VRBO
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 $487 per night (USD)VRBO
- From $169 per night (USD)
Expedia
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 $169 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Luxe Oasis | Private Pool, In St Armands Circle, Near Lido Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Oasis, your exclusive tropical escape on the beautiful Lido Key. Nestled just moments from the renowned ...
From $594 per night (USD)VRBO
- From $243 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 $243 per night (USD)Expedia
- From $738 per night (USD)
VRBO
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 $738 per night (USD)VRBO
- From $212 per night (USD)
Expedia
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 $212 per night (USD)Expedia
- From $848 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
NEW RENOVATIONS/CONSTRUCTION: The home was recently purchased and renovated with all new furnishings and appliances. T ...
From $848 per night (USD)VRBO
- From $2030 per night (USD)
Expedia
Waterfront Luxury - Direct Gulf Views - Resort Pool/Spa - Siesta Key Village
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2030 per night (USD)Expedia
- From $322 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 $322 per night (USD)VRBO
- From $1193 per night (USD)
Expedia
Fabulous Coastal Pool Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This fabulous canal-front home located on famous Lido Key is a boater's dream. This home is well appointed with outdoor ...
From $1193 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Island Vibes + Modern Comfort at Lido Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**Island Vibes + Modern Comfort at Lido Beach! ** Looking for the perfect island escape? You’ve found it! Welcome to ou ...
From $283 per night (USD)VRBO
- From $356 per night (USD)
Expedia
Siesta key Guest House 5 star on the water Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
OK so let me make this easy for you. This Amazing spot is not like other property your looking at! Imagine this! Going t ...
From $356 per night (USD)Expedia
- From $944 per night (USD)
VRBO
Luxury Family Home! Great Location! Heated Pool/Spa and Games! - The Big Top
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
The Big Top by Lido Key Vacations Sarasota FL 34236 Vacation Rental License #VR22-00043 Minimum stay duration of 7 days/ ...
From $944 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Sleeps 10 & pet friendly #3606 Villa Franca
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Ready to rent after hurricane Milton. You will find yourself in a cozy living room with brand new couches. Larg ...
From $165 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Sarasota rental perfect for family and friends getaways! 10 minutes from Siesta Key Beach! OUR rental features a comfy k ...
From $209 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Spacious Siesta Key Family Home with Private Pool – Sleeps 10!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
4 private rooms for sleeping - 3 large bedrooms plus a private bonus room. Beautiful 2 story home with a 2 car garage ...
From $378 per night (USD)Expedia
- From $172 per night (USD)
VRBO
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 $172 per night (USD)VRBO
- From $339 per night (USD)
Expedia
Recently Updated Apartment close to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A 2 bedroom, 2 bath cottage conveniently located near Siesta Dr that takes you all the way to the famous Siesta Beach an ...
From $339 per night (USD)Expedia
- From $247 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 $247 per night (USD)VRBO
- From $159 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 $159 per night (USD)Expedia
- From $153 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 $153 per night (USD)VRBO
- Click For Pricing
Expedia
King Bed ❤ Walk to St. Armand's Circle and Lido Beach in Minutes!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WOW location!!! Minutes walk to Lido Beach or Famous St. Armand's Circle for amazing restaurants and Shopping. King-Size ...
Click For PricingExpedia
- From $1262 per night (USD)
VRBO
Putting green, Rooftop Deck AND Beach/Gulf Views with Private Heated Pool/Spa.
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
All Decked Out by Lido Key Vacations Home in Lido Key, FL 34236 Vacation Rental License #VR22-00028 Minimum stay durati ...
From $1262 per night (USD)VRBO
- From $196 per night (USD)
Expedia
WE ARE OPEN FOR BUSINESS , walk to the beach and st Armand circle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Be sure to check out our other propertie 2086500 - Sunshine on Lido (New Listing) ++++++++++++++++++++++++++++++++++++++ ...
From $196 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Casa Lemon
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A 1 bedroom, pull out couch & air mattress, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in cen ...
From $391 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Casa Orange
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $221 per night (USD)
VRBO
Hidden gem close to everything!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our house is seated on a quiet little street close to downtown and 10 minutes to the number 1 beach siesta key 5 minutes ...
From $221 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Gulfview Lido Key Gem - Walk to Beach & Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachside relaxation and upscale coastal shopping await at this 2-bedroom, 2-bath vacation rental on Lido Key! This Sara ...
From $266 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Casa Lime in Pinecraft
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A 1 bedroom, 1 bath cottage that comfortably sleeps 3 guests. Conveniently located in central Sarasota, in the quaint Am ...
From $270 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Casa Grapefruit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in central Sarasota, in the quaint Amis ...
From $355 per night (USD)Expedia
- From $576 per night (USD)
VRBO
The Coconut House, Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
‘Home sweet home, away from your home’ ...Our house is newly renovated with plenty of space for larger groups. Brand ne ...
From $576 per night (USD)VRBO
- From $313 per night (USD)
Expedia
House with HEATED POOL and Outdoor Space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Private home with 3 bedrooms, large 2 baths, fully equipped kitchen, large living room and dining room. Washer/dryer. ...
From $313 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Beachside Private Vacation Home w/ Large Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The ...
From $404 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Super Clean 3 bdrm Home in Siesta Key with Boat Dock & Pool - Small Dogs Considered
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Bring your Boat!! Large 3 bedroom home with boat dock. Power is provided by the dock and there is a full outside shower ...
From $400 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $569 per night (USD)
Expedia
Family friendly with large pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This newly remodeled beach house, is perfect for families as it comfortably sleeps 13 people and is located in a peacefu ...
From $569 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $91 per night (USD)
Expedia
Bright, cozy studio in the middle of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright studio in multi family house with nice & quiet tenants. TCentrally located, near everything that offering sunny S ...
From $91 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Lido Rondy Home on Lido Key by RVA
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to comfortable, Mid-Century Modern in the heart of quiet Lido Key at the Lido Rondy Home by RVA. Located just ou ...
From $320 per night (USD)VRBO
- From $97 per night (USD)
Expedia
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 $97 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Cozy Cabana ....walk to the beach and St Armand's Circle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
On the side of the cottage you will discover a stairway leading to this recently remodeled one bedroom apartment complet ...
From $269 per night (USD)VRBO
- From $233 per night (USD)
Expedia
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)Expedia
- From $85 per night (USD)
VRBO
Cozy 1/1 Condo Overlooking the Groves Golf Course Community Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This is a charming and luminous condo of 460 sq. ft. fully furnished and equipped with great taste. It will be perfect t ...
From $85 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Family Vacation Home with Pool and Spa, 2-min walk to Beach - Stone's Throw
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stone’s Throw by Lido Key Vacations Home in Lido Key, FL 34236 #VR22-00037 Minimum stay duration of 7 days/nights W ...
From $435 per night (USD)Expedia
- From $769 per night (USD)
VRBO
🏝Tropical Siesta Key Home with Incredible Pool, Hot Tub, and Patio!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to “High Tide”… a cozy 5 bedroom 4 bath vacation home with an awesome outdoor lounge area! This ranch style home ...
From $769 per night (USD)VRBO
- From $733 per night (USD)
Expedia
The Seagrape Villa - Luxury Accommodation in Paradise
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Siesta Key Home Minutes to the Beach! The Seagrape Villa provides a luxurious 10 person retreat with an abundance of am ...
From $733 per night (USD)Expedia
- From $446 per night (USD)
VRBO
4 bedroom 4 bathroom waterfront home on luxurious Bird Key, Sarasota
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
This beautiful home has 4 bedrooms with en suite bathrooms perfectly set up for a family. Large living room dining room ...
From $446 per night (USD)VRBO
- From $700 per night (USD)
Expedia
🏝Perfectly Located Between St. Armands Circle & Lido Beach + Heated Pool/Spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to “Lido Sands”… a cozy 4 bedroom 3 bath vacation home with a great private heated pool and spa and awesome loun ...
From $700 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Lido Lux Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Just steps from the beach walk to everything, restaurants, and shopping! Enjoy the rooftop sun deck with a peek-a -boo v ...
From $550 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Bright Sarasota Bungalow - 5 Mi to Siesta Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Looking for a tropical escape? This cozy cottage is perfect for you! A short drive or bike ride will be all that separat ...
From $168 per night (USD)Expedia
- From $416 per night (USD)
VRBO
GULF OF MEXICO & SARASOTA BAY VIEWS! SUNRISE TO SUNSET at L'ELEGANCE LIDO KEY!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A tropical beach paradise fourth floor condominium right on Lido Beach. The unique "through & through" floor plan of th ...
From $416 per night (USD)VRBO
- From $761 per night (USD)
Expedia
Private Heated Pool, walk to St Armand's! Perfect for families!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
301 Jackson Dr Sarasota FL 34236 Vacation Rental License #VR22-00132 Minimum stay duration of 7 days/nights Welcome to ...
From $761 per night (USD)Expedia
- From $965 per night (USD)
VRBO
Siesta Key Waterfront Estate heated Pool Privacy!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
This wooded property is unreal and our 5 star ratings agree! 1 acre on the water for your entire family or group to rela ...
From $965 per night (USD)VRBO
- From $430 per night (USD)
Expedia
'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 $430 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Newly remodeled close to downtown and beaches 3/2 heated pool and screened lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Great location! In the desirable Southgate neighborhood on a quiet street close to everything Sarasota has to offer! Com ...
From $405 per night (USD)VRBO
- From $193 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 $193 per night (USD)Expedia
- From $258 per night (USD)
VRBO
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 $258 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Beachfront Penthouse Lido Key 3/2 Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
** Hurricane Update - The pool and spa as well as the community/ social room are unavailable at this time as they are st ...
From $307 per night (USD)Expedia
- From $170 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 $170 per night (USD)VRBO
- From $1002 per night (USD)
Expedia
Stunning Family Home with Pool, Games, Steps from Lido Beach - Beach Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Beach Views by Lido Key Vacations Home in Lido Key, Florida VR22-00034 Minimum Stay Duration: 7 days/nights Welcom ...
From $1002 per night (USD)Expedia
- From $670 per night (USD)
VRBO
Longboat Key Luxury Condo - walking to St. Armand's Circle!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This luxurious COVID free top floor end unit condo was newly furnished in 2022 and features an elevator. Taking in v ...
From $670 per night (USD)VRBO
- Click For Pricing
Expedia
Beach View From Outside Condo Walkway & Spectacular Sunsets! Beach Walkable
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
LOCATION, LOCATION! 1 bedroom, 1 bath condo on sunny Lido Key with beach views from condo walkway outside your door. Wal ...
Click For PricingExpedia
- From $441 per night (USD)
VRBO
4 bed 3 bath Waterfront Home by Ralph Twitchell
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Originally designed by Ralph Twitchell, one of the founding members of the Sarasota School of Architecture, this midcent ...
From $441 per night (USD)VRBO
- From $461 per night (USD)
Expedia
Luxury Home W/ Pool, Spa, and Walking Distance to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US ...
From $461 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Coastal Tropical Oasis With Salt Water Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Our home is the perfect spot for a getaway with friends, relaxing family vacation Our goal is for our guests to feel lik ...
From $362 per night (USD)VRBO
- From $159 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 $159 per night (USD)Expedia
- From $634 per night (USD)
VRBO
Huge Home with Pool, Home Office, & Sunroom | Walk to Lido Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
You Only Live Once Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $634 per night (USD)VRBO
- From $407 per night (USD)
Expedia
First Lido - 3rd floor unit\nNOTE: DUE TO HURRICANES, ELEVATOR IS UNDER REPAIRS
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Beach front - Full view of the Gulf of Mexico. Fully furnished and equiped. Includes Long Distance phone service within ...
From $407 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Coral Breeze | Luxury Home, Heated Pool & Spa, Minutes to Village and Siesta Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to Coral Breeze: A Tropical Retreat on Siesta Key Welcome to Coral Breeze, a charming and pet-friendly vacation ...
From $464 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Amazing Villa with Extra Large Heated Pool ! 50% off Regular Rates!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you are looking for a luxurious and serene holiday in the sun, then look no further. Our spacious and beautiful Flor ...
From $226 per night (USD)Expedia
- From $401 per night (USD)
VRBO
St. Armands oasis with saltwater pool - walk to beach & shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Anything Is Possible Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $401 per night (USD)VRBO
- From $825 per night (USD)
Expedia
Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Unparalleled Luxury at Casa Leone, Siesta Key's Hidden Gem Welcome to Casa Leone, your ultimate luxury getaway on Siesta ...
From $825 per night (USD)Expedia