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From $473 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 $473 per night (USD)
VRBO
From $225 per night (USD)
Expedia
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 $225 per night (USD)
Expedia
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
$Custom Contemporary in Indian Beach\/Museum District$
From $377 per night (USD)
VRBO
Custom Contemporary in Indian Beach\/Museum District
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Enjoy our contemporary home in the Indian Beach/Sapphire Shores neighborhood. Nestled among the majestic live oaks that ...
From $377 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Mid-Century Pool Home in Arlington Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy sparkling turquoise private pool with sun shelf and lounge chairs while sunbathing on the raised deck or outdoor d ...
From $605 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Pineapples House - POOL private SOUTH facing -Hot tub -close to BEACHES-walkable
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Pineapple House Sarasota where location, quality, cleanliness and relaxation are key. Enjoy the POOL and ...
From $646 per night (USD)
Expedia
$SARASOTA IS OPEN FOR BUSINESS!\nSAVE AN EXTRA 5% OFF.$
From $128 per night (USD)
VRBO
SARASOTA IS OPEN FOR BUSINESS!\nSAVE AN EXTRA 5% OFF.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sarasota has been working around the clock to get ready for you to enjoy winter in the sun. And it has never been more a ...
From $128 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Completely remodeled four bedroom home in Sarasota, Fl. 100 yards to the ocean!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful Sarasota home (4 bedroom & 3.5 bath) close to everything great about Sarasota. Walk to the ocean for gorgeous ...
From $435 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Arlington Park House Sarasota Tropical Oasis
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 $217 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Sarasota Sunshine 3BR 2B private home w pool ,by downtown, 7miles to beaches.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This 3 Bedroom 2 Bathroom home is the perfect spot for 7 night stay in the Sarasota / Siesta Key Area. 1.5 miles away fr ...
From $366 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Sunset Casita near the Bay Indian Beach near Downtown Sarasota City Limits
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Casita oasis, located in the heart of Sarasota in the historic Indian Beach/Sapphire Shores neighborhood. Com ...
From $211 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Charming Updated & Pet-Friendly Ranch Close to Beaches, Baseball, and Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Updated and well-equipped cozy home with modern furnishings and appliances. 2 bedrooms 1 bathroom with an eat-in kitchen ...
From $252 per night (USD)
Expedia
$Sweet Home-4 Bedroom w\/Pool-10mins to Siesta Key$
From $362 per night (USD)
VRBO
Sweet Home-4 Bedroom w\/Pool-10mins to Siesta Key
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Cozy 4bed 2bath home with pool located in the heart of Sarasota. Your family will be close to everything when you stay a ...
From $362 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Sarasota Getaway < 2 Mi to Downtown + Ocean!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Full of colorful accents, smart devices, and antique stylings, this 3-bedroom, 2-bathroom home is the Gulf Coast getaway ...
From $279 per night (USD)
Expedia
From $596 per night (USD)
VRBO
Hidden Gem in Charming Sarasota, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tastefully designed home surrounded by lush palms and oak trees in the heart of Sarasota, Florida. The home is located i ...
From $596 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Costa Del Ray | Private 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 $598 per night (USD)
Expedia
$FABULOUS chic Indian Beach \/ Sapphire Shores house!$
From $328 per night (USD)
VRBO
FABULOUS chic Indian Beach \/ Sapphire Shores house!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful, spacious, completely renovated home in the popular Indian Beach/Sapphire Shores neighborhood. Walk a few bloc ...
From $328 per night (USD)
VRBO
From $132 per night (USD)
Expedia
Downtown Sarasota House3BR with Playground, Pet-Friendly, LidoBeach,SiestaKey-5m
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Welcome to our cozy downtown place in Sarasota! Our house is perfectly located just steps away from downtown, offering q ...
From $132 per night (USD)
Expedia
From $894 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 $894 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Sunaire Terrace within minutes to Downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully furnished, spacious 3 bedroom 2 bath vacation home in the heart of Sarasota. Sunaire Terrace is a wonderful ...
From $239 per night (USD)
VRBO
From $696 per night (USD)
VRBO
Living The Dream | Private Pool + Putting Green!
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 $696 per night (USD)
VRBO
$15-20 min. drive to beach, cheerful home w\/ free parking in A+ area$
From $215 per night (USD)
Expedia
15-20 min. drive to beach, cheerful home w\/ free parking in A+ area
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This fully stocked, welcoming home is a 15-20 minute drive to Lido Beaches and St. Armands, and just minutes from downto ...
From $215 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Cute Lil Oasis on Osprey near Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: This newly renovated, adorable private bungalow is located in the highly sought after West of Trail area situat ...
From $186 per night (USD)
VRBO
From $297 per night (USD)
Expedia
High speed Internet, Downtown, Beach Items & MORE
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Situated in the Historic Cocoanut District, this neighborhood is diverse with an exciting vibe. Downtown Sarasota is wa ...
From $297 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Waldemere House | Screened Porch, Fireplace + Games
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BNB Breeze Presents: Waldemere House! Located in a beautiful neighborhood near Arlington Park, and just 15 minutes away ...
From $510 per night (USD)
VRBO
$Bahama Breeze | Private Pool w\/ Patio + Outdoor TV!$
From $483 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 $483 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Brand new luxury condo downtown with resort style amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: brand new luxury waterfront condo located in beautiful downtown Sarasota with resort style amenities. This 2nd ...
From $273 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Walk to Sarasota Bay, Free WIFI, parking and laundry
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled within the Historic Cocoanut District, this vibrant neighborhood boasts diversity and an electric atmosphere. Lo ...
From $303 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Power on and water working at Luxury Dali House in downtown!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Happy to share that power is on and water is working after Hurricane Milton. 🙏 We invite you on a journey to the exclu ...
From $333 per night (USD)
VRBO
From $1027 per night (USD)
VRBO
Luxury Home in Downtown Sarasota
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
(This home has a 7 day minimum stay requirement) (Guests are required to E-sign Rental agreement after booking) You’ll ...
From $1027 per night (USD)
VRBO
$Charming 1\/1.5 The Strand w. Water View!$
From $382 per night (USD)
VRBO
Charming 1\/1.5 The Strand w. Water View!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Enjoy exceptional water views from this third floor condo of 896 sqft, conveniently located close to Downtown Sarasota, ...
From $382 per night (USD)
VRBO
From $292 per night (USD)
Expedia
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 $292 per night (USD)
Expedia
Click For Pricing
VRBO
Unique Tinyhouse * King bed * Bathtub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fully furnished unique rental There is storage for suitcases and other belongings when you first walk in, hooks to hang ...
Click For Pricing
VRBO
From $1111 per night (USD)
VRBO
The BRYSON-CRANE HISTORIC RESIDENCE c. 1925, for the 2024 Sarasota Winter Season
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
[Go to https://youtu.be/lHyBaNzdT_w for a video tour of the property] The Bryson-Crane House is located in the quiet cu ...
From $1111 per night (USD)
VRBO
From $372 per night (USD)
VRBO
Beautiful 2 bedroom home just minutes away from Sarasota Bay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spectacular Sarasota. Totally private. Great small neighborhood. House is on a quiet cul-de-sac. Newly renovated. Nestle ...
From $372 per night (USD)
VRBO
$Swim & Soak Retreat Near Siesta | Master Suite | Heated Pool | Spa\/Hot Tub$
From $456 per night (USD)
Expedia
Swim & Soak Retreat Near Siesta | Master Suite | Heated Pool | Spa\/Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
*All post-hurricane repairs are complete, and all tree debris has been cleared. The property is back in perfect conditi ...
From $456 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Cozy home at Arlington Park Sarasota
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 $198 per night (USD)
VRBO
Click For Pricing
Expedia
Charming Casita Ixora offers outdoor space & grill
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy outdoor living in the landscaped shell yard beneath live oak and palm trees. Casita Ixora, located in the establis ...
Click For Pricing
Expedia
From $250 per night (USD)
VRBO
1767|Near Beaches|Downtown|Full Kitchen|Cozy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $250 per night (USD)
VRBO
From $128 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 $128 per night (USD)
Expedia
From $121 per night (USD)
VRBO
DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
From $121 per night (USD)
VRBO
$AquaGarden. Minutes to Lido Key\/Siesta Key$
From $304 per night (USD)
Expedia
AquaGarden. Minutes to Lido Key\/Siesta Key
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Super cute and spacious home with beautiful waterfalls koi pond, located in the heart of Sarasota, convenient to everyth ...
From $304 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Mid-century home with heated pool, minutes from Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our sunny mid century home in Arlington Park, Sarasota. Located less than six miles (10km) from Siesta Key, L ...
From $377 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Modern Adobe Oasis~Heated Pool~Fresh Remodel
Bedrooms:
2
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 $337 per night (USD)
Expedia
Click For Pricing
VRBO
Downtown Sarasota #12
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Great one bedroom condo close to downtown Sarasota, Burns Court, Towles Court, restaurants, Laurel Park and the bayfront ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Downtown Sarasota #11
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This great one bedroom condo is close to downtown Sarasota, Burns Court, Towles Court, restaurants, Laurel Park and the ...
Click For Pricing
Expedia
From $265 per night (USD)
VRBO
New Retreat from a Premier Host
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This fully renovated, 2300sqft, 4 bedroom, 3 bathroom home is located in the highly sought after neighborhood of Arlingt ...
From $265 per night (USD)
VRBO
From $504 per night (USD)
Expedia
City Escape near Sarasota Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy a stylish experience at this centrally-located place! Beautiful newly constructed home with concrete polished floo ...
From $504 per night (USD)
Expedia
From $309 per night (USD)
VRBO
638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV
Bedrooms:
1
Bathrooms:
12
Sleeps:
6
Summary: Enjoy a stylish newly remodelled from top to bottom vacation at this 2 bedroom attached Villa in downtown Saras ...
From $309 per night (USD)
VRBO
Click For Pricing
Expedia
DOWNTOWN SARASOTA SEASONAL RENTAL
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FURNISHED SEASONAL RENTAL - Welcome to Sarasota …. Enjoy a worry-free getaway in this turnkey rental property. With all ...
Click For Pricing
Expedia
From $138 per night (USD)
VRBO
VILLA SIESTA II - SARASOTA'S BEST KEPT DOWNTOWN SECRET with HEATED POOL!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Villa Siesta II ! MY name is Katya & I Live here too!. .We are NEWISH on VRBO but. not new to ...
From $138 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Quick and Easy Walk Downtown - Tons of Amenities
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfe ...
From $229 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Condo Cuteness with Stellar View ~ On The Water Perfectly Located
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Perfectly located near the amazing Lido Beach and trendy Downtown Sarasota. Only an 8 minute drive from SRQ Airport & th ...
From $284 per night (USD)
VRBO
From $267 per night (USD)
Expedia
House in Sarasota between Downtown & Siesta Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located 5 minutes from Sarasota Memorial Hospital between Downtown and Siesta Key Village. This house sleeps up to 6 pe ...
From $267 per night (USD)
Expedia
From $383 per night (USD)
VRBO
The Outside Oasis-1 mile to Siesta Key!
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
This home is so centrally located (a mile to Siesta Key, Southside Village, Sarasota Memorial Hospital; about 2 miles to ...
From $383 per night (USD)
VRBO
From $404 per night (USD)
VRBO
Close To Everything! Pool, Pets, Fenced, Garage, 1000 ft to Sarasota Bay!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This million-dollar pool home (a ranch with no steps to make it easily navigable) close to the water was designed by ren ...
From $404 per night (USD)
VRBO
From $326 per night (USD)
VRBO
The Strand of Sarasota 215
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...
From $326 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Minutes from downtown Sarasota and Gulf Beaches
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 ...
From $306 per night (USD)
Expedia
From $431 per night (USD)
VRBO
The Strand of Sarasota FL 214
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...
From $431 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Downtown Safe Historic btwn Siesta & Lido Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
In the Burns Square Historic District, this boutique hotel in a 1950's Sarasota School of Architecture building with lot ...
From $347 per night (USD)
Expedia
From $452 per night (USD)
VRBO
BRAND NEW CONDO WITH BAY VIEWS IN DOWNTOWN SARASOTA.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ready to rent for season, long or short term, fully furnished 1,350 sq ft unit with underground dedicated parking spot ...
From $452 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Apartment in Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Take a break and unwind at this peaceful oasis. This Condo is located near Lido Beach, Downtown Sarasota, St. Armand's C ...
From $233 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Sarasota condo near Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This resort style brand new condo has it all!! With only 5 min drive to Downtown Sarasota and 10 minutes to LIDO BEACH. ...
From $245 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Luxury Condo with Xtra Large Patio & Pool Views
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Enjoy this 1 bedroom, 1.5 bath condo. It has been flawlessly designed and constructed with a luxurious feel. The unit h ...
From $383 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Casita Jacinto, 1926 historic home near Siesta Key - 0.4 miles to bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Casita Jacinto, a 1926 bungalow in a tropical oasis in the coveted “West of the Trail” location. This complet ...
From $314 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Your private slice of Paradise for your special get away in a 5 star home.
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Spend your vacation leisurely relaxing in your ultra private pool or hot tub, surrounded by tropical landscaping. The se ...
From $336 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy Florida cottage- 2 miles to downtown Sarasota, 4 miles to siesta key beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This cozy Florida cottage, located just 1 mile from historic downtown Sarasota's buzzing restaurant and shopping distric ...
Click For Pricing
VRBO
$Updated pet friendly 3bed\/2bath minutes from downtown and beach.$
From $236 per night (USD)
VRBO
Updated pet friendly 3bed\/2bath minutes from downtown and beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come Away with Us to Sunny Sarasota---Florida's secret paradise! Enjoy a private home away from home in our newly renova ...
From $236 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Luxury Resort-style Condo with Amazing Views in a Prime Location
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Looking for a resort-style getaway in the heart of town? Then look no further than this luxury top-floor condo with stu ...
From $281 per night (USD)
VRBO
$Sarasota Vacation Rental Home w\/ Private Pool$
From $440 per night (USD)
Expedia
Sarasota Vacation Rental Home w\/ Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated in a quiet neighborhood just 2 miles from downtown, ‘The Little Mermaid’ is perfect for your next extended stay ...
From $440 per night (USD)
Expedia
$An elevated beach getaway 6 miles from Siesta \/ 5mi Lido & right by downtown SRQ$
From $425 per night (USD)
VRBO
An elevated beach getaway 6 miles from Siesta \/ 5mi Lido & right by downtown SRQ
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautifully modern house nestled in a tranquil Florida neighborhood just 5 minutes from Sarasota's quaint downtown. Clos ...
From $425 per night (USD)
VRBO
$Deluxe 2\/2 Condo Pool View w\/ 2 terraces Top Floor$
From $455 per night (USD)
Expedia
Deluxe 2\/2 Condo Pool View w\/ 2 terraces Top Floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This fully furnished waterfront condo is located on the fifth floor of “The Strand” and spans over 1359 sq ft, with a ge ...
From $455 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Paradise Found! Private Heated Pool, Close to Beach & Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NEW! Private heated pool just in time for season! This home is new to guests but I have had 2 other successful listings ...
From $330 per night (USD)
VRBO
From $91 per night (USD)
VRBO
The Sea Shack is walking distance to Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
This adorable tiny house (130sqft) is located near downtown and the Bay. The space accommodates one person only with a s ...
From $91 per night (USD)
VRBO
From $957 per night (USD)
VRBO
Family Fun House near Siesta Key
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 ...
From $957 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Cozy Sunshine Cottage in Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy two bedroom cottage, situated on quiet street. Private fenced backyard is perfect for relaxing in the hammock or gr ...
From $262 per night (USD)
Expedia
From $789 per night (USD)
VRBO
Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Shoreline! Bring the whole family for a relaxing vacation in Sarasota, FL. This 4-bedroom, 2.5-bathroom home ...
From $789 per night (USD)
VRBO
$Paradise Palms | New Reno w\/ Saltwater Pool!$
From $511 per night (USD)
Expedia
Paradise Palms | New Reno w\/ Saltwater Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
BNB Breeze Presents: Paradise Palms! Enjoy the nearby 5-star beaches and gorgeous downtown while staying at this pristin ...
From $511 per night (USD)
Expedia
$Modern Organic King Beds Salt POOL\/SPA Dwtn Sarasota Retreat near Siesta Beach$
From $871 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 $871 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Downtown Haven, Siesta 8 mi, Lido 4 mi, walk to DT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 1+1 apartment is perfect for a single individual, couple's getaway or business trip. We provide, -Free Wifi -Off ...
From $265 per night (USD)
Expedia
$Stylish 2\/2 Condo Pool View w\/ 2 terraces 4th Floor$
From $506 per night (USD)
VRBO
Stylish 2\/2 Condo Pool View w\/ 2 terraces 4th Floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy your Sarasota stay in this newly furnished corner unit on the 4th floor of The Strand. It offers 1359 sq. ft. + 1 ...
From $506 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Big discount for month of December-Bring your boat to beautiful Sarasota Bay!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Condo with resort vibes and top notch amenities offers a unique opportunity to boat, kayak or paddle board from our priv ...
From $296 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Charming Sarasota Vacation Home Near Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Your next Sarasota escape awaits at this lovely vacation rental! Located in the peaceful Alta Vista neighborhood, this 2 ...
From $247 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Cozy Costal Cottage - Minutes to Attractions!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy an unforgettable getaway while we take care of all the details!! This unit comes complimentary with a private conc ...
From $404 per night (USD)
Expedia
From $467 per night (USD)
VRBO
NEW! A Hidden GEM in Sarasota! SIESTA BEACH-DOWNTOWN
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the Hidden Gem Sarasota Home where location, quality and style are key... 4 bedrooms** 3 bathrooms**2 kitchen ...
From $467 per night (USD)
VRBO
From $335 per night (USD)
Expedia
The Strand of Sarasota FL 212
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...
From $335 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Fully renovated duplex near downtown with fenced yard & patio - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Casa Cocoanut - 1314 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $215 per night (USD)
VRBO
From $880 per night (USD)
VRBO
The Heart of Sarasota
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Location is everything! Come vacation in this gorgeous brand new modern Bohemian inspired home right in the heart of Sar ...
From $880 per night (USD)
VRBO
From $404 per night (USD)
VRBO
Spacious House Rental: 7 Miles to Siesta Key!
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Trade your snow boots for flip flops when you stay at this vacation rental in Sarasota, FL! With 4 bedrooms and 2 bathro ...
From $404 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Sarasota Downtown on The Legacy Bike Trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Totally Renovated Vintage Cottage one minute to the downtown of Sarasota with the recently completed Legacy Trail right ...
From $235 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Luxurious Boutique Condo in the Heart of Sarasota.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Luxurious boutique condo in the heart of Sarasota. Steps from Sarasota’s best restaurants, entertainment venues, and oce ...
From $343 per night (USD)
VRBO
From $374 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 $374 per night (USD)
VRBO
From $1804 per night (USD)
VRBO
Luxurious home with amazing rooftop deck views
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
Knot A Basic Beach House by Lido Key Vacations Home in Sarasota FL 34236 Vacation Rental License #: VR23-00003 Minimum s ...
From $1804 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Contemporary Townhouse in Downtown Sarasota and 8-10 min to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Contemporary 2 story Townhouse in the heart of downtown Sarasota. Walk everywhere and less than 10 min to Saint Armand’s ...
From $323 per night (USD)
VRBO
From $546 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 $546 per night (USD)
VRBO
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
Click For Pricing
VRBO
Heart of Downtown - minutes from beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Located in the heart of downtown Sarasota. 1350 Main Residential Condo is walking distance from Marina Jacks, Bayfront P ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Guest Suite for Beach & Dog Lovers-Best Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Quiet & clean in-law suite w/ private entrance devoted to dog lovers, beach goers, or anyone looking fo ...
Click For Pricing
Expedia
From $186 per night (USD)
VRBO
Fantastic SIesta Key House with proximity to EVERYTHING
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The location on this rental is unmatched! Just West of the trail on the main drive out to Siesta Key, this house gives y ...
From $186 per night (USD)
VRBO
$The Hideaway: 4\/2 w heated pool & Outdoor Spaces$
From $390 per night (USD)
Expedia
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 $390 per night (USD)
Expedia

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