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From $198 per night (USD)
VRBO
Charming Waterfront 1/1.5 Beautiful Sunsets at the Strand!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" building A and s ...
From $198 per night (USD)
VRBO
From $219 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 $219 per night (USD)
Expedia
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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 ...
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VRBO
From $129 per night (USD)
Expedia
Tropical Retreat w/ charming garden near downtown.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Heliconias" is a spacious and comforta ...
From $129 per night (USD)
Expedia
From $1111 per night (USD)
VRBO
The BRYSON-CRANE HISTORIC RESIDENCE c. 1925, for the 2024 Sarasota Winter Season
Bedrooms:
3
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 $232 per night (USD)
Expedia
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 $232 per night (USD)
Expedia
From $711 per night (USD)
VRBO
Palm Paradise • Luxe Lanai • Heated Pool • King Suite
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Magnolia House—your private, palm-lined paradise around the corner to Siesta Key. This impeccably clean retrea ...
From $711 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Cozy house at Arlington Park
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...
From $188 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $228 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 $228 per night (USD)
VRBO
From $131 per night (USD)
VRBO
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 $131 per night (USD)
VRBO
From $127 per night (USD)
Expedia
The Bromeliads - Cozy Cottage close to everything w/ grill on patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to a serene oasis West of the Trail, the "Bromeliads", where salty breezes and tropical gardens welcome you. The ...
From $127 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Modern Adobe Oasis~Heated Pool~Fresh Remodel
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...
From $316 per night (USD)
VRBO
From $103 per night (USD)
Expedia
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 ...
From $103 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $365 per night (USD)
Expedia
City Escape near Sarasota Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stylish Getaway with Private Pool & Spa – Minutes from Downtown Sarasota Enjoy a stylish experience at this centrally lo ...
From $365 per night (USD)
Expedia
From $333 per night (USD)
VRBO
638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV
Bedrooms:
1
Bathrooms:
11
Sleeps:
6
Summary: Enjoy a stylish newly remodelled from top to bottom vacation at this 2 bedroom attached Villa in downtown Saras ...
From $333 per night (USD)
VRBO
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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 ...
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Expedia
From $108 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 $108 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Quick and Easy Walk Downtown - Tons of Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfe ...
From $182 per night (USD)
Expedia
From $380 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 $380 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 $354 per night (USD)
VRBO
The Outside Oasis-1 mile to Siesta Key!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This home is so centrally located (a mile to Siesta Key, Southside Village, Sarasota Memorial Hospital; about 2 miles to ...
From $354 per night (USD)
VRBO
From $270 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 $270 per night (USD)
VRBO
From $218 per night (USD)
VRBO
The Strand of Sarasota 215
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...
From $218 per night (USD)
VRBO
From $246 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 $246 per night (USD)
Expedia
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VRBO
The Strand of Sarasota FL 214
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...
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VRBO
From $238 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 $238 per night (USD)
Expedia
From $366 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 $366 per night (USD)
VRBO
From $207 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 $207 per night (USD)
Expedia
From $223 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 $223 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Luxury Condo with Xtra Large Patio & Pool Views
Bedrooms:
1
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 $264 per night (USD)
Expedia
From $325 per night (USD)
VRBO
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 $325 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $281 per night (USD)
VRBO
Luxury Resort-style Condo with Amazing Views in a Prime Location
Bedrooms:
1
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
From $409 per night (USD)
VRBO
ARLI HAUS. Elevated Sarasota Vacation. Hot Tub, 4BR, 2 Kings, 5mi to the beach
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 $409 per night (USD)
VRBO
From $201 per night (USD)
VRBO
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 $201 per night (USD)
VRBO
From $957 per night (USD)
Expedia
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)
Expedia
From $416 per night (USD)
VRBO
Welcome To Shoreline: 4BR, Heated Pool, 7miles to Gulf Beaches, Sleeps10
Bedrooms:
2
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 $416 per night (USD)
VRBO
From $388 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 $388 per night (USD)
Expedia
From $283 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 $283 per night (USD)
VRBO
From $212 per night (USD)
Expedia
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 in building B. It offers 13 ...
From $212 per night (USD)
Expedia
From $303 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 $303 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Charming Sarasota Vacation Home Near Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your next Sarasota escape awaits at this lovely vacation rental! Located in the peaceful Alta Vista neighborhood, this 2 ...
From $270 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Beach-Themed Cozy Cottage Close to Downtown, Beaches, Pinecraft & Legacy Trail!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Charming Sarasota Retreat | Near Beaches, Trails & Pinecraft Welcome to your peaceful Sarasota getaway! Located in a qu ...
From $176 per night (USD)
VRBO
From $358 per night (USD)
Expedia
A Hidden GEM in Sarasota! SIESTA BEACH-DOWNTOWN
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Hidden Gem Sarasota Home where location, quality and style are key... 4 bedrooms** 3 bathrooms**2 kitchen ...
From $358 per night (USD)
Expedia
From $203 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 $203 per night (USD)
VRBO
From $852 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 $852 per night (USD)
VRBO
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VRBO
Centrally Located Home - 7 Miles to Siesta Key!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
2,000 Sq Ft | Fire Pit | Washer & Dryer | ~7 Mi to The Ringling Museum of Art Trade your snow boots for flip flops when ...
Click For Pricing
VRBO
From $188 per night (USD)
VRBO
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 $188 per night (USD)
VRBO
From $322 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 $322 per night (USD)
VRBO
From $227 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 $227 per night (USD)
VRBO
From $1583 per night (USD)
VRBO
Luxurious home with amazing rooftop deck views
Bedrooms:
7
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 $1583 per night (USD)
VRBO
From $518 per night (USD)
Expedia
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 $518 per night (USD)
Expedia
From $646 per night (USD)
VRBO
Longboat Key, canal 2 bed 2 bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
1 month stay required during seasonal months and 2 week stay required for out of season months. Charming, waterfront L ...
From $646 per night (USD)
VRBO
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Expedia
Heart of Downtown - minutes from beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the heart of downtown Sarasota. 1350 Main Residential Condo is walking distance from Marina Jacks, Bayfront P ...
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Expedia
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VRBO
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 ...
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VRBO
From $325 per night (USD)
Expedia
Fully Stocked+Sleeps 10! JUST 2 MINS to Sarasota Bay+ 8 MINS to SIESTA BEACH.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
An original Floridian charmer with an outdoor grill and lounge area! Boasting a fully equipped kitchen, lots of beach e ...
From $325 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Newly Renovated Classic Bungalow
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy this recently renovated bungalow in a quiet neighborhood conveniently located near beaches, museums, theaters, dow ...
From $150 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Charming Sweet Daisy overlooking stunning new pool in awesome Southside Village!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a stylish stay at this spacious, centrally located one king bedroom apartment overlooking the stunning new swimmin ...
From $281 per night (USD)
Expedia
Click For Pricing
VRBO
Gardenia in Southside Village
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Keep it simple at this peaceful and centrally-located place in Southside Village, near Hillview and walking distance to ...
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VRBO
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Expedia
Jazzy Studio vacation pad with heated pool 9 min drive from Siesta Key Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the allure of a cozy 1-bedroom getaway in Sarasota, nestled along the stunning Florida Gulf Coast. Situated jus ...
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Expedia
From $202 per night (USD)
VRBO
Southside Village Comfy King Near Siesta Key beach with Heated Pool
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Relax in Sarasota SRQ at this comfortable spacious one bedroom apartment located in wonderful Southside Village. Easy wa ...
From $202 per night (USD)
VRBO
From $164 per night (USD)
Expedia
1st floor apt A. 1 mile from waterfront and downtown. Just 2 miles from beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apt A. Nice clean non smoking, pet hair free, non-allergenic apartment on the 1st floor close to downtown and water fr ...
From $164 per night (USD)
Expedia
From $202 per night (USD)
VRBO
2nd floor 2bdrm/1.5 bath 1 mi from Marina and downtown. Just 2 miles from beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nice clean non smoking, pet hair free, non-allergenic HUGE 2 bdrm apartment on the 2nd floor close to downtown and water ...
From $202 per night (USD)
VRBO
From $164 per night (USD)
Expedia
2nd floor Apt C. 1 mile from waterfront and downtown. Just 2 miles from beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apt C. Nice clean non smoking, pet hair free, non-allergenic apartment on the 2nd floor close to downtown and water fr ...
From $164 per night (USD)
Expedia
Click For Pricing
VRBO
2 Bedroom luxury highrise apartment downtown Sarasota with view of Gulf
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The only downtown Sarasota luxury high-rise with short term rentals under 1 year. 24 Hour concierge, free indoor parking ...
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VRBO
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Expedia
Modern coastal downtown home w/saltwater pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Enjoy a fresh and clean experience at this centrally-located home. Minutes from downtown Sarasota. Get ...
Click For Pricing
Expedia
From $164 per night (USD)
VRBO
1st floor apt B. 1 mile from waterfront and downtown. Just 2 miles from beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apt B. Nice clean non smoking, pet hair free, non-allergenic apartment on the 1st floor close to downtown and water fr ...
From $164 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Second floor Apt D 1 mile from waterfront and downtown. Just 2 miles from beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Apt D. Nice clean non smoking, pet hair free, non-allergenic apartment on the 2nd floor close to downtown and water fro ...
From $164 per night (USD)
Expedia
From $301 per night (USD)
VRBO
House on Hibiscus - New, Close to Beach and Everything Else. Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful, fully renovated, 3-bedroom, 2-bathroom home is located less than 2 miles to Siesta Key - home to #1 Beac ...
From $301 per night (USD)
VRBO
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Expedia
Suncoast Sunsets B.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Centrally located between downtown and the airport. Easy access to everything to shopping mall's, Beaches, highway and e ...
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Expedia
From $247 per night (USD)
VRBO
Sunset View Condo 1mile from Downtown Sarasota Internal name: Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy Sarasota's magical sunsets and peak-a-boo views of the bay from this brand new top floor condo. Conveniently locat ...
From $247 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Casa Tortuga - tropical getaway & central to many amenities!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This quaint 3 bedroom, 2 bathroom home featuring a pullout sofa has everything you need to enjoy a relaxing and memorabl ...
From $364 per night (USD)
Expedia
From $308 per night (USD)
VRBO
A Whale of a Good Time!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Beatifully updated pool home complete with two master suites that both have access to the pool. A fun double bunk room f ...
From $308 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Cheery Fenced Home Pets Welcome
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NEW LISTING! Access everything Sarasota. Six miles to Lido Key Beach, 0.25 miles to downtown, 1 block to a 20 mile walk- ...
From $136 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Central Sarasota Family Home w/ Heated Pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kick back and relax in this 2/1 family home central to so much of Sarasota! Just a block east of Ed Smith Stadium (Oriol ...
From $215 per night (USD)
VRBO
From $201 per night (USD)
Expedia
New Condo near downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
You will love this new, large, 1 bedroom condo at "the Strand" loaded with amenities like a resort style swimming pool, ...
From $201 per night (USD)
Expedia
Click For Pricing
VRBO
Unique family-friendly/pet-friendly pool home. Located in the heart of Sarasota.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Make some memories at this unique and family-friendly place. This 1947 charmer, is perfectly located in the heart of Sar ...
Click For Pricing
VRBO
From $198 per night (USD)
Expedia
The Strand of Sarasota 509
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 $198 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Convenient + Quiet + Relaxing / Close to Beaches + Close to Activities
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Originally built in 1957 and remodeled in 2022 adding two more bedrooms, family room and bathroom to accommodate my grow ...
From $323 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Incredible, dog-friendly home with Pack-N-Play, full kitchen, patio & beach gear
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Peacock Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $260 per night (USD)
Expedia
From $124 per night (USD)
VRBO
Exceptional remodeled condo, 2 miles from Siesta Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Escape to your remodeled 2-bedroom, 1-bathroom condo in Sarasota, Florida. 2 miles from Siesta Key, this haven offers mo ...
From $124 per night (USD)
VRBO
From $142 per night (USD)
Expedia
The Ringling Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A contemporary renovated oasis located minutes from the vibrant heart of downtown. Impeccably renovated, "The Ringling R ...
From $142 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Keep it simple at this smoke free centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroo ...
From $180 per night (USD)
VRBO
From $306 per night (USD)
Expedia
New! Fully Renovated Sarasota Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
New, fully renovated, centrally located cozy home only 5 Min from SRQ Airport. Attractions: 15 Minutes to world famous S ...
From $306 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Gorgeous Remodeled 2 Bedroom Longboat Key Condo with Stunning Bay Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2 bedroom/2 bath recently updated condo on Longboat Key looking over stunning Sarasota Bay. Top 3rd floor -wi ...
From $246 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Palm Paradise - Pet Friendly Home on Siesta Key w/ Large Heated Private Pool & Outdoor Area!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Palm Paradise, your ultimate vacation rental nestled in the picturesque Northern part of Siesta Key Island, S ...
From $464 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Renovated Kingston Arms 2brm Ground floor Walk to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Kingston Arms 8A – Steps from the Beach & St. Armands Circle Managed by Florida Vacation Connection Welcome to Kingston ...
From $298 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Sea Pointe | Oasis w/ Private POOL Near Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BNB Breeze Presents: Sea Pointe! Step into your newly furnished coastal haven in beautiful Sarasota, Florida. Nestled i ...
From $344 per night (USD)
Expedia
From $599 per night (USD)
VRBO
Sarasota2 Vacation Paradise!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Experience luxury living in the highly desirable $1.7M Sarasota home Only 6 miles to #1 SIESTA KEY BEACH! Enjoy this spa ...
From $599 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Coastal Beach Cabana, Siesta Key beach access, best neighborhood in Sarasota!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Luxurious beach home sitting on a freshwater lake, modern and newly renovated, including a new saltwater pool, located i ...
From $454 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Mid-Century Oasis with Pool in Arlington Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. Thi ...
From $411 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Sapphire Shores | Luxury Pool, 2 Fireplaces, Game Room + 2 Bars!
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
BNB Breeze Presents: Sapphire Shores! Welcome to this breathtaking 3-story sanctuary, nestled in the heart of Sarasota, ...
From $597 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Beach Bum Bungalow-Sarasota-2 bdrm1 bath close to Siesta Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our charming 'Beach Bum' vacation rental home in beautiful Sarasota, Florida only 10 minutes to Siesta Key. O ...
From $162 per night (USD)
VRBO
From $188 per night (USD)
Expedia
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 $188 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Ideal 2-bed/2-bath condo at Whitaker Bayou.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Come join us and experience the best of Sarasota! This 2nd floor, recently refreshed 2-bedroom 2-bathroom condo ...
From $192 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Sunny Sarasota Home w/ Private Yard & Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your dream coastal retreat awaits at this stunning 3-bedroom, 2-bathroom vacation rental in Sarasota! Immerse yourself i ...
From $378 per night (USD)
Expedia
From $628 per night (USD)
VRBO
Luxury 4 Story Townhome with Elevator, Private Rooftop with Jacuzzi
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Brand new 4-story, 4-bedroom luxury townhome walking distance to the heart of downtown Sarasota. Panoramic views of down ...
From $628 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Desirable Downtown Sarasota! On Main Street walk out to restaurants/shops/shows!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The most desirable location in downtown Sarasota, this 1/1 condo overlooks Main Street and is a short stroll to Marina J ...
From $241 per night (USD)
VRBO

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