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From $272 per night (USD)
VRBO
Cannonball Cottage | Private Heated Pool + Outdoor oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
BNB Breeze Presents: Cannonball Cottage! Welcome to Cannonball Cottage, a stunning vacation home nestled in the heart of ...
From $272 per night (USD)
VRBO
From $87 per night (USD)
Expedia
1 Mi to Dtwn Sarasota: Remodeled Condo w/ Balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
WFH Friendly | Community Kitchen w/ Gas Grill | 4 Mi to Lido Key Beach Book your next long-term stay in the Sunshine St ...
From $87 per night (USD)
Expedia
From $108 per night (USD)
VRBO
2-bedroom secondary suite in lovely Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Nestled in Sarasota, this cozy secondary unit with private entrance offers guests a retreat with 2 bedrooms - one with a ...
From $108 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Renovated Sarasota Pool Home, 2mi to Downtown & 5mi to Siesta & Lido Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Siesta & Lido Sarasota Getaway! Come relax at this newly renovated 3-bedroom, 2-bath pool home, complete wit ...
From $259 per night (USD)
VRBO
From $258 per night (USD)
VRBO
NEW! Artsy 3BR/2BA Pool Home Arlington Park Near Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to Your Private Sarasota Oasis! Looking for the perfect beach getaway? Just a short drive from the world-famous ...
From $258 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Charming 3-bedroom house with WiFi and AC in awesome Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Located in Sarasota, this house is a dream. With 3 bedrooms including 1 king, 1 queen, and 1 full bed, guests will have ...
From $348 per night (USD)
Expedia
From $642 per night (USD)
VRBO
5BR Siesta Key Getaway – Heated Pool, Spa & Outdoor Kitchen
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Welcome aboard Captains Nook, a brand-new coastal cottage just 200 yards from the North Siesta Key Bridge. Designed for ...
From $642 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Chic 1BR Heart of Downtown City Views & Private Balcony!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your downtown oasis! This modern 1BR/1BA condo on the 3rd floor is fully equipped for a comfortable stay. You ...
From $154 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Fully Renovated Roaring Twenties Bungalow in Laurel Park - 3-Bedroom, 3-Bathroom
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Step back into the vibrant spirit of the Roaring Twenties with this fully renovated bungalow, professionally decorated a ...
From $503 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Welcome to the Gecko Bungalow in charming Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect Sarasota escape! This recently remodeled, stylish, and cozy 1-bedroom, 1-bathroom retreat is ide ...
From $165 per night (USD)
VRBO
From $126 per night (USD)
VRBO
Close to Beaches, Downtown, everything Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, and more! 2/2 with comfy ...
From $126 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Relaxing 3BR Retreat w/Pool& Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
NEW LISTING!!Welcome to your Sarasota escape! Unwind in this beautiful 3-bedroom, 2-bath home with a private pool and sp ...
From $212 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Modern, Mins to Beach and Downtown, Steps to Arlington Park
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Modern Contemporary Sarasota Vacation Retreat – Perfect Location and Style •Prime Location: Nestled at the end of a qui ...
From $459 per night (USD)
VRBO
From $196 per night (USD)
Expedia
1-bedroom 2 bath condo in fabulous Sarasota, Minutes from Siesta and Lido Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay comfortably in Sarasota at this 1-bedroom condo. Assigned free covered parking. The bedroom features 1 queen bed an ...
From $196 per night (USD)
Expedia
From $822 per night (USD)
VRBO
Arlington Oasis - Luxury 5 Bed Home, Heated Pool, E-bikes by Gulf Coast Holiday Homes
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Modern Coastal Luxury Retreat in the Heart of Sarasota – Minutes from Siesta Key Beach Step into a world of refined ele ...
From $822 per night (USD)
VRBO
From $231 per night (USD)
Expedia
1259 Main - Downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $231 per night (USD)
Expedia
From $187 per night (USD)
VRBO
3-bedroom house in terrific Sarasota with AC and a spacious backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely 3 bedroom and 2 bathroom house in a quiet neighborhood with a great outdoor space. The house has everything for a ...
From $187 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Cozy Getaway. Escape To Paradise
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Tucked away in a peaceful neighborhood, this cozy three-bedroom 2 bath home awaits your arrival. Sleeps up to 8 guests w ...
From $172 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Charming 2-bedroom house in lovely Sarasota with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your Sarasota adventure begins at this adorable 2-bedroom house. With a king bed, a queen bed, and a cozy living room wi ...
From $160 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Historic Laurel Park Home with Retro Guest Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discover this charming downtown Sarasota retreat, perfectly positioned within easy reach of dining, shopping, entertainm ...
From $550 per night (USD)
Expedia
From $234 per night (USD)
VRBO
The Bellevue located in the heart of Sarasota!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
The Bellevue is a stylish home nestled beside a bike trail that leads straight to downtown Sarasota! With its combinatio ...
From $234 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Pet Friendly w/ Heated Pool, Hot Tub, Patio/Grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Escape to Palm Haven, a beautifully renovated 1925 Spanish Revival home located in the heart of Sarasota’s Arli ...
From $301 per night (USD)
Expedia
From $528 per night (USD)
VRBO
Southside Bungalow with Pool, Spa & Putting Green
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience the ultimate Florida lifestyle with our newly renovated home, featuring a brand new heated pool, spa, and tur ...
From $528 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Funky Farmhouse-Walk to Arlington Pool Swimmers!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Historic Charmer recently remodeled and located in the Arlington Park neighborhood. Close to downtown and Sarasota's fam ...
From $214 per night (USD)
VRBO
From $100 per night (USD)
VRBO
Cozy studio in charming Sarasota with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming studio in Sarasota. This tremendous space offers a tranquil retreat for guests looking to unwin ...
From $100 per night (USD)
VRBO
From $375 per night (USD)
VRBO
Sunny Sarasota Poolside Getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Welcome to your Sarasota escape! This beautifully updated home features a modern kitchen, chic living spaces, and a full ...
From $375 per night (USD)
VRBO
From $133 per night (USD)
VRBO
VILLA SIESTA IV-priv cottage Downtown Secret Community-Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come to our hidden secret community, -moments to downtown- private, pristine, and very quiet! . Be our gu ...
From $133 per night (USD)
VRBO
From $1189 per night (USD)
VRBO
Coastal Retreat Near Siesta Key- 5 Bedrooms, Pool & Spa- 1 month minimum
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Discover the beauty of Sarasota from this 5-bedroom house. With 2 king beds, 2 queen beds, and 1 bunk bed, our nice prop ...
From $1189 per night (USD)
VRBO
From $576 per night (USD)
VRBO
Pool, Spa, and Private Gym in the Heart of Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Coastal Cove! Comfort and luxury are calling at this beautifully renovated 3-bedroom, 2-bathroom home, ideall ...
From $576 per night (USD)
VRBO
From $278 per night (USD)
VRBO
This house is a 3 bedroom(s), 1 bathrooms, located in Sarasota, FL.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Discover the epitome of Sarasota living in this centrally-located gem! Nestled in a prime location, just minutes from Do ...
From $278 per night (USD)
VRBO
From $229 per night (USD)
VRBO
The Urban Cottage Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
It’s shabby chic meets high tech and it’s all in the details! Elegant, light and airy and just darn adorable best descri ...
From $229 per night (USD)
VRBO
Click For Pricing
Expedia
Landing at Huntington Place - 1 Bedroom in Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Huntington Place is a charming property in the Downtown Sarasota neighborhood of Sarasota where Landing offers fully fur ...
Click For Pricing
Expedia
From $246 per night (USD)
VRBO
Serene Oasis Beach Getaway - 3 bedrooms in Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the heart of sunny Sarasota! This charming, newly renovated home offers a blend of comfort and convenience su ...
From $246 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Best location in Sarasota! Downtown/Siesta Key/Restaurants/Market within 5 min.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spend your time relaxing-not in traffic! Best location in Sarasota- 5 Minutes to Downtown Sarasota/5 minutes to Siesta K ...
From $313 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Welcome to Sarasota! Indulge in a stress-free getaway at this turnkey rental property
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Sarasota! Indulge in a stress-free getaway at this turnkey rental property. With all the essentials meticulou ...
From $192 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Prime Spot, 50's Flair & Luxe Comfort in Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring the whole family to this great place with lots of room for fun. Located in the heart of Sarasota in a quaint neigh ...
From $274 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Villa Siesta III- your private cottage in Secret Downtown area with Pool-PET OK!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
...
From $206 per night (USD)
VRBO
From $245 per night (USD)
VRBO
Stylish Pool Villa 3BR/2BA close to the Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The "Serenity Retreat" with 3 BR, 2 BA is located close to Downtown Sarasota, beaches, grocery stores, restaurants, muse ...
From $245 per night (USD)
VRBO
From $308 per night (USD)
VRBO
Unique & Spacious Downtown home w/Heated Pool! Minutes to St Armands & Marina
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Eclectic style of Sarasota in this 1947/2012 split design home. Over 3400 sq ft of single level space. Eat in kitchen co ...
From $308 per night (USD)
VRBO
$Fully Renovated Sarasota Home with Backyard Oasis\n$
Click For Pricing
Expedia
Fully Renovated Sarasota Home with Backyard Oasis\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Beautiful 3 bedroom, 2 bath home with private pool in a fenced in backyard. Just a 12 minute drive to t ...
Click For Pricing
Expedia
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
From $283 per night (USD)
Expedia
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)
Expedia
From $365 per night (USD)
VRBO
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)
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 $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 $131 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 $131 per night (USD)
Expedia
From $246 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $238 per night (USD)
VRBO
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)
VRBO
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 $219 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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
Expedia
From $129 per night (USD)
VRBO
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)
VRBO
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)
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 $232 per night (USD)
VRBO
From $711 per night (USD)
Expedia
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)
Expedia
From $188 per night (USD)
VRBO
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)
VRBO
From $198 per night (USD)
Expedia
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)
Expedia
From $190 per night (USD)
VRBO
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 $190 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Luxury DaliHouse in downtown! Dog park &pool & gym & hot tube & close to beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We invite you on a journey to the exclusive Dali House, where reality mixes with the magical touch of Salvador Dalí's ar ...
From $259 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
From $136 per night (USD)
VRBO
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)
VRBO
From $164 per night (USD)
Expedia
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)
Expedia
From $164 per night (USD)
VRBO
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)
VRBO
From $247 per night (USD)
Expedia
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)
Expedia
From $364 per night (USD)
VRBO
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)
VRBO
From $176 per night (USD)
Expedia
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)
Expedia
From $212 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 in building B. It offers 13 ...
From $212 per night (USD)
VRBO
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 $164 per night (USD)
VRBO
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)
VRBO
From $202 per night (USD)
Expedia
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)
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 ...
Click For Pricing
VRBO
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Expedia
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
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 $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 $308 per night (USD)
VRBO
Waldemere House | NEW Saltwater Pool | 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 $308 per night (USD)
VRBO
From $184 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 $184 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Downtown Sarasota Private Vacation Home - Minutes to Beaches, Beautiful Backyard, and Pet-Friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, ...
From $265 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Living The Dream | Heated Pool + Putting Green + Swings
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 $453 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ...
From $197 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Downtown, Pets, 2-Car Garage, Beach & St. Armands
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy being close to everything at this smoke-free, centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gille ...
From $279 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Sarasota Pet Friendly Vaca Home | Balcony + Garage
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gilles ...
From $286 per night (USD)
VRBO
From $174 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 $174 per night (USD)
Expedia
From $103 per night (USD)
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 ...
From $103 per night (USD)
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
Click For Pricing
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 ...
Click For Pricing
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 $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
Click For Pricing
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 $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 $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 $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 $344 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
Sarasota 2 Bedroom Villa Bungalow
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sarasota Florida , North Jefferson and Fruitville area . 2 bedroom, 2 bathroom villa bungalow condo. No stairs. Parking ...
Click For Pricing
Expedia

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