Sarasota Rentals
From $198 per night (USD)VRBO
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Downtown Sarasota. New construction building includes a rooftop pool, state-of-the-art fitness c ...
From $198 per night (USD)VRBO
From $167 per night (USD)Expedia
Sarasota, FL Bungalow | Bright & Breezy Coastal Vibes - 10 mins to White Sand Beaches by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Take in the beachy vibes as soon as you arrive at this stunning coastal interior-designed Florida bungalow. Bringing th ...
From $167 per night (USD)Expedia
From $245 per night (USD)VRBO
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This new construction apartment features an oversized kitchen island and a balcony with views of Downtown Sarasota. Shar ...
From $245 per night (USD)VRBO
From $249 per night (USD)Expedia
Save Big This Fall: 10% Off Until Nov 30!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $249 per night (USD)Expedia
From $314 per night (USD)VRBO
Waterfront Balcony Waterfront Views, Kayaks Included, 2BR 2BA Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome To The Strand, Where Luxury Living Meets The Gorgeous Waterfront Of Downtown Sarasota. A gated waterfront commun ...
From $314 per night (USD)VRBO
From $157 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 $157 per night (USD)Expedia
From $162 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 $162 per night (USD)VRBO
From $93 per night (USD)VRBO
Sleeps 4-Close to Downtown, Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ground floor unit (No Stairs). Sleeps four (4). Ground floor unit (No Stairs). Renting this unit will place you within w ...
From $93 per night (USD)VRBO
From $202 per night (USD)VRBO
Orchid House 5 minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
5 minutes to Lido Keys, 7 minutes to Siesta Keys, 5 minutes to Downtown Sarasota, 2 minutes to Bayfront Park, 5 minut ...
From $202 per night (USD)VRBO
From $256 per night (USD)Expedia
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 $256 per night (USD)Expedia
From $222 per night (USD)VRBO
NO stairs, NO carpet! BEST location for all you love to do in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Morning swim your thing? Villagio's award-winning lakefront heated pool is mere steps from your front door. Your condo ...
From $222 per night (USD)VRBO
From $385 per night (USD)Expedia
Siesta Beach/DT-Private Family Paradise-3BR/2Ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our charming 3-bedroom vacation home in Sarasota, just a short 11-minute drive from the stunning Siesta Key Be ...
From $385 per night (USD)Expedia
From $116 per night (USD)VRBO
Riverside Oasis 1Bed/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully elegant suite designed specifically for the relaxing and quiet get away that epitomizes a great vacation. Fr ...
From $116 per night (USD)VRBO
From $345 per night (USD)VRBO
Walk 75 feet out the back door to the beach and the beautiful Gulf of Mexico!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
First floor unit with direct access to the white sand, Lido Beach and Gulf of Mexico. 2 Bedroom/2 Bath. Wood grain, t ...
From $345 per night (USD)VRBO
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Spanish bungalow near everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
2 bed 1 bath private home. Spanish revival style with large backyard within walking distance to downtown Sarasota and th ...
Click For PricingVRBO
From $188 per night (USD)Expedia
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great Location and Comfort are what makes this 3 Bedroom Vacation Home special. Located in the Pinecraft area off Bahia ...
From $188 per night (USD)Expedia
From $163 per night (USD)VRBO
Stylish 3-bedroom bungalow 8 blocks from downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect mix of old Florida charm & modern amenities at this centrally-located historic home just one block fro ...
From $163 per night (USD)VRBO
From $376 per night (USD)VRBO
Close to Beach & Downtown w/Pool, Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax & unwind in our newly updated single level 3 bedroom, 2 bath, 2 car garage with private pool. Located in Southgate ...
From $376 per night (USD)VRBO
From $231 per night (USD)VRBO
Brand New 2 BR/2BA Luxury Condo blocks from Downtown Sarasota, Rosemary Distict
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern and spacious 2-bedroom, 2 full bathroom furnished condo in a brand new building (just completed 2021) jin the pop ...
From $231 per night (USD)VRBO
From $199 per night (USD)Expedia
Coconut Dream 2 Bedrooms in Downtown Sarasota near the Marina and beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This amazing 2+1 suite is one of 4 (booked alone or together) has all the amenities needed for the perfect Sarasota expe ...
From $199 per night (USD)Expedia
From $1193 per night (USD)VRBO
Precise Realty presents Sunset on the Canal
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this stunning waterfront home located on popular Lido Key. Situated directly on the picturesque canal, this h ...
From $1193 per night (USD)VRBO
From $278 per night (USD)Expedia
All-New, Waterfront Condo Near Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book ENTIRE months only NOT mid-month to mid-month. Booking February 1 ...
From $278 per night (USD)Expedia
Click For PricingVRBO
ARLINGTON PARK COTTAGE 🌴SELBY GARDENS 🌺 MARINA JACKS 🛥 O’LEARYS 🌅 A 1 MILE WALK😎
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
LOCATION 🌴 LOCATION! Welcome home to one of Sarasota’s most beloved and eclectic neighborhood’s ...
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From $104 per night (USD)Expedia
Hemingway Inspired Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $104 per night (USD)Expedia
From $346 per night (USD)VRBO
Family friendly Private Home on a small lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully designed 4 bedroom and 2.5 bathroom home is located in quiet and safe neighborhood, it is central and c ...
From $346 per night (USD)VRBO
From $301 per night (USD)Expedia
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 $301 per night (USD)Expedia
From $207 per night (USD)VRBO
Summer Special! 1/1.5 Penthouse at The Strand – Water View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This top floor condo of 896 sq. ft. is fully furnished with a charming decoration and high end furniture. It will be per ...
From $207 per night (USD)VRBO
From $293 per night (USD)Expedia
Arlington Park Area! Heated Pool 3Bedroom/2bath Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Arlington Park Area! Freshly renovated, beautiful 3 bedroom/2 bathroom home just 15 minutes away from the Siesta beach a ...
From $293 per night (USD)Expedia
From $145 per night (USD)VRBO
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
A charming single-family historic 2-bedroom Bungalow in the heart of Sarasota, Florida, has updated kitchen with design ...
From $145 per night (USD)VRBO
From $382 per night (USD)Expedia
NEW 3/2 Remodel near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
From $382 per night (USD)Expedia
From $357 per night (USD)VRBO
Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bright, inviting, and packed with all the modern comforts of home, this one-of-a-kind Sarasota vacation rental has every ...
From $357 per night (USD)VRBO
From $190 per night (USD)VRBO
2 bedroom-Sparkling Clean–near beaches & downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Mango Gardens! We want to assure all of our guests that we have enhanced cleaning and disinfecting procedu ...
From $190 per night (USD)VRBO
From $254 per night (USD)VRBO
Putt 'n Plunge Paradise: 3/2 House 10 mins to Downtown & 15 mins to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $254 per night (USD)VRBO
From $404 per night (USD)VRBO
The Olive Turtle - Comfort near Downtown Sarasota and Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a stylish experience at this centrally-located place. Decorated with curated items from local artists and small bu ...
From $404 per night (USD)VRBO
From $354 per night (USD)VRBO
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 $354 per night (USD)VRBO
From $269 per night (USD)Expedia
Walk to Lido Beach & Steps to St. Armand's Circle | Heated Pool and Spa | BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $269 per night (USD)Expedia
From $296 per night (USD)VRBO
NEW...Lido Key Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelica ...
From $296 per night (USD)VRBO
From $541 per night (USD)Expedia
Newly renovated classic villa in exclusive neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lautus Villa is located on Sarasota coast in exclusive neighborhood. Walking distance to Botanic Garden, downtown restau ...
From $541 per night (USD)Expedia
From $308 per night (USD)VRBO
2BR 2BA Downtown Sarasota, Waterfront Views, Patio, Resort Pool, Kayaks Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in a serene, distinctive, and stylish waterfront retreat with breathtaking views, a prime location, and top-notch ...
From $308 per night (USD)VRBO
From $514 per night (USD)Expedia
Quiet Downtown Sarasota Villa. Updated 2022.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $514 per night (USD)Expedia
Click For PricingVRBO
Luxury Villa near Siesta - private, heated screened pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
Click For PricingVRBO
From $308 per night (USD)Expedia
4/2 with pool & hot tub near downtown and beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your dream vacation family getaway! This rental home offers brand new mattresses and furnishings, ensuring utmost comfor ...
From $308 per night (USD)Expedia
From $1031 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 $1031 per night (USD)VRBO
From $410 per night (USD)Expedia
Heated Pool, Breathtaking outdoor terraces & landscaping- Villa Serene Escape- Roelens Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Serene Escape- Heated Saltwater Pool, Breathtaking Villa, outdoor terraces, and beautiful landscaping. The charm ...
From $410 per night (USD)Expedia
From $154 per night (USD)VRBO
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 $154 per night (USD)VRBO
From $112 per night (USD)Expedia
Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Private 2-Bedroom, 2-Bath Apartment — Perfect for car-free guests (Sleeps up to 5 guests) Welcome to our cozy second-fl ...
From $112 per night (USD)Expedia
From $782 per night (USD)VRBO
Waterfront Coastal 3 BR/3 BTH w/ Pool, 50ft. Boat Dock, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, ...
From $782 per night (USD)VRBO
From $104 per night (USD)Expedia
Boho-Chic Sarasota Hideaway: Yard & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Gather your best mates and book a stay at this Instagram-worthy vacation rental in Sarasota. The cozy 3-bedroom, 1-bathr ...
From $104 per night (USD)Expedia
From $524 per night (USD)VRBO
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful completely renovated 3 bedroom 3 bath home. Ideally located steps (3-5 minute walk) from St Armand's Circle sh ...
From $524 per night (USD)VRBO
From $175 per night (USD)VRBO
Well appointed three bedroom two bath home with heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom two bath home in a gulf community. Terrazzo floors throughout the entire home. Private master suite with ...
From $175 per night (USD)VRBO
From $203 per night (USD)VRBO
Best Location w/ Fenced Yard & Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $203 per night (USD)VRBO
From $259 per night (USD)VRBO
Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beac ...
From $259 per night (USD)VRBO
From $229 per night (USD)VRBO
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...
From $229 per night (USD)VRBO
From $92 per night (USD)VRBO
AVAILABLE FEB 1-DEC.31, 2025 - LOVELY 1/1 TURNKEY FURNISHED VILLA @ THE MEADOWS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful, cozy and comfortable best describes this completely remodeled one bedroom, one bath villa in Winslow Beacon, ...
From $92 per night (USD)VRBO
From $330 per night (USD)VRBO
DT home 10 min. drive from beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beache ...
From $330 per night (USD)VRBO
From $422 per night (USD)Expedia
Fall Into Paradise 7 Night Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $422 per night (USD)Expedia
From $166 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 $166 per night (USD)VRBO
From $288 per night (USD)VRBO
The Palms-Private Heated Pool, Hot Tub, Private backyard-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“The Palms" is a single-family home with a heated private pool in the heart of Sarasota. The home is 5 miles to the #1 b ...
From $288 per night (USD)VRBO
From $214 per night (USD)VRBO
The Oasis-Private Heated Pool, Hot Tub, Outdoor living space-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE OASIS is a newly renovated beach cottage with a heated private pool and hot tub in the heart of Sarasota. It is 5 mi ...
From $214 per night (USD)VRBO
From $291 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 $291 per night (USD)Expedia
From $242 per night (USD)VRBO
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
NEW HEATED POOL 3bdr/ 2 bth Charming 1948 build, COMPLETE REMODELED in FANTASTIC LOCATION! Arlington Park is only a few ...
From $242 per night (USD)VRBO
From $238 per night (USD)VRBO
Coastal Gem!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in this charming cottage nestled just 250 steps from the white sands of the Gulf. Conveniently locat ...
From $238 per night (USD)VRBO
From $196 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 $196 per night (USD)VRBO
From $222 per night (USD)VRBO
Siesta Side Stay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located approximately 5 miles from Siesta Key beach & Siesta Key Village and 2.5 miles from downtown Sarasota & the mari ...
From $222 per night (USD)VRBO
From $377 per night (USD)VRBO
Custom Contemporary in Indian Beach/Museum District
- Bedrooms:
- 2
- 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
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Super Central Sarasota Serenity
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to charming, old Florida! Super centrally located on a peninsular with water views both sides of the house this ...
Click For PricingExpedia
From $482 per night (USD)VRBO
Mid-Century Pool Home in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy sparkling turquoise private pool with sun shelf and lounge chairs while sunbathing on the raised deck or outdoor d ...
From $482 per night (USD)VRBO
From $372 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 private P ...
From $372 per night (USD)Expedia
From $126 per night (USD)VRBO
ONLY A FEW MINUTES FROM THE #1 BEACH IN THE USA!!!
- 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 $126 per night (USD)VRBO
From $200 per night (USD)Expedia
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 $200 per night (USD)Expedia
From $205 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 $205 per night (USD)VRBO
From $194 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 $194 per night (USD)Expedia
From $354 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 $354 per night (USD)VRBO
From $144 per night (USD)VRBO
Near Downtown + Ocean: Sarasota Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Smart Appliances | Vintage Bar Cart w/ Bartender Kit | Walk to Arlington Park & Aquatic Complex Full of colorful accent ...
From $144 per night (USD)VRBO
From $474 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 $474 per night (USD)VRBO
From $418 per night (USD)Expedia
Costa Del Ray | Heated 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 $418 per night (USD)Expedia
From $314 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 $314 per night (USD)VRBO
From $143 per night (USD)VRBO
Downtown Sarasota Florida Vacation Rental 3BR House, Pet-Friendly, Near Beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Private 3-Bedroom, 1-Bath House — Perfect for car-free guests (Sleeps up to 6 guests) Welcome to our charming and cozy ...
From $143 per night (USD)VRBO
From $194 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 $194 per night (USD)VRBO
From $270 per night (USD)Expedia
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 $270 per night (USD)Expedia
From $443 per night (USD)VRBO
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 $443 per night (USD)VRBO
From $279 per night (USD)Expedia
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 $279 per night (USD)Expedia
From $277 per night (USD)VRBO
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 $277 per night (USD)VRBO
From $329 per night (USD)Expedia
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 $329 per night (USD)Expedia
From $204 per night (USD)VRBO
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 $204 per night (USD)VRBO
From $374 per night (USD)Expedia
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 $374 per night (USD)Expedia
From $430 per night (USD)VRBO
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 $430 per night (USD)VRBO
From $203 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 $203 per night (USD)Expedia
From $258 per night (USD)VRBO
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 $258 per night (USD)VRBO
From $356 per night (USD)VRBO
Luxury Home in Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
7 day minimum (Guests are required to E-sign Rental agreement after booking) You’ll never want to leave this extremely ...
From $356 per night (USD)VRBO
From $217 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 $217 per night (USD)VRBO
From $223 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 $223 per night (USD)Expedia
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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 PricingVRBO
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 $330 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 $330 per night (USD)Expedia
From $585 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 $585 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
Click For PricingVRBO
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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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