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From $344 per night (USD)
VRBO
Horizons West Villa B-7 - Located on Crescent Beach - it's #1
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel applian ...
From $344 per night (USD)
VRBO
From $407 per night (USD)
Expedia
NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Sarasota Pool home near beaches, shopping, dining and more!! With sleeping for up to 10 guests and 3 full baths you ca ...
From $407 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A charming 1925 Spanish style home beautifully furnished with books, art and beach charm. Less than 6 miles to the amazi ...
From $178 per night (USD)
VRBO
Click For Pricing
Expedia
AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A piece of heaven awaits you in Sarasota! Perfect for couples (with baby or toddler), solo adventurers and business tra ...
Click For Pricing
Expedia
From $212 per night (USD)
VRBO
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $212 per night (USD)
VRBO
From $212 per night (USD)
Expedia
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
All BRAND-NEW, IKEA-Inspired Villa near it all in central Sarasota! Private entrance, barbecue, washer/dryer, streaming ...
From $212 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rest and relax in this beautiful first-floor condo while being close to everything downtown Sarasota has to offer includ ...
From $156 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Retro-Chic 2BR Bungalow in Sarasota Historic Neighborhood, Firepit, near Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the Indian Beach Sapphire Shores neighborhood of Sarasota, one of Sarasota's most desirable neighborhoods. T ...
From $286 per night (USD)
Expedia
From $167 per night (USD)
VRBO
The Flamingo House at Indian Beach Sapphire Shores
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Enjoy your stay in Sarasota at this charming "Old Florida" West of Trail home with fenced yard, minutes to downtown, att ...
From $167 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Sarasota-Indian Beach Zen Home (private-pet friendly)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You’ll love this private home, centrally located to everything when you stay at this zen space 2 blocks to the local bay ...
From $177 per night (USD)
Expedia
From $90 per night (USD)
VRBO
Sleeps 2. Mins to Downtown, Beaches & Airport / Ground Floor Unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ground floor unit (No Stairs). Sleeps two (2). Renting this unit will place you within walking distance of Sarasota’s do ...
From $90 per night (USD)
VRBO
From $140 per night (USD)
VRBO
Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Get away to the Gulf Coast and stay at this Sarasota vacation rental! The 3-bedroom, 1-bathroom home features a spacious ...
From $140 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Location, Location! Sarasota Rambler Downtown MidMod Stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our recently updated 1200 square foot mid-century rambler home is located in the charming downtown Sarasota neighborhood ...
From $215 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Oceanfront Home w/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $246 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Charming Beach Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $206 per night (USD)
VRBO
From $164 per night (USD)
Expedia
Renovated retreat - dog-friendly yard, AC & W/D - snowbirds welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $164 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $320 per night (USD)
VRBO
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $193 per night (USD)
Expedia
Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming Sarasota Getaway – Your Private Home Near Downtown & Beaches You've found it! Welcome to your private Sarasota ...
From $193 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Downtown Sarasota Florida Vacation Rental, Pet-Friendly 3BR/2BA,Close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private 3-Bedroom, 2-Bath House — Great for car-free guests (Sleeps up to 6 guests) Welcome to our private and comforta ...
From $113 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $170 per night (USD)
Expedia
From $241 per night (USD)
VRBO
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $241 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Pool Home, Steps to Secluded Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $480 per night (USD)
Expedia
From $121 per night (USD)
VRBO
Charming Private Garden Cottage hide away in the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $121 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w/ Private Pool & Large Outdoor Space
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
🌴 Ventana Rosa | Heated Pool + Lush Tropical Outdoor Living 💖 Why You'll Love This Home Wrapped in tropical foliage a ...
From $430 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...
From $482 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Spacious 2BR Sarasota Executive Suite – Suited for Business, Medical Stay, Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...
From $378 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Warm and Inviting pet-friendly 2BR/2BA in Idyllic Bay Front Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $227 per night (USD)
VRBO
From $229 per night (USD)
Expedia
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It’s a beautiful 2 BR, 1 Bath corner unit with 270 degree view of the bay as well as city with one allocated parking o ...
From $229 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Studio Apartment, Safe & Walkable area, Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Super cute, secure and private in downtown Sarasota. Queen sized bed and sofa with private bathroom/shower. Located abov ...
From $190 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Updated,Sunny Cottage🌴near famous beaches🏝half mile to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Relaxing and charming 3 bedrooms, 2 bathrooms cottage walking distance /half mile/ to Main steet, Downtown, parks, resta ...
From $194 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...
From $270 per night (USD)
VRBO
From $168 per night (USD)
Expedia
*** Downtown Bungalow ***Beaches / Restaurants / Cafes***Just Minutes away!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This charming cottage is the perfect place for your stay in downtown Sarasota. The space: This two bedroom home has ...
From $168 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Tropical Backyard Oasis! Prime Location Near Main St & Trolley to Lido Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming Sarasota Retreat – Your Private Oasis in the City Welcome to your beautifully updated Florida-style home, nes ...
From $257 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Boho Vibe 3B/2B West of S. Tuttle - 1 mile from Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 Bed 2 Bath 50's style Florida home has just undergone a partial remodel and complete Boho Style makeover. You w ...
From $219 per night (USD)
Expedia
From $213 per night (USD)
VRBO
1BR King/ensuite with Kitchen 5 Mins. To Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $213 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Comfy 3bed/2bath with pool close to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the charm of old Florida living in this spacious and fully furnished 3-bedroom, 2-bathroom vacation home. With ...
From $224 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Reserve Retreat Room- Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a King, 1 BR with private bath, ...
From $185 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Location, Location Trolley to Beach, Walk Downtown. Bike Legacy Trail, Pets OK.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to Your Private Sarasota Retreat! Enjoy a relaxing getaway in this charming 3-bedroom, 2-bath home, centrally ...
From $223 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Very tropical, private and peaceful, short walk to everything happening downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Sarasota's first and oldest neighborhood, quaint Laurel Park is walking distance to everything downtown.and v ...
From $209 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR, 2 king beds with private ...
From $225 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Historically Significant, 2nd floor, 1 BR, 1 Private BA Close to Everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $197 per night (USD)
VRBO
From $191 per night (USD)
Expedia
🦩Book Me Baby! Pool, Pet-Friendly Paradise Near Downtown Sarasota🦩
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pinkie Flamingo Welcomes You To Hazel's Hideaway! Three month (90 Day) Min For 2020 Season. Just nine blocks from Saras ...
From $191 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Vitamin Sea: Save 10% thru Nov 21!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 BR / 3 BA / Sleeps 8 Sarasota FL 34237 Vacation Rental License # 25-VR-000004 Minimum stay duration of 7 days/ni ...
From $330 per night (USD)
VRBO
From $110 per night (USD)
Expedia
Location! Location! Location! Sarasota!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...
From $110 per night (USD)
Expedia
From $394 per night (USD)
VRBO
The Cottage Next Door Best Downtown location in Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $394 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Modern Ville in Heart of Sarasota
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
An Architectural gem, this custom designed home blends seamlessly with the natural environment. The house wraps around a ...
Click For Pricing
Expedia
Click For Pricing
VRBO
47th Street Cottage in sunny Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come relax in our beautiful and fresh Florida cottage only a few miles from the beach! With plenty of natural light, vau ...
Click For Pricing
VRBO
From $240 per night (USD)
Expedia
Tropical, private, downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
It’s an amazing apartment and location but I’m not booking thru here anymore. Feel free 646-906-0032 ...
From $240 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Sarasota Downtown, Best Location For Your Vacation !!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $189 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Bungalow w/ Heated Pool by Downtown & Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $240 per night (USD)
Expedia
From $645 per night (USD)
VRBO
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌴 Casamigos | Heated Saltwater Pool, Tiki Bar, 0.8 Miles to Siesta Key Beach 💖 Why You'll Love This Home Experience i ...
From $645 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Discover Hacienda del Sol - Dog-Friendly, Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $253 per night (USD)
Expedia
From $383 per night (USD)
VRBO
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 $383 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $258 per night (USD)
VRBO
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 $258 per night (USD)
VRBO
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 $350 per night (USD)
VRBO
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 $350 per night (USD)
VRBO
From $181 per night (USD)
Expedia
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 $181 per night (USD)
Expedia
From $382 per night (USD)
VRBO
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)
VRBO
From $182 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 $182 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $271 per night (USD)
Expedia
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 $271 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta's North Bridge
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 $383 per night (USD)
VRBO
From $227 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 $227 per night (USD)
VRBO
Click For Pricing
VRBO
Secret Garden ~Downtown, Beaches, Pinecraft, Airports Low cleaning fee~ Sleeps 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a rejuvenating cottage living experience at this centrally-located space. The interior rooms are spacious and comf ...
Click For Pricing
VRBO
From $391 per night (USD)
Expedia
Villa & Garden in Downtown Sarasota ~ Walkable to downtown, 5 Minutes to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our coastal chic, contemporary Sun Villa is situated in Sarasota’s charming downtown historic neighborhood of Laurel Par ...
From $391 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Where Coastal Living Meets Luxury - Lido Del Mare
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lido Del Mare: Where Coastal Living Meets Luxury, Professionally managed by Gulf Coast Vacation Rentals. Discover the c ...
From $160 per night (USD)
VRBO
Click For Pricing
Expedia
Private Yard, Legacy Trail, Close to Beaches and Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your dream vacation getaway in the heart of Sarasota! This adorable 2-bedroom, 2-bath cottage has been comple ...
Click For Pricing
Expedia
From $80 per night (USD)
VRBO
Downtown Sarasota Florida Vacation Rental Pet-Friendly Apt with Yard, Playground
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
<p style="margin:0; padding:0; font-family:Arial, Helvetica, sans-serif; font-size:28px; font-weight:700; color:#000000; ...
From $80 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Luxury downtown Sarasota retreat. Home in Arlington Park.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Vacation in style in with a fully fenced in private back yard for outdoor dining, night time marsh mellow roast or catch ...
From $337 per night (USD)
Expedia
From $591 per night (USD)
VRBO
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
BNB Breeze Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in p ...
From $591 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Vintage Meets Luxury - Restored Home, Near Sarasota Bay, Downtown, Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Botanical garden retreat in exclusive Sapphire Shores / Indian Beach in Sarasota. The craftsman home was originally buil ...
From $331 per night (USD)
Expedia
From $318 per night (USD)
VRBO
5 Star! Spacious Home Near Downtown, Restaurants, Shopping & Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Completely private beach cottage with 3 Bedrooms and 2 Bathrooms. Centrally located 6 mins from Main Street + restaurant ...
From $318 per night (USD)
VRBO
From $295 per night (USD)
Expedia
1/1.5 Modern Waterfront Condo with Pool and Fitness Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This fully furnished third-floor waterfront condo is centrally located on the West side of “The Strand” and spreads over ...
From $295 per night (USD)
Expedia
From $1140 per night (USD)
VRBO
Serenity Springs | Private Heated Pool + Waterfall
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
BNBBreeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments ...
From $1140 per night (USD)
VRBO
Click For Pricing
Expedia
Seaside Haven 10min to Siesta Keys - 4BR / 2.5BA House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this stunning NEW (2024 built) villa in Arlington Park, Sarasota! Featuring 4 BD, 2.5 BA, and just 10 min fr ...
Click For Pricing
Expedia
From $464 per night (USD)
VRBO
Luxury Home, Pool, Mins to Beach and Downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your modern oasis in the heart of Sarasota, where chic design meets luxurious comfort. This stunning two-stor ...
From $464 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Dog-Friendly, Cozy Cottage, Private Patio, Walk to Bay, Near Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
100
Welcome to your serene escape in the heart of Sapphire Shores, a picturesque neighborhood in Sarasota just blocks from t ...
From $282 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Charming Artist 2-bedroom bungalow in Historic Gillespie Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stay comfortably in Sarasota at this 2-bedroom bungalow. Experience the cool vibe of this wonderful property with a gour ...
From $192 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Luxury Condo Living on Sarasota Bay, Minutes From Downtown - Admirals Watch
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to Admirals Watch, a sophisticated sanctuary on the 5th floor of The Strand, Professionally managed by Gulf Coas ...
From $239 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Historic Downtown Sarasota - Gem II
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautifully restored home in the Historic downtown of Sarasota. We have a cluster of 3 neighboring homes fresh off a $2. ...
From $406 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Beautiful 3-bedroom house with heated pool and e-bikes near Siesta Key beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Discover this charming Sarasota Sunshine Pool House, 10 min from Siesta Key Beach and 5 min from downtown Sarasota’s res ...
From $325 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Historic Downtown Sarasota - Gem III
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This home is nestled in a quaint historic district of Sarasota close to the vibrant action of downtown yet offers serene ...
From $322 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Walk to Downtown, Rooftop Jacuzzi, Contemporary Decor
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Cityscape Retreat, an exquisite 4-story modern townhome nestled in the vibrant uptown district of Sarasota. P ...
From $422 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Historic Downtown Sarasota - Gem I
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautifully restored home in the Historic downtown of Sarasota. We have a cluster of 3 neighboring homes fresh off a $2. ...
From $399 per night (USD)
VRBO
From $675 per night (USD)
Expedia
Sarasota Memories For a Lifetime, 3 Bedroom, 3 Bathroom With Large Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Experience the allure of Sarasota Memories for a Lifetime, a beautiful rental with a Mid Century Modern Feel. This 3-bed ...
From $675 per night (USD)
Expedia
From $300 per night (USD)
VRBO
1-403 in Sarasota, FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your Siesta Key retreat! This stylish condo is the perfect blend of comfort and convenience for your beach va ...
From $300 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Stylish Coastal 3BR • Pool • Near Downtown & Sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat (2024) offers a bright, open floor plan, chef’s kitch ...
From $416 per night (USD)
Expedia
From $865 per night (USD)
VRBO
Sarasota House, A Perfect Beach Getaway!!! Spacious 4-bedroom house & Pool !!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Sarasota Seascape House: A Perfect Beach Vacation Getaway Welcome to Sarasota Seascape House, your ultimate retreat for ...
From $865 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Siesta private house is Sarasota Florida, 3 ml to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Siesta Queen! This beautifully decorated 3-bedroom, 2-bathroom home offers the perfect blend of comfort, styl ...
From $271 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Dog-Friendly, Private Pool Home with Golf & Cycling at Bobby Jones Golf Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bobby Jones Golf Club! This dog-friendly 3-bedroom, 2-bathroom pool home is perfect for golf lovers, nature enthusiasts, ...
From $339 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Escape to Paradise: Charming 2BR Condo, Sarasota Bay - Serenity Meets City Vibes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Brand New Rental - Your home away from home in the Heart of Sarasota. This 890-square-foot haven is perfect for couples ...
From $278 per night (USD)
Expedia
From $236 per night (USD)
VRBO
NEW! Stunning Waterfront 1.5/2 at The Strand
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...
From $236 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Breezemont Bungalow | Private pool, Hot tub + Sauna
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
BNB Breeze Presents: Breezemont Bungalow! Experience this stunning Sarasota home that perfectly blends comfort and luxur ...
From $542 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Charming 3bd West of Trail House: Pool, Big Yard, AC&WiFi. Great Monthly option!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk out of your bedroom, dining and living room to a lush backyard pool oasis with multiple french doors to the beautif ...
From $489 per night (USD)
VRBO
From $953 per night (USD)
Expedia
Modern 5BR Sarasota Home – Private Hot Tub & Outdoor Living
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Arlington Oak House, a stunning modern retreat in the heart of Sarasota's charming Arlington Park neighborhoo ...
From $953 per night (USD)
Expedia
From $1234 per night (USD)
VRBO
Modern 6BR Sarasota Getaway w/ Heated Pool & Rooftop Terrace
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to your ultimate Sarasota getaway! This stunning, modern 6-bedroom, 4.5-bath home is designed for comfort and st ...
From $1234 per night (USD)
VRBO
From $1250 per night (USD)
Expedia
Sarasota Luxury Villa – 6BR w/ Pool, Rooftop & Outdoor Kitchen
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to 2440 Floyd Street, a stunning, modern retreat in the heart of Sarasota. This spacious 6-bedroom, 4.5-bathroom ...
From $1250 per night (USD)
Expedia
From $1293 per night (USD)
VRBO
Luxurious 6BR Sarasota Retreat w/ Pool, Rooftop & Guest House
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to 2430 Floyd Street, a stunning modern retreat in Sarasota's historic Arlington Park neighborhood. This 6-bedro ...
From $1293 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Sarasota 3BR Home With Heated Pool & Large Yard
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Get ready to smile as you enter this home in the sought-after Arlington Park neighborhood of Sarasota! This unique 3-bed ...
From $415 per night (USD)
VRBO

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