Sarasota Rentals
From $755 per night (USD)VRBO
Coastal Sarasota Pool Home near Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
*NEW* This home is situated in central Sarasota in the highly desired neighborhood of South Gate. This spacious & though ...
From $755 per night (USD)VRBO
From $1102 per night (USD)Expedia
Waterfront w/Putting Green, Heated Pool, Dock -Manatee Cove
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Manatee Cove by Lido Key Vacations Home in Sarasota, FL 34236 VR24-00003 Minimum stay duration of 7 days/nights Welcom ...
From $1102 per night (USD)Expedia
From $150 per night (USD)VRBO
Great location near downtown Sarasota - 3/2 charming old FL house - 30 day min.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfy 3/2 house built in 1926. Great layout with hallway separating bedrooms from living areas. Screened front porch w ...
From $150 per night (USD)VRBO
From $271 per night (USD)Expedia
The Mango House Cozy Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all th ...
From $271 per night (USD)Expedia
From $262 per night (USD)VRBO
Casa Verde Tropical Retreat/Siesta Key /Sarasota sparkling house and pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
❤Welcome to paradise! Safe, extra clean, beautifully decorated...wonderful neighborhood where you can relax and unwind. ...
From $262 per night (USD)VRBO
From $184 per night (USD)Expedia
Downtown Villa-Fully equipped! Short drive Beaches, Short Walk to Payne Park.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Getaway in Downtown Near Beaches, Pickleball Courts. Walking distance to Publix, Payne Park., Legacy Trail. It features ...
From $184 per night (USD)Expedia
From $416 per night (USD)VRBO
Chic home with Pool near the Beach! - The Pink Flamingo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Pink Flamingo by Lido Key Vacations Home in Lido Key, Florida VR24-00001 Minimum stay duration of 7 days/nights ...
From $416 per night (USD)VRBO
From $513 per night (USD)Expedia
Private Oasis in Sarasota Florida
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Tropical Oasis features a Private Resort Style Backyard with a Salt Water Pool. Just over the Siesta Key Bridge th ...
From $513 per night (USD)Expedia
From $245 per night (USD)VRBO
Close to Pickleball, Legacy Bike Trail, 15 min to Siesta Key beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pattison Place is truly "one of a kind!" A beautiful, clean home, located in a quiet neighborhood with a spacious open f ...
From $245 per night (USD)VRBO
From $338 per night (USD)VRBO
Sarasota Home Calm and Sunny in Sapphire S, 13 min. to Lido Key and 7 to Airport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Forget your worries in this spacious and serene space. This home offers your tropical getaway located in the peaceful ne ...
From $338 per night (USD)VRBO
From $587 per night (USD)VRBO
Luxe Oasis Mins to Beaches, Downtown, & Spring Training w/Private Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to Serenity in Sarasota! Thank you for exploring our property for your upcoming holiday! What sets this listing ...
From $587 per night (USD)VRBO
From $349 per night (USD)VRBO
Classic Florida escape with heated pool and private yard, close to beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your next vacation home away from home. This beautiful 3 bedroom, 3 bath ranch has everything you need. Out ...
From $349 per night (USD)VRBO
From $790 per night (USD)VRBO
LUXE 4 BED SALTWATER POOL
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy nomadic vibe on the the gulf coast! Meet our Tulum inspired Florida retreat, fully renovated and designed in 2023 ...
From $790 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
From $470 per night (USD)VRBO
Home One Block to Beach and close to Shops and Restaurants - Lazy Days
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lazy Days by Lido Key Vacations Home in Lido Key, FL 34236 Vacation Rental License #VR22-00020 Minimum stay duration of ...
From $470 per night (USD)VRBO
From $326 per night (USD)Expedia
Lido Beach Coastal Escape Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Nestled just a 5 minute walk from the beautiful Lido Beach, this is your tranquil coastal escape. Immerse yours ...
From $326 per night (USD)Expedia
From $301 per night (USD)VRBO
Cheerful 4-bedroom home with a private pool\n\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great location, 10 min from downtown Sarasota, 10 min from Siesta key Beach, 20 minutes to Lido Beach! The space This co ...
From $301 per night (USD)VRBO
From $472 per night (USD)Expedia
Coastal Comfort Getaway in the Heart of SRQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Coastal Comfort Getaway! Discover the charm of this thoughtfully designed 3/2 heated pool home that embodies ...
From $472 per night (USD)Expedia
From $369 per night (USD)VRBO
Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Sunshine Haven! This spacious property is ideal for your next family or friend's getaway to Saraso ...
From $369 per night (USD)VRBO
Click For PricingExpedia
New Listing! Dream Island | Pet Friendly Home w/ Private Heated Pool and Spa
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 14
Welcome to Dream Island – Your Ultimate Beachfront Paradise Indulge in the ultimate tropical getaway at Dream Island, wh ...
Click For PricingExpedia
From $230 per night (USD)VRBO
Pool Home Near Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Come and take a look at this gem! The only community with its own nature park! Centrally located pool home sits minutes ...
From $230 per night (USD)VRBO
From $180 per night (USD)Expedia
A Peaceful Family Friendly Home in Sarasota Fla, Legacy Trail/Pinecraft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Your family will be close to everything when you stay at this centrally located, cozy home. With immediate access to the ...
From $180 per night (USD)Expedia
From $1479 per night (USD)VRBO
Luxury Home! Pool with Spa and Waterslide, Rooftop deck! - Big Kahuna
- Bedrooms:
- 11
- Bathrooms:
- 10
- Sleeps:
- 12
Big Kahuna by Lido Key Vacations Home in Sarasota, Florida 34236 Minimum stay duration of 7 days/nights VR24-00005 ...
From $1479 per night (USD)VRBO
From $220 per night (USD)Expedia
Relax & Explore – Sarasota Beaches & Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax and Unwind in the Heart of Sarasota – Spacious 3BR with Private Yard Welcome to your Sarasota retreat, a beautifu ...
From $220 per night (USD)Expedia
From $1603 per night (USD)VRBO
Brand New Home! Pool with spa and waterslide, near the beach - Seascape
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 12
Seascape by Lido Key Vacations Sarasota FL 34236 VR24-00004 Minimum stay duration of 7 days/nights Welcome to Seas ...
From $1603 per night (USD)VRBO
From $359 per night (USD)VRBO
Bright, Airy, Beach Bungalow Near Downtown, St Armands, Longboat! Pet Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to The Pineapple Bungalow in the beautiful Indian Beach Sapphire Shores neighborhood! Affectionately named after ...
From $359 per night (USD)VRBO
From $227 per night (USD)VRBO
Explore Sarasota and nearby Lido and Siesta Key beaches, St Armands Circle.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this hidden gem in Sarasota! Cozy backyard with fire pit and gas grill. - 5 minutes to Main St, 1-block fro ...
From $227 per night (USD)VRBO
From $440 per night (USD)Expedia
Phillip Creek House with Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beauty is located on a gorgeous section of Philippi Creek with a shore filled with magnificent stands of mangrove, ...
From $440 per night (USD)Expedia
From $115 per night (USD)VRBO
Downtown Sarasota gem near Ringling College - Beautiful Bayou
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beautiful Bayou, Professionally managed by Gulf Coast Vacation Rentals, nestled in Whitaker Bayou and right b ...
From $115 per night (USD)VRBO
From $346 per night (USD)Expedia
Bay Bliss Bungalow | 65\" Smart TV, Lanai + Electric Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bay Bliss Bungalow! When renovating this home, we crafted every detail to blow our guests away! St ...
From $346 per night (USD)Expedia
From $173 per night (USD)VRBO
Holme Away from Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your relaxation destination! Nestled within a gated community, this charming one-bedroom, one-bath retreat of ...
From $173 per night (USD)VRBO
From $950 per night (USD)Expedia
The Palace on Clematis – Siesta Key Vacation Home with Large Pool, Firepit & Great Location
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusiv ...
From $950 per night (USD)Expedia
From $834 per night (USD)VRBO
Glamor Manor Ssarasota- 5bedroom Heated Pool, Golf
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Glamor Manor, your luxurious retreat in the heart of Sarasota, Florida! This exquisite vacation rental offers ...
From $834 per night (USD)VRBO
From $234 per night (USD)Expedia
Tropical Garden by Siesta Key, Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our unique and tranquil getaway location combines the best of a zen tropical garden minutes from Siesta Key beach and do ...
From $234 per night (USD)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 $412 per night (USD)VRBO
Lido and Siesta key Beach in Sarasota FL
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this cool bungalow in picturesque Sarasota. With 4 bedrooms, including 2 queen beds, 1 twin bed, and 1 bunk be ...
From $412 per night (USD)VRBO
From $244 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 $244 per night (USD)VRBO
From $127 per night (USD)VRBO
Resort living w/ Pool, 1 big Bedroom, fully stocked, close to white sanded beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing location, 5 min to Downtown restaurants and theaters and 10 to the beach. Escape to this marvelous apartment in ...
From $127 per night (USD)VRBO
From $216 per night (USD)VRBO
Bright Modern 3BD House close to Dwnt & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a wonderful experience at this modern home. This newly remodeled 3BD/2 bath house is located in a quiet neighborho ...
From $216 per night (USD)VRBO
From $865 per night (USD)Expedia
Tamiami Vice - Luxury Siesta Key Home with Heated Pool & Prime Location – Book Your Escape Today!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to Tamiami Vice – Your Ultimate Siesta Key Luxury Escape Step into Tamiami Vice, a one-of-a-kind luxury retreat ...
From $865 per night (USD)Expedia
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
Click For PricingExpedia
Villa Siesta III-Downtown & Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
About this space Come to our Hidden secret community, moments to downtown,~private, pristine, and very quiet. Be our nex ...
Click For PricingExpedia
From $278 per night (USD)VRBO
Quiet Getaway: Gorgeous Modern Home Near Beach, Dog Friendly – Families/Couples Only, No Parties
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $278 per night (USD)VRBO
From $321 per night (USD)Expedia
Country Club Shores 4brm pool home by FVC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Soaring Spirits – A Newly Renovated Coastal Escape Proudly offered by FL Vacation Connection Step inside this beaut ...
From $321 per night (USD)Expedia
From $963 per night (USD)VRBO
Renovated Beachfront 2 Bedroom Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxurious 2-Bedroom Condo at Inn on the Beach - Longboat Key by Florida Vacation Connection. Immerse yourself in the ep ...
From $963 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 $235 per night (USD)VRBO
Downtown Sarasota, Casa de Zara
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 wi ...
From $235 per night (USD)VRBO
From $184 per night (USD)Expedia
Charming Cottage DOWNTOWN SARASOTA. MINUTES FROM SIESTA KEY!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Charming cottage in the heart of Downtown Sarasota, where urban living meets tropical tranquility. This ...
From $184 per night (USD)Expedia
From $747 per night (USD)VRBO
Lido Beach Retreat is the perfect home for your family vacation
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
From the eclectic décor to the convenient location, everyone who comes to Lido Beach Retreat on St. Armands Key will fin ...
From $747 per night (USD)VRBO
From $182 per night (USD)VRBO
Inviting Sarasota Cottage: 5 Mi to Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience charm and comfort at this cozy Sarasota vacation rental! Boasting a walkable location with easy access to din ...
From $182 per night (USD)VRBO
From $80 per night (USD)VRBO
Downtown Sarasota Florida Vacation Rental Pet-Friendly Apt with Yard, Playground
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
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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 $472 per night (USD)VRBO
Tropical Oasis with Tiki Bar & Private Pool, minutes from Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to tropical paradise! This stunning home away from home offers the perfect blend of relaxation and fun for all. ...
From $472 per night (USD)VRBO
From $396 per night (USD)Expedia
Downtown Sarasota Bayview Bungalow. Ideal location to area wide attractions
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bayview Bungalow, your perfect vacation spot! This cheerful, charming 3-bedroom bungalow offers a relaxing retreat for t ...
From $396 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 $198 per night (USD)VRBO
Beautiful Longboat Key, Perfect Location, Sarasota ~FL~
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
****BACK ON THE MARKET**** Beautiful Longboat Key, Sarasota, FL! * Newly remodeled, 2 bedroom, 2 bath condo, overlook ...
From $198 per night (USD)VRBO
From $401 per night (USD)VRBO
Modern 4 BR home in the heart of Sarasota - Luxe Arlington Park Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Arlington Park Home! Professionally managed by Gulf Coast Vacation Rentals, step into this exquisite and ...
From $401 per night (USD)VRBO
From $423 per night (USD)Expedia
Tropical Canal Home–Pool, Sun & Water Access: Paradise Cottage in LBK by RVA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Prime Location! Discover this newly decorated seasonal rental on Longboat Key's picturesque canal. Nestled in South Long ...
From $423 per night (USD)Expedia
From $282 per night (USD)VRBO
Mermaid Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to our charming cottage just over the bridge from the sun-kissed shores of Siesta Key! Nestled in a tropical oasi ...
From $282 per night (USD)VRBO
From $464 per night (USD)Expedia
Modern Villa steps away from the white sandy beach on upscale Lido Key, Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Treat yourself to an unforgettable vacation at a luxury modern villa in the perfect location of Lido Beach. Walking dist ...
From $464 per night (USD)Expedia
From $132 per night (USD)VRBO
Quiet Downtown Sarasota Condo minutes from Siesta Key.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet condo complex with 2 parking spots. Unit is directly across from community pool. Siesta Key is minutes away via fr ...
From $132 per night (USD)VRBO
From $935 per night (USD)Expedia
3 bedroom pool home by FVC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Coastal Luxury Meets Island Charm – Your St. Armands Bayfront Escape Welcome to your serene escape on beautiful St. Arm ...
From $935 per night (USD)Expedia
Click For PricingVRBO
Hyde Park/Southside Village Modern 5 Star Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blo ...
Click For PricingVRBO
From $158 per night (USD)VRBO
Lovely 2 Bed 2 Bathroom Condo in a quiet lush area near the golf course
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Condo Association Approval Required. Application Will be sent after property is booked Welcome to your new getaway in ...
From $158 per night (USD)VRBO
From $203 per night (USD)VRBO
Gorgeous Lido Key condo | 6 minute walk to beach - Family Tides
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy your peaceful paradise in this gorgeous 2 BR, 2 BA retreat Professionally managed by Gulf Coast Vacation Rent ...
From $203 per night (USD)VRBO
From $249 per night (USD)Expedia
Restored 1939 Cottage Near Ringling, Beaches, & Downtown Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming and beautifully restored craftsman cottage on prestigious Bay Shore Rd, just minutes from Ringling, New College ...
From $249 per night (USD)Expedia
From $331 per night (USD)VRBO
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)VRBO
From $411 per night (USD)Expedia
Sarasota Retreat near Downtown with FREE POOL HEAT!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly Resurfaced Pool! Your Perfect Sarasota Getaway! Get ready for the ultimate vacation! This beautifully renovate ...
From $411 per night (USD)Expedia
From $331 per night (USD)VRBO
Welcome to Off Tropic!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • Private pool • Less than 5-miles to the beach • Outdoor living space • Washer and dryer • Near restau ...
From $331 per night (USD)VRBO
From $407 per night (USD)Expedia
The Palmy Pickle w/ Pickleball Court + Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: The Palmy Pickle Newly renovated space in Sarasota, FL with private pickleball court, fire pit, la ...
From $407 per night (USD)Expedia
From $280 per night (USD)VRBO
Luxurious 2/2 Water View Corner Unit The Strand w/ 2 balconies
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your Sarasota stay in this newly furnished waterfront corner unit on the 4th floor of The Strand, heated communal ...
From $280 per night (USD)VRBO
From $214 per night (USD)Expedia
10 min Lido Key Beach~St. Armand Circle~ Short drive to Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Cabana Hideout is a single-family home six minutes from beautiful downtown Sarasota, Florida. A 10-minute car ...
From $214 per night (USD)Expedia
From $299 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 $299 per night (USD)VRBO
From $657 per night (USD)Expedia
Luxurious Dual-Home Retreat in Prime Sarasota Location
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Experience the ultimate botanical garden retreat in the exclusive Sapphire Shores / Indian Beach neighborhood of Sarasot ...
From $657 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 $658 per night (USD)Expedia
Luxe Oasis | Private Pool, In St Armands Circle, Near Lido Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
🌴 Luxe Oasis | Private Pool, Walk to Lido Beach & St. Armands 💖 Why You'll Love This Home Tucked into a lush, walkabl ...
From $658 per night (USD)Expedia
From $347 per night (USD)VRBO
Villa Sunrise, 3BR/3.5BA, private pool, Bird Key, close to Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful house is located on Bird Key, a small island offshore to Downtown, St. Armands Circle and Lido Key. Bird ...
From $347 per night (USD)VRBO
From $1288 per night (USD)Expedia
Steps to the Beach - St. Armands Luxury - Gulf Views, Private Resort Pool/Spa,
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1288 per night (USD)Expedia
From $279 per night (USD)VRBO
Waterfront, Pet-Friendly Condo with Pool, Spa, and Fitness Center near Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream Sarasota escape—where luxury meets lifestyle just minutes from sun-drenched beaches, vibrant arts, ...
From $279 per night (USD)VRBO
From $934 per night (USD)Expedia
Quiet peaceful home on the canal with a dock; 2 minute walk to St Armands Circle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax at Edgewater Escape, the ultimate waterfront home on Lido Key. This magnificent 3-bedroom, 3-bathroom home offers ...
From $934 per night (USD)Expedia
From $110 per night (USD)VRBO
Spacious 1-bedroom apartment in Sarasota minutes from Siesta Key and downtown .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Begin your Sarasota adventure at this recently renovated 1-bedroom second floor apartment. Nestled on a quiet block and ...
From $110 per night (USD)VRBO
From $1718 per night (USD)Expedia
Waterfront Luxury - Direct Gulf Views - Resort Pool/Spa - Siesta Key Village
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1718 per night (USD)Expedia
From $239 per night (USD)VRBO
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)VRBO
From $814 per night (USD)Expedia
Perfect for Large Families - Sleeps 14 | Walk to Lido Beach & St. Armands | Downstairs Game Room!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $814 per night (USD)Expedia
From $295 per night (USD)VRBO
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)VRBO
From $1140 per night (USD)Expedia
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)Expedia
From $805 per night (USD)VRBO
Modern New Home - Private Pool, Spa, Rooftop Deck, Game Room, & More!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Waldemere's Wonderland: A Luxurious Retreat in Sarasota Welcome to Waldemere's Wonderland, a stunning luxury home nestle ...
From $805 per night (USD)VRBO
From $730 per night (USD)Expedia
Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal e ...
From $730 per night (USD)Expedia
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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 PricingVRBO
From $1121 per night (USD)Expedia
Five Palms-Indulge in a Stunning Lido Key Retreat with Private Pool, Firepit, and Steps to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
"🌴 Five Palms | Luxury Tropical Oasis, Private Pool + Prime St. Armands / Lido Location 💖 Why You'll Love This Home ...
From $1121 per night (USD)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 $230 per night (USD)Expedia
Resort Pool & Spa, Fitness Center, Pet Friendly, Waterfront Condo in Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to The Strand, a luxurious waterfront condominium offering stunning views of Sarasota Bay and the surrounding are ...
From $230 per night (USD)Expedia
From $163 per night (USD)VRBO
Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oasis on Osprey in charming Sarasota is only minutes away from the white sand beaches of Siesta Key, Marina Jack, Downt ...
From $163 per night (USD)VRBO
From $165 per night (USD)Expedia
Peaceful Beach Home Fully Equipped!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fully equipped cozy beach home warmly decorated! Just steps away from Publix, Payne Park and Legacy Trail. Short drive t ...
From $165 per night (USD)Expedia
From $1402 per night (USD)VRBO
New-Luxurious St. Armands Vacation Home, Walk to Beach, Gulf Views, Resort Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1402 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 $407 per night (USD)Expedia
Stylish Newly Remodeled Condo, Walk to Beach & St. Armands, Heated Pool/Spa, Free Activities Daily
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $407 per night (USD)Expedia