Sarasota Rentals
From $325 per night (USD)VRBO
Sunshine Haven: Relax and Unwind
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the best of Florida in our relaxing Sarasota retreat! Nestled in the heart of this vibrant city minutes from ...
From $325 per night (USD)VRBO
From $406 per night (USD)VRBO
Charming 2 bedroom 2 bathroom home with pool in Sarasota with central location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Corner Lot with a Central Location This spacious and beautifully updated home is perfectly situated in the hea ...
From $406 per night (USD)VRBO
From $244 per night (USD)VRBO
Pool home in Sarasota, Florida. Short drive to Siesta Key beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 bedrooms, 2 full bathrooms completely remodeled home with large heated swimming pool. (Additional $30 per day) Separat ...
From $244 per night (USD)VRBO
From $304 per night (USD)Expedia
Jula Place-Walk downtown from old Florida glam!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Every detail in our 1925 old Florida home has been preserved and enhanced. You'll love being immersed in magic Julia Pla ...
From $304 per night (USD)Expedia
From $255 per night (USD)VRBO
Julia Place-Walk downtown from old Florida glam!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Every detail in our 1925 old Florida home has been preserved and enhanced. You'll love being nestled in the treetops of ...
From $255 per night (USD)VRBO
From $254 per night (USD)Expedia
The Julia Place Carriage House-Walk downtown from old Florida glam!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Listing description Every detail in this 1925 carriage house has been preserved and enhanced. You'll love being nestled ...
From $254 per night (USD)Expedia
From $628 per night (USD)VRBO
\"Brillant Sunshine\" SARASOTA. Luxury POOL home built in 2023. Up to 18 guests
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
If you are interested in renting TWO luxury residences for a larger gathering of visitors (up to 18 ), kindly consider o ...
From $628 per night (USD)VRBO
From $675 per night (USD)Expedia
SKY BLUE Sarasota. Pool Home. Build 2023. Option for up 18 guests
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
If you are interested in renting TWO residences for a larger gathering of visitors (up to 18 ), kindly consider our alte ...
From $675 per night (USD)Expedia
From $405 per night (USD)VRBO
Beaches, downtown, siesta, St Armand, shopping, restaurants .
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This newly renovated 3,000 sq. ft house consist of four large completely furnished bedrooms three full bathrooms, fully ...
From $405 per night (USD)VRBO
From $238 per night (USD)Expedia
Coastal Getaway With Bikes & NEW Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Si ...
From $238 per night (USD)Expedia
From $162 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 $162 per night (USD)VRBO
From $161 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 $161 per night (USD)Expedia
From $263 per night (USD)VRBO
Private Oasis in Sarasota Florida
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Tropical Oasis features a Private Resort Style Backyard with a Salt Water Pool. Just over the Siesta Key Bridge th ...
From $263 per night (USD)VRBO
From $227 per night (USD)Expedia
Beautiful Spacious home, Close to Legacy Bike Trail and 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 $227 per night (USD)Expedia
From $402 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 $402 per night (USD)VRBO
From $367 per night (USD)Expedia
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 $367 per night (USD)Expedia
From $337 per night (USD)VRBO
Unique & Spacious Downtown home w/Heated Pool! Minutes to St Armands & Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Eclectic style of Sarasota in this 1947/2012 split design home. Over 3400 sq ft of single level space. Eat in kitchen co ...
From $337 per night (USD)VRBO
From $226 per night (USD)VRBO
Cute 2/2 near downtown and beaches! 1 hour from Tampa's theme parks & museums!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Keep it simple at this peaceful and centrally-located place. This calm villa offers 2 bedrooms (one queen bed and one tw ...
From $226 per night (USD)VRBO
From $303 per night (USD)VRBO
Heated pool home 5 min to downtown sleeps up to 8. Pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make some memories at this unique and family-friendly place which is centrally located, for everything from a quick trip ...
From $303 per night (USD)VRBO
From $243 per night (USD)Expedia
Heated Pool - Near Beach - Outdoor Games for Family - Close to DT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Discover the perfect family getaway in our charming 4-bedroom, 3-bathroom pool home in Sarasota! Minutes away ...
From $243 per night (USD)Expedia
From $334 per night (USD)VRBO
Gorgeous Downtown Sarasota, Historic Laurel Park Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of the city's famous historic Laurel Park. in amazing quiet location. Brand new full renovations c ...
From $334 per night (USD)VRBO
From $320 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 $320 per night (USD)Expedia
From $252 per night (USD)VRBO
Sunny Serenity – Near Town & Beach 🌴😎
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy 2-bedroom, 2-bathroom home with a spacious living room, fully equipped kitchen, and a large backyard featuring a be ...
From $252 per night (USD)VRBO
From $224 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 designing this home, we crafted every detail to blow our guests away! Loc ...
From $224 per night (USD)Expedia
From $281 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 $281 per night (USD)VRBO
From $487 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 $487 per night (USD)VRBO
From $613 per night (USD)VRBO
Blue Flamingo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy Florida beach cottage surrounded by lush palms in the heart of Sarasota, Florida. The home is located in South Gate ...
From $613 per night (USD)VRBO
From $124 per night (USD)Expedia
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 $124 per night (USD)Expedia
From $132 per night (USD)VRBO
Resort living w/Pool, Furnished + Stocked, close to Beach and SMH Hospital, safe
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing location, 5 min to Downtown restaurants and theaters and 10 to the best white sand beaches. Escape to this marv ...
From $132 per night (USD)VRBO
From $745 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
Tamiami Vice | Luxury Heated Pool Retreat Near Siesta Key Why You'll Love This Home Step into Tamiami Vice, a sleek, mo ...
From $745 per night (USD)Expedia
From $297 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 $297 per night (USD)VRBO
From $365 per night (USD)Expedia
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 $365 per night (USD)Expedia
From $293 per night (USD)VRBO
Luxury 2 Bed 2 Bath Waterfront Condo with Patio Sunsets Gym and Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Spacious 4th floor condo perfect for 2 couples or a family w 1300 sq feet! Get the best views from this elevat ...
From $293 per night (USD)VRBO
From $172 per night (USD)Expedia
Luxury downtown Sarasota retreat. Home in Arlington Park.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Vacation in style in with a fully fenced in private back yard for outdoor dining, night time marsh mellow roast or catch ...
From $172 per night (USD)Expedia
From $193 per night (USD)VRBO
Idyllic Sarasota Home w/ Yard: 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the comforting ambiance of this 3-bedroom, 1-bath vacation rental in Sarasota. This abode boasts a f ...
From $193 per night (USD)VRBO
From $466 per night (USD)Expedia
Tropical Oasis with Private Pool & Spa, 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 $466 per night (USD)Expedia
From $309 per night (USD)VRBO
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 $309 per night (USD)VRBO
From $279 per night (USD)Expedia
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in p ...
From $279 per night (USD)Expedia
From $160 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 $160 per night (USD)VRBO
From $964 per night (USD)Expedia
Hatton Family Retreat near Sarasota Beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
This property is a completely updated destination property. There is plenty of common spaces for your family to enjoy as ...
From $964 per night (USD)Expedia
From $165 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 $165 per night (USD)VRBO
From $266 per night (USD)VRBO
Remodeled 3B & 2B free parking 7 min drive Sarasota Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, newly renovated home in a quiet, central neighborhood. Enjoy modern décor, comfortable beds, a fully equipped ...
From $266 per night (USD)VRBO
From $236 per night (USD)VRBO
Sarasota Botanical Garden 3Br Retreat - Near Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
26-VR-000038 Botanical garden retreat in exclusive Sapphire Shores / Indian Beach in Sarasota. The craftsman home was o ...
From $236 per night (USD)VRBO
From $268 per night (USD)Expedia
Sarasota Retreat near Sarasota Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Get ready for the ultimate vacation! This beautifully renovated 3-bedroom, 2-bathroom home is in one of Sarasota’s best ...
From $268 per night (USD)Expedia
From $324 per night (USD)VRBO
Welcome to Off Tropic!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Off Tropic by Tropical Sands Accommodations VR24-00055 Minimum stay duration of 7 days/nights Welcome to Off Tropic ...
From $324 per night (USD)VRBO
From $192 per night (USD)Expedia
Sarasota Duplex in Gillespie Park: 1 Mi to Dtwn!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Embark on your next adventure in Florida with a stay at this vacation rental in sunny Sarasota! Complete with practical ...
From $192 per night (USD)Expedia
From $228 per night (USD)VRBO
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 $228 per night (USD)VRBO
From $274 per night (USD)Expedia
Luxurious 2/2 Waterfront 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 $274 per night (USD)Expedia
From $152 per night (USD)VRBO
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 $152 per night (USD)VRBO
From $193 per night (USD)VRBO
Luxury Family size house, 8 miles away from siesta key, with pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Step into the heart of Florida’s charm and discover one of the Sunshine State’s most desirable and secure destinations. ...
From $193 per night (USD)VRBO
From $407 per night (USD)VRBO
Stylish Pool Villa 3BR/2BA with outdoor bathtub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Serenity Retreat is a charming 3-bedroom, 2-bath vacation rental in Sarasota, Florida, located in the highly desirable I ...
From $407 per night (USD)VRBO
From $237 per night (USD)VRBO
Sarasota Getaway Studio 3 mi to beautiful sandy beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy this new space with 12 ft. ceiling, light airy and spacious surrounded in a private, tropical setting. Fully furni ...
From $237 per night (USD)VRBO
From $406 per night (USD)VRBO
Tropical Sarasota Retreat - 2 Historic Bay Homes - 4 BR Total
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Experience the ultimate botanical garden retreat in the exclusive Sapphire Shores / Indian Beach neighborhood of Sarasot ...
From $406 per night (USD)VRBO
From $182 per night (USD)Expedia
5 Star ⭐️ Bright, Spacious Home - Downtown, Restaurants, Shopping, Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completely private, quiet cottage with 3 Bedrooms & 2 Bathrooms. Centrally located, 5 mins from Main Street and Downtown ...
From $182 per night (USD)Expedia
From $583 per night (USD)VRBO
Designer home minutes from downtown! 6 beds 3 full bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy high-end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown Sarasota and st. Arma ...
From $583 per night (USD)VRBO
From $203 per night (USD)VRBO
Book now, and make memories that will last a lifetime in the heart of Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VR 2026-009550 This beautiful home is perfectly located in the heart of Sarasota. Renovated 3 bedrooms and 2 modern bat ...
From $203 per night (USD)VRBO
From $165 per night (USD)VRBO
New Luxury Condo near Downtown Sarasota Sleeps 4. Pet Friendly with Gym & Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step inside your vacation retreat along the Hudson Bayou just a bike ride away from downtown Sarasota. Whether you decid ...
From $165 per night (USD)VRBO
From $246 per night (USD)Expedia
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 $246 per night (USD)Expedia
From $142 per night (USD)VRBO
Remodeled 2 bedroom 2 bedroom condo with swimming pool& tennis court in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The two bedroom, two bathroom condo with luxury memory king-sized and queen-sized beds, all new Whirlpool appliances, gr ...
From $142 per night (USD)VRBO
From $188 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 $188 per night (USD)Expedia
From $179 per night (USD)VRBO
Cozy 1-bedroom apartment in pleasant Sarasota with WiFi, AC, fitness room
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful one bedroom 1.5 bathroom apartment. Located few min away from Sarasota downtown , St. Armand circle and Lido ...
From $179 per night (USD)VRBO
From $201 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 $201 per night (USD)Expedia
From $274 per night (USD)VRBO
Tiki Tide Villa | Heated Pool + Tiki Hut + Fire Pit + Games
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNBBreeze Presents Tiki Tide Villa! This 4 bedroom home is just 25 minutes from Siesta KeyBeach and located directly beh ...
From $274 per night (USD)VRBO
From $514 per night (USD)Expedia
Serenity Springs | Heated Pool + Waterfall + Rooftop Deck
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNBBreeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments ...
From $514 per night (USD)Expedia
From $846 per night (USD)VRBO
Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal ...
From $846 per night (USD)VRBO
From $427 per night (USD)VRBO
Seaside Haven 10min to Siesta Keys - 4BR / 2.5BA House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Soak up the sun in this stunning NEW (2024) villa with a saltwater pool & hot tub in Sarasota! 2 pm check-in and 12 pm ...
From $427 per night (USD)VRBO
From $425 per night (USD)VRBO
Luxury Home, Pool, Mins to Top Beaches and Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your stunning modern oasis in the heart of Sarasota, where design meets luxurious comfort! This stunning two- ...
From $425 per night (USD)VRBO
From $193 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 $193 per night (USD)Expedia
From $168 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 $168 per night (USD)VRBO
From $167 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 $167 per night (USD)Expedia
From $432 per night (USD)VRBO
Sunny Central Sarasota Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome home to your sunny Sarasota oasis! This newly remodeled 2BR, 2BA condo is perfectly located just 1 mile from the ...
From $432 per night (USD)VRBO
From $154 per night (USD)VRBO
Modern Studio Retreat • Near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your cozy retreat! Our charming guest house is the best getaway for couples and small families eager to explo ...
From $154 per night (USD)VRBO
From $325 per night (USD)VRBO
Walk to Downtown, Rooftop Jacuzzi, Contemporary Decor
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cityscape Retreat, an exquisite 4-story 2 bedroom 3 1/2 bathroom modern townhome with rooftop hot tub and sun ...
From $325 per night (USD)VRBO
From $237 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
Welcome to Kingston Arms Modern 1 BR on the Lido! Welcome to your newly renovated one-bedroom condo in the heart of ...
From $237 per night (USD)Expedia
From $3311 per night (USD)VRBO
Luxurious 55-Foot Yacht with Captain & First Mate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Luxury Prestige 55-Foot Yacht Experience – Sarasota Yacht Club Enjoy an unforgettable stay aboard our stunning Prestige ...
From $3311 per night (USD)VRBO
From $337 per night (USD)Expedia
Penthouse #1 Oceanfront on Lido Beach! Sunrise & Sunset Views - 2 Bed 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This special 2 bedroom/2 bathroom Penthouse has been recently renovated with luxury in mind! Located in The Lido Beach C ...
From $337 per night (USD)Expedia
From $392 per night (USD)VRBO
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 $392 per night (USD)VRBO
From $186 per night (USD)Expedia
Surfside Villa | Private POOL + Sunroom!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
BNB Breeze Presents: Surfside Villa! Experience this stunning, newly-renovated home in the heart of Sarasota, located ju ...
From $186 per night (USD)Expedia
From $1289 per night (USD)VRBO
Gulf Views. Walk to St Armands+Beach. Pool+Slide
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $1289 per night (USD)VRBO
From $87 per night (USD)Expedia
Beautiful 1-bedroom condo in The Meadows, minutes from the beach, golf, shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Sarasota, enjoy what this 1-bedroom condo has to offer. This welcoming property is a 2nd floor condo unit in ...
From $87 per night (USD)Expedia
From $208 per night (USD)VRBO
Robinhood Beach Villa
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Now Booking Summer 2026! 30% off stays of 28 night or more!! *Please note our "Moderate Cancellation Policy" listed only ...
From $208 per night (USD)VRBO
From $161 per night (USD)Expedia
2 Bedroom Lido Key Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Professionally managed and offered by FL Vacation Connection. This is a spacious two bedroom condo perfectly situated t ...
From $161 per night (USD)Expedia
From $415 per night (USD)VRBO
1/1 Waterview Condo, Pool, Private Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your Longboat Key Retreat with Sleepy Lagoon Views by FVC Experience the pinnacle of coastal living in this beautifully ...
From $415 per night (USD)VRBO
From $744 per night (USD)Expedia
Bayview Paradise by FVC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bayview Paradise managed by Florida Vacation Connection. This spacious 4 bedroom/ 3 full baths private pool ...
From $744 per night (USD)Expedia
From $383 per night (USD)VRBO
3/3 Luxury Beach View, Pool, Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sanctuary B202 by FVC, your idyllic retreat nestled in the heart of Longboat Key. This stunning 3-bedroom, 3- ...
From $383 per night (USD)VRBO
From $380 per night (USD)Expedia
Heated Pool Retreat • 3BR • Minutes to Siesta Key & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat offers a bright, open floor plan, chef’s kitchen, and ...
From $380 per night (USD)Expedia
From $657 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 $657 per night (USD)VRBO
From $349 per night (USD)VRBO
Family Friendly House with Private Pool near Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this beautiful 3-bedroom, 3-bathroom fully furnished home, perfectly located just minutes from downtown Saraso ...
From $349 per night (USD)VRBO
From $389 per night (USD)VRBO
Sarasota Prime. 4-bedroom house in phenomenal Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your ultimate vacation haven in sunny Sarasota, Florida! This spacious 4-bedroom, 3-bathroom home is just a s ...
From $389 per night (USD)VRBO
From $523 per night (USD)Expedia
Luxury Pool & Game Retreat • Close to Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury retreat with a heated pool, full game room, lush privacy, and unbeatable location—just minutes to Siesta Key & Li ...
From $523 per night (USD)Expedia
From $384 per night (USD)VRBO
Newly renovated 3 bedroom 2 bathroom w/ pool. 8 minutes to Siesta Key Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This completely renovated Sarasota house features 3 bedrooms, 2 bathrooms and is less than ten minutes to Siesta Key, ho ...
From $384 per night (USD)VRBO
From $233 per night (USD)Expedia
Sarasota home beautiful! Nestled on Bermuda Brook
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This spacious and newly remodeled classic Florida-style home is conveniently located in central Sarasota. All well known ...
From $233 per night (USD)Expedia
From $302 per night (USD)VRBO
Hidden Hacienda - Cozy & Charming 4/4 w/pool close to Village, Lido & Siesta Key
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Consider this house your home away from home while you visit Sarasota. A treasure West of the Trail, boasting Mexican ti ...
From $302 per night (USD)VRBO
From $338 per night (USD)Expedia
Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Sarasota, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 tw ...
From $338 per night (USD)Expedia
From $463 per night (USD)VRBO
Luxury Coastal Home w/ Heated Saltwater Pool & Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Paradise on Prospect, a modern, luxurious, professionally decorated rental property offering an unp ...
From $463 per night (USD)VRBO
From $400 per night (USD)VRBO
Traquil Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**Newly remodeled home with all new furniture and decor*. Peaceful home surrounded by lush palms in the heart of Saraso ...
From $400 per night (USD)VRBO
From $417 per night (USD)VRBO
Lux Siesta Key & Lido Beach - Sarasota Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming 3 bedroom Retreat – Near Beaches, Dining, Downtown & UTC Mall -15 minutes to Siesta Key & Lido ...
From $417 per night (USD)VRBO
From $286 per night (USD)VRBO
Beautiful Views, steps to Lido Beach on Gulf of Mexico, Minuts from St. Armand Circle, Shops, food!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This condo is located directly on Lido Key Beach. Beautiful newly renovated condo only steps away from the beach, no ste ...
From $286 per night (USD)VRBO
From $177 per night (USD)VRBO
Peaceful Cottage Near Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book your Summer 2026 Getaway *Please note our "Moderate Cancellation Policy" listed only applies to bookings during m ...
From $177 per night (USD)VRBO
From $290 per night (USD)VRBO
Relaxing Sarasota Stay Just 3 Miles to Siesta Key Beach – Family friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect beach escape in this spacious 3-bedroom home, located just minutes from the world-famous Siesta Beach! ...
From $290 per night (USD)VRBO