Sarasota Area Rentals
From $280 per night (USD)VRBO
Condo#418 UPDATED WITH STUNNING GULF VIEW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26 and April/10/27 throu ...
From $280 per night (USD)VRBO
From $139 per night (USD)Expedia
Waterfront on Turtle Beach Inlet - Ground Floor, Fish & Swim Steps From Your Door #19
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is the perfect location to relax and enjoy your Siesta Key tropical vacation or get away from the cold northern win ...
From $139 per night (USD)Expedia
From $130 per night (USD)VRBO
Quiet Sarasota Retreat - 6 Mi to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ensure easy access to beautiful Gulf Coast beaches when you spend your next Florida getaway at this Sarasota vacation re ...
From $130 per night (USD)VRBO
From $234 per night (USD)Expedia
Beautiful condo, remodeled 2021 with private access to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A spacious condo with2 bedrooms, 2 full bathrooms, lush tropical Courtyard view. Total remodel completed “21 Absolutel ...
From $234 per night (USD)Expedia
From $344 per night (USD)VRBO
Circle Drive Venice Island Pool Home a Short Walk To Your Own Private Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Venice Island home is less than 2 blocks off the beach and has been a short term vacation rental for the past 17 yea ...
From $344 per night (USD)VRBO
From $243 per night (USD)Expedia
Quiet South Venice Getaway, Mins to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
SUN, SAND, AND PREHISTORIC SHARK TEETH — MINUTES AWAY Welcome to our quiet, family-friendly 3-bedroom South Venice retr ...
From $243 per night (USD)Expedia
From $390 per night (USD)VRBO
Island House Beach Resort V38
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
House Beach Resort – Siesta Key, Florida (Crescent Beach) This beautifully appointed 2-bedroom, 2-bathroom villa offers ...
From $390 per night (USD)VRBO
From $378 per night (USD)Expedia
Siesta Key Condo with Pool a Block from Bars and Restaurants, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
342B Canal Rd - Spend your vacation a short walk away from the #1 Beach in the United States and the charming Siesta Vil ...
From $378 per night (USD)Expedia
From $377 per night (USD)VRBO
Lovely Pet Friendly Condo a Block from Siesta Key Village, Two Pools & Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
5213B Calle Menorca - Ready to stay at the best location in the Siesta Key village? 5213 B Calle Menorca is one of four ...
From $377 per night (USD)VRBO
From $375 per night (USD)Expedia
Pet Friendly Condo a Block to Siesta Key Village, Newly Updated Interior & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
5209A Calle Menorca - It does not get any better than this location! 5209 A Calle Menorca is one of four condos, on the ...
From $375 per night (USD)Expedia
From $378 per night (USD)VRBO
Comforts of Home in Condo w/ Pool a Block from Siesta Key Village, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
342A Canal Rd - Fair warning, you will fall in love the moment you step inside this charming 2/2 downstairs unit located ...
From $378 per night (USD)VRBO
From $378 per night (USD)Expedia
Pet Friendly Condo with Pool, a Block from Siesta Key Village, 3 Blocks to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
321 Canal Rd - Your perfect Siesta Key vacation awaits. This charming 2/2, downstairs unit is located in the equally ch ...
From $378 per night (USD)Expedia
From $426 per night (USD)VRBO
BEAUTY ON THE BEACH! FULL GULF VIEW!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE BEACH IS CALLING AND I MUST GO!! Elevate your Siesta Key experience with breath-taking Gulf views as far as your ey ...
From $426 per night (USD)VRBO
From $2579 per night (USD)Expedia
Steps to Beach/Siesta Village-Resort Pool w/Slide
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
Summary: Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each h ...
From $2579 per night (USD)Expedia
From $422 per night (USD)VRBO
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This exceptional GROUND FLOOR, recently renovated, condo Y101, is one of the most desirable condos in Sarasota Ssrf & R ...
From $422 per night (USD)VRBO
From $200 per night (USD)Expedia
Quiet Tropical DTWN 5 Star Home near>Sarasota Legacy Bike Trl & Trolley to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your tropical oasis in the City Welcome to your beautifully updated charming bungalow nestled in a quiet downtown neig ...
From $200 per night (USD)Expedia
From $306 per night (USD)VRBO
Contemporary Pool Villa I - just few minutes to Beach - heated Pool & Spa, WiFi!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
My Pool Villa's are known for their cleanliness. I live around the corner and keep a very good eye on my rentals. I'm Ge ...
From $306 per night (USD)VRBO
From $409 per night (USD)Expedia
Beautiful Pool Home minutes from Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: The Gulf Breeze Cottage is your home away from home. The tropically decorated interior sets the mood for a rela ...
From $409 per night (USD)Expedia
From $267 per night (USD)VRBO
Pool cozy fresh renovated house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This newly renovated cozy home is the answer to enjoying Florida.Enjoy the gorgeous heated pool and the wonderful outsid ...
From $267 per night (USD)VRBO
From $223 per night (USD)Expedia
Boho Vibe 3B/2B West of S. Tuttle - 1 mile to City Center
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Licensed Sarasota Vacation Rental – CERT #VR24-00026 This 3-bedroom, 2-bath classic 1950s Florida home has recently und ...
From $223 per night (USD)Expedia
From $412 per night (USD)VRBO
PALM BAY 5th floor ON THE BEACH Sunsets from the open lanai, Two Queen beds.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Simply breathtaking! Embrace the essence of your dreams becoming reality when you converge on the vibrant shores of Amer ...
From $412 per night (USD)VRBO
From $241 per night (USD)Expedia
Newly renovated, large deck, backs onto large pond
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 2 bedroom cottage has all the amenities required to just put your feet up and relax. Large deck allows for larg ...
From $241 per night (USD)Expedia
From $245 per night (USD)VRBO
Sunny Siesta Key Condo w/ Beach Access + Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Head to the white-sand beaches of Siesta Key with this 2-bedroom, 2-bath vacation rental as your home base! Boasting bay ...
From $245 per night (USD)VRBO
From $133 per night (USD)Expedia
Close to Siesta Beach # 1 in Usa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute and clean one bedroom, one bath just minutes to the white sand Siesta Key Beach number ONE in USA . Close to shoppi ...
From $133 per night (USD)Expedia
From $261 per night (USD)VRBO
Barefoot Dreams 2 Bed 2 Bath Private Pool Home - Fenced In Yard -10 min to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Barefoot Dreams! Our home was completely renovated in early 2021. It’s located in a quiet neighborhood just m ...
From $261 per night (USD)VRBO
From $113 per night (USD)Expedia
Bright, cozy studio in the middle of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright studio in multi family house with nice & quiet tenants. The studio is located on the second floor, so you will ne ...
From $113 per night (USD)Expedia
From $137 per night (USD)VRBO
Bayside Paradise on SIesta Key awaits you! Ready to relax?
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The 'Perfect Siesta Key Getaway', this Bay Oaks garden apartment is less than 1-minute walk to the pool, the fishing pie ...
From $137 per night (USD)VRBO
From $304 per night (USD)Expedia
Beachside home with pool and beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The beauty of Siesta Key is renowned throughout the world and the charms found in our Siesta Beach House, Cottage B, ref ...
From $304 per night (USD)Expedia
From $276 per night (USD)VRBO
Beachside Vacation Rental Condo on Siesta Key with Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*** NEW *** If you are looking for some Florida beach relaxation, Look no further than this 2 bedroom Siesta Key Beachs ...
From $276 per night (USD)VRBO
Click For PricingExpedia
Ocean View Condo with Beach Access at Beachplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our condo is a part of Beachplace Condominiums located in Longboat Key, Florida. It is a two bedroom, two bathroom cond ...
Click For PricingExpedia
From $390 per night (USD)VRBO
Island House Beach Resort V28
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island House Beach Resort – Siesta Key, Florida (Crescent Beach) This beautifully appointed 2-bedroom, 2-bathroom villa ...
From $390 per night (USD)VRBO
From $173 per night (USD)Expedia
3 bed 2 bath minutes from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bed 2 bath home is just minutes from Venice Beach, Caspersen Beach and Nokomis Beach. About 25 minutes south of S ...
From $173 per night (USD)Expedia
From $490 per night (USD)VRBO
Island House Beach Resort 10S
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, a guest ...
From $490 per night (USD)VRBO
From $235 per night (USD)Expedia
Beautiful Venice Beach Duplex: Incredible Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Prime location one block from the beach with a marina, dining, and lounge nearby. Two-minute walk to three different bea ...
From $235 per night (USD)Expedia
From $214 per night (USD)VRBO
BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION IN VENICE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE DREAM HOME FOR YOUR DREAM VACATION! This is it. Look no further. Your Dream Home Vacation is here. Where else? VENI ...
From $214 per night (USD)VRBO
From $254 per night (USD)Expedia
🦩 Charming 2BR Condo Pool View ~ Siesta Key Bay Oaks🦩
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Pinkie Flamingo Welcomes You to Bay Oaks #E44! King / Queen / Twin Bunks / Sleeper Sofa Relax on the pier as you watch ...
From $254 per night (USD)Expedia
From $290 per night (USD)VRBO
Beach Front Condo on Crescent Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Siesta Key Is Open for Visitors! No storm damage to our condo, Come and enjoy the beautiful beach!! Relax in this beaut ...
From $290 per night (USD)VRBO
From $240 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 $240 per night (USD)Expedia
From $359 per night (USD)VRBO
New from Aug. 2019 German TV, cottage for 6 pers. in Venice,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our house was completed in August 2018 and we are pleased to introduce our new building. The house is 184 m², has 3 bedr ...
From $359 per night (USD)VRBO
From $388 per night (USD)VRBO
Beach getaway! Perfect for family in a heated private pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enter your personal code on the smart lock and walk right in to your home away from home. So cozy and comforting for the ...
From $388 per night (USD)VRBO
From $357 per night (USD)VRBO
Romantic Getaway Beach Club Siesta 202B by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Beach Club at Siesta Key – Modern 1-Bedroom Retreat Just Steps from the Beach Welcome to The Beach Club at Siesta ...
From $357 per night (USD)VRBO
From $131 per night (USD)Expedia
Comfy home w/ screened in lanai, near golf, shops, 5 miles to beautiful beaches!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Very clean spacious open concept house with modern furniture , an updated kitchen., newer bathtub and a cozy lanai over ...
From $131 per night (USD)Expedia
From $219 per night (USD)VRBO
Beach Living: 2.5 Miles to Sand! | Private, Fenced Home with Screened Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Happy Gecko! Enjoy a memorable stay at a spacious 3-bedroom, 2-bath pool home located just 2.5 miles ...
From $219 per night (USD)VRBO
From $289 per night (USD)Expedia
Crystal Sands Villa 12 - Private Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this beautifully renovated 1 bedroom 1 bath villa with den and private 1 car garage. You are only steps away from ...
From $289 per night (USD)Expedia
From $475 per night (USD)VRBO
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $475 per night (USD)VRBO
From $384 per night (USD)Expedia
Vibrant Sunsets Beach Club Siesta Key 200B by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
End each day with a breathtaking sunset over the turquoise Gulf—an experience as unforgettable as the stay itself. RVA o ...
From $384 per night (USD)Expedia
From $355 per night (USD)VRBO
Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit #100B at The Beach Club – 1BR Condo with Private Patio on Siesta Key Discover one of the most desirable Siesta Key ...
From $355 per night (USD)VRBO
From $451 per night (USD)Expedia
Blu Sky Cottage | Waterfront Pool Home, Resort-Style Backyard, Near Siesta Key Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
🌴 Blu Sky Cottage | Waterfront Pool Home, Resort-Style Backyard, Near Siesta Key Village 💖 Why You'll Love Thi ...
From $451 per night (USD)Expedia
From $163 per night (USD)VRBO
Sarasota, Fl. Wild Orchid Creek
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy old Florida living at this completely renovated cottage style home on nearly 7 acres. Relax and unwind in thi ...
From $163 per night (USD)VRBO
From $367 per night (USD)Expedia
Our house at the beach Most see<br>At siesta key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Specious town home great location in siesta key Florida Beach only a five minute walk . remodeled walk in master bathro ...
From $367 per night (USD)Expedia
From $493 per night (USD)VRBO
Beachcomber unit 506
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy breathtaking sunsets from this fifth floor Gulf front condo on the beach with full ocean views from every room. Th ...
From $493 per night (USD)VRBO
From $374 per night (USD)Expedia
Lido Key Home w Pool Near Beach & Shops: Rondy Home by RVA
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Lido Rondy Home | Private Pool Home with Beach Access on Lido Key Escape to the tranquil beauty of **Lido Rondy Home by ...
From $374 per night (USD)Expedia
From $263 per night (USD)VRBO
Tropical paradise with large heated pool near #1 award-winning Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Tropical paradise with large heated pool near #1 award-winning Siesta Key Beach! Off street parking. Sleeps 10. Four bed ...
From $263 per night (USD)VRBO
From $250 per night (USD)Expedia
Lakefront, Sun all day! - Villa Youppie - Sarasota- Roelens Vacations
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Youppie *This home has a minimum of 90 days You will love our beautifully maintained and clean Villa Youppie in ...
From $250 per night (USD)Expedia
From $295 per night (USD)VRBO
🪷Lotus House-Relaxation-few Minutes to🏖️ Beaches-🏊Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lotus House! We've newly furnished & decorated our home in a relaxing style with your comfort in mind. You' ...
From $295 per night (USD)VRBO
From $250 per night (USD)Expedia
Close to Siesta Key beach with a hot tub and a large garden
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 4
## Escape to Paradise at Cozy Guest House! **Soak up the sun and sand** close to Siesta Key, consistently ranked the #1 ...
From $250 per night (USD)Expedia
From $164 per night (USD)VRBO
Villa Grande - Spacious Tropical Home - Triple Lot Fenced Yard!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our spacious Villa Grande home is located just minutes away from the popular Sharky's restaurant, downtown Venice and se ...
From $164 per night (USD)VRBO
From $104 per night (USD)VRBO
Large and bright studio in the middle of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bright studio in multi family house with nice & quiet tenants. Centrally located, near everything that offering sunny Sa ...
From $104 per night (USD)VRBO
From $195 per night (USD)VRBO
5 star Quiet, Comfy Home, Pets OK, Walk DTWN, Trolley to Beach ,Bike Legacy Trl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Your Private Sarasota Retreat! Enjoy a relaxing getaway or business stay in this charming 3-bedroom, 2-bath ...
From $195 per night (USD)VRBO
From $307 per night (USD)Expedia
Less than 3 Miles to Siesta Key Beach! NO pet fee!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our sweet serene older cottage home is located in a quiet old Florida neighborhood and is across from a small neighborho ...
From $307 per night (USD)Expedia
From $650 per night (USD)VRBO
Beautiful private villa only minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our beach house! We hope you love it as much as we do. This single family, one story 1100 sq. ft. 2 bedroom/2 ...
From $650 per night (USD)VRBO
From $464 per night (USD)Expedia
Siesta Key Beachfront Escape 3 BR Condo
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The Property Find your ideal Siesta Key escape at the Surf Side Condo at the Beachfront Suites on Siesta Key. Enjoy your ...
From $464 per night (USD)Expedia
From $258 per night (USD)VRBO
Cozy Cabana ....walk to the beach and St Armand's Circle!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
On the side of the cottage you will discover a stairway leading to this recently remodeled one bedroom apartment complet ...
From $258 per night (USD)VRBO
From $882 per night (USD)Expedia
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Private Beach House by Siesta Key Luxury Rental Properties Welcome to Private Beach House, a two-bedroom, two and a ha ...
From $882 per night (USD)Expedia
From $483 per night (USD)VRBO
Crystal Sands Tower Unit 1008 - Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Crystal Sands Condominiums! We would love to have you stay with us in one of our luxury 2-bedroom 2-bath full ...
From $483 per night (USD)VRBO
From $119 per night (USD)Expedia
Home in North Port, AC, Wi-Fi, five minutes walk to Warm Mineral Springs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our home, a charming Duplex located beside Warm Mineral Springs Park, Famous Florida Fountain of Youth, where ...
From $119 per night (USD)Expedia
From $271 per night (USD)VRBO
Condo# 212 Renovated 2 bedroom 2 bath accross the street from beautiful Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
** This unit offers reservations with a 4-night minimum from April/11/2026 through December/11/26 and April/10/27 throu ...
From $271 per night (USD)VRBO
From $301 per night (USD)Expedia
On Siesta Key beach , condo w/ heated pool, w/ beautiful 4th floor view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nicely appointed 2 Bedroom, 2 Full Bath, Fourth Floor Condo with ocean view from balcony. Dining table easily seats 6 gu ...
From $301 per night (USD)Expedia
From $370 per night (USD)VRBO
Downtown Sarasota Suite in Historic District Walk to Opera, SelbyGardens, Dining
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Safe and Walkable district close to Boating/Marina, Selby Gardens, Comedy Club, Opera, Performance and Movie Theaters - ...
From $370 per night (USD)VRBO
From $275 per night (USD)Expedia
Siesta Key - PRIVATE BEACH - Heated Pool - Walkable to activities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully updated villa conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 2 minute walk to our PRIV ...
From $275 per night (USD)Expedia
From $550 per night (USD)VRBO
Prime Location on Siesta Beach, Includes everything, you possibly want!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This apartment has been decorated to make feel like home with very cozy atmosphere. Has beautiful over sized closed in ...
From $550 per night (USD)VRBO
From $1088 per night (USD)Expedia
Siesta Soul | Multilevel Home Located in Siesta Key Village w/ Private Pool, Fire Pit, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
🌴 Siesta Soul | Multilevel Home Located in Siesta Key Village w/ Private Pool, Fire Pit, Walk to Beach 💖 Why You'll L ...
From $1088 per night (USD)Expedia
From $194 per night (USD)VRBO
Siesta Key Condo: Resort Amenities, Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the beauty of Siesta Key when you and your whole beach-loving crew stay at this fabulous 2-bedroom, 1.5-bathr ...
From $194 per night (USD)VRBO
From $189 per night (USD)Expedia
Artist owned home near beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Clean and comfortable house close to the beaches (5 minutes if the traffic lights are in your favor). Working from home? ...
From $189 per night (USD)Expedia
From $170 per night (USD)VRBO
2bed/2bath home with pool and fenced-in yard 5 min. from DT and 15 to beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Start your stay with a splash in the outdoor pool, then fire up the grill and relax in the screened-in seating area. The ...
From $170 per night (USD)VRBO
From $361 per night (USD)Expedia
Sunny Oasis: Bright, Private and Beautiful Retreat! Magnolia Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just minutes away from Siesta or Lido Beach! Welcome to one of the cutest and most relaxing private property. Located j ...
From $361 per night (USD)Expedia
From $226 per night (USD)VRBO
Cottages3: Less than 2 miles from siesta key beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located within the city limits of Sarasota & west of the trail. This cottage has its own private entrance and Enclosed p ...
From $226 per night (USD)VRBO
From $176 per night (USD)Expedia
2 bedroom house, minutes to beaches, Atlanta Braves and Tampa Sea Rays stadiums
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to White Oak Tree Lodge located beside healing waters of Warm Mineral Springs, the famous Florida's Fountain of ...
From $176 per night (USD)Expedia
From $223 per night (USD)VRBO
89 thru Sept VRBO misleading on math- Tropical and tranquil, right downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You’ll be very glad you chose to stay here. It’s walking distance to everything downtown, dozens of restaurants, live th ...
From $223 per night (USD)VRBO
From $544 per night (USD)Expedia
High Tide - 170 “Siesta Key”
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
KEEP READING BELOW! THIS IS NOT JUST A BASIC DESCRIPTION OF THE HOME AND CONTAINS VERY USEFUL INFORMATION THAT YOU WON’T ...
From $544 per night (USD)Expedia
From $757 per night (USD)VRBO
The Seagrape Villa -Family Friendly- Luxury Accommodation in Paradise
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Siesta Key Home Minutes to the Beach! The Seagrape Villa provides a luxurious 10 person retreat with an abundance of am ...
From $757 per night (USD)VRBO
From $197 per night (USD)VRBO
Centrally located near everything with bonus facilities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated charming house close to beaches, shops, restaurants and movie theaters. Queen size bed and a pull out so ...
From $197 per night (USD)VRBO
From $251 per night (USD)VRBO
New to Rental market Luxury remodeled condo located directly on Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located directly on the beautiful white quartz sands of Siesta Key Beach, this gorgeous 2 bedroom, 2 bath remodeled cond ...
From $251 per night (USD)VRBO
From $308 per night (USD)Expedia
Siesta Key Serenity: Home with Heated Pool, Pond View Oasis in Heart of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
❤️Save this home Welcome to our hidden gem in Sarasota, just 15 mins from Siesta Key, where relaxation meets pure deligh ...
From $308 per night (USD)Expedia
From $213 per night (USD)VRBO
Beautiful Venice Island Apartment right on Venice Ave. - Shop, Beach & Eat!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Large -1 Bedroom, 1 Bath, (Sleeps 2) Apartment Unique upscale apartment with everything at your fingertips. High ceili ...
From $213 per night (USD)VRBO
From $200 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 Season. Just nine blocks from Sarasota's ...
From $200 per night (USD)Expedia
From $500 per night (USD)VRBO
Family Vacation Home with Pool and Spa, 2-min walk to Beach - Stone's Throw
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stone’s Throw by Lido Key Vacations Vacation Rental License #VR22-00037 Minimum stay duration of 7 days/nights Welco ...
From $500 per night (USD)VRBO
From $187 per night (USD)Expedia
Manasota Key Retreat with free use of bikes and paddle board
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come as you are, kick off your shoes, and immerse yourself into this tropical Paradise. A kayak and boat launch into For ...
From $187 per night (USD)Expedia
From $300 per night (USD)VRBO
Beautiful 2BR 2BA Home with Private Pool & Jacuzzi - Includes Pool Table
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our house is located in the northern part of the island, about an 8-minute walk to the gorgeous beach of Siesta Key and ...
From $300 per night (USD)VRBO
From $255 per night (USD)Expedia
Escape to Vitamin Sea: Private Pool, Guest Suite, Minutes to Sarasota's Parks, Downtown and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
What Guests Love- Private Pool – Optional heat (Nov–Apr) for $35/day + tax; must be scheduled before arrival Screene ...
From $255 per night (USD)Expedia
From $199 per night (USD)VRBO
Historic Craftsman Charm - Fido Friendly, Fenced Yard, Fire Pit, Near Sarasota Beaches and Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
SLEEPING ARRANGEMENTS 2 BR / 2BA / Sleeps 4 Master Bedroom – One queen bed and en-suite bathroom with walk-in sh ...
From $199 per night (USD)VRBO
From $255 per night (USD)Expedia
8 min to Beach ★ 5TV★Air Hockey★ BBQ★ Bikes★Baby Gear ★Table Tennis ★Beach Gear
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our updated, residential three-bedroom, two-bathroom home. Located just a 5-8 minute drive from the beaches a ...
From $255 per night (USD)Expedia
From $94 per night (USD)VRBO
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 $94 per night (USD)VRBO
From $225 per night (USD)Expedia
Waterfront single home rental with private lanai, heated pool, and hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Three bedroom single home with 2 full baths located in a protected bird sanctuary area at the end of a quiet cul-de-sac ...
From $225 per night (USD)Expedia
From $219 per night (USD)VRBO
<1 MILE MANASOTA BEACH/NORTH ENGLEWOOD Boutiquey Home loaded with amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
SUMMER SPECIALS! If you're looking for the ordinary, plain vacation rental, this is NOT for you! Our home boasts AMENT ...
From $219 per night (USD)VRBO
From $353 per night (USD)Expedia
Horizons West Beachside Villa D-10 is a great 2 bedroom, 2 bath beachside villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Renovated 2 bedroom 2 bath gulfside villa. There is a king bed in the master bedroom and 2 twin beds in the guest room. ...
From $353 per night (USD)Expedia
From $598 per night (USD)VRBO
Lido Lux Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Just steps from the beach walk to everything, restaurants, and shopping! Enjoy the rooftop sun deck with a peek-a -boo v ...
From $598 per night (USD)VRBO
From $236 per night (USD)Expedia
A cozy, perfectly located house!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
A cozy perfectly located house just one mile from downtown Sarasota. Whether you need a great place to stay for work or ...
From $236 per night (USD)Expedia
From $251 per night (USD)VRBO
Steps to#1 rated Beach in USA Spacious2+2Condo,pool,garageTranquil Setting
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*2025 TripAdvisor “Best of the Best Beaches” #1 in the US (AGAIN!) & #4 in the World *2023 Tripadvisor “Best of the Be ...
From $251 per night (USD)VRBO
From $342 per night (USD)Expedia
Horizons West Unit #106 - Beautifully Newly Remodeled High-Rise One Bedroom with the Best Gulf view.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Horizons West unit 106 is a beautifully renovated one bedroom, one bath condo with all new furnishings, screened in lana ...
From $342 per night (USD)Expedia