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Sarasota Area Rentals

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From $279 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 $279 per night (USD)
VRBO
From $285 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 $285 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Pet Friendly Condo with Amazing Pool, a Five Minute Walk to Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
335 Canal Rd - This upstairs 2/2 unit has been remodeled and tastefully furnished to give a relaxing, beachy vibe. Enjo ...
From $279 per night (USD)
VRBO
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $2060 per night (USD)
VRBO
Stunning Home, Resort Pool Area w/ Waterslide and Spa, Gulf Views
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $2060 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Oceanfront/Beachfront -Sarasota Surf Racquet - Y Building
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This exceptional GROUND FLOOR condo Y101, is one of the most desirable condos in Sarasota Ssrf & Racqet on Crescent Beac ...
From $412 per night (USD)
Expedia
From $197 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 $197 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Contemporary Pool Villa I - just few minutes to Beach - heated Pool & Spa, WiFi!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
COVID-19 Information: We follow the new CDC cleaning and sanitation guidelines for Vacation rentals! My Pool Villa's ar ...
From $317 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Shared Heated Pool, Steps to Siesta Key Village/Beach, Large Backyard
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Salty Summer by S ...
From $375 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Stay at Summer Salt: Shared Heated Pool, Steps to Siesta Key Village and Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summer Salt by Siesta Key Luxury Rental Properties Home in Siesta Key, Florida Discover your perfect getaway at Summe ...
From $389 per night (USD)
Expedia
From $327 per night (USD)
VRBO
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 $327 per night (USD)
VRBO
From $177 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 $177 per night (USD)
VRBO
From $202 per night (USD)
VRBO
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 $202 per night (USD)
VRBO
$PALM BAY 5th floor ON THE BEACH \nSunsets from the open lanai, Two Queen beds.$
From $485 per night (USD)
Expedia
PALM BAY 5th floor ON THE BEACH \nSunsets 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 $485 per night (USD)
Expedia
From $223 per night (USD)
VRBO
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 $223 per night (USD)
VRBO
From $228 per night (USD)
Expedia
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 $228 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Coastal Oasis w/ Shared Pool, 2 Mi to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Immerse yourself in Sunshine State splendor and escape to this 2-bedroom, 1-bath vacation rental! Complete with all the ...
From $156 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $266 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 vacation home was completely renovated in early 2021. It’s located in a quiet neighborho ...
From $266 per night (USD)
VRBO
From $101 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. TCentrally located, near everything that offering sunny S ...
From $101 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Beautiful 6th Floor One Bedroom Condo Overlooking the Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
With an impressive lobby as well as spacious common areas and corridors, "The Towers" is now a wonderful multi-use compl ...
From $235 per night (USD)
VRBO
From $114 per night (USD)
Expedia
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 $114 per night (USD)
Expedia
Click For Pricing
VRBO
Beachside home with pool and beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Looking for a beachside vacation rental home with heated pool just steps away? Look no further than this three bedroom h ...
Click For Pricing
VRBO
From $223 per night (USD)
Expedia
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 $223 per night (USD)
Expedia
From $122 per night (USD)
VRBO
Sunny South Venice Beach Home
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
If seeking sun, sea and sand are your priorities look no further. This charming, lovely home near many beaches is exactl ...
From $122 per night (USD)
VRBO
From $298 per night (USD)
Expedia
2 Bedroom/2 Bath, Gulf View, On Your Own Private Harbor on the 5th Floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With an impressive lobby as well as spacious common areas and corridors, "The Towers" is now a wonderful multi-use compl ...
From $298 per night (USD)
Expedia
From $274 per night (USD)
VRBO
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 ...
From $274 per night (USD)
VRBO
From $205 per night (USD)
Expedia
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 $205 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Family friendly with large pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This newly remodeled beach house, is perfect for families as it comfortably sleeps 13 people and is located in a peacefu ...
From $578 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Island House Beach Resort V28
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Island House Beach Resort- Siesta Key Florida, Crescent Beach - This lovely villa is located on the widest part of Cresc ...
From $401 per night (USD)
Expedia
From $179 per night (USD)
VRBO
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 $179 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Gulf Front, 3rd Floor, 1 bdr - A307, Gorgeous View!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our beautiful condo is completely renovated and IT IS LOCATED DIRECTLY ON THE BEACH! This magnificent condo is one of th ...
From $254 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Island House Beach Resort 10S
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This beautifully appointed 2 bedroom, 2 bathroom features a primary ensuite with a king bed and the guest room features ...
From $486 per night (USD)
VRBO
From $176 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 $176 per night (USD)
Expedia
$BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION \nIN VENICE\n$
From $219 per night (USD)
VRBO
BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION \nIN VENICE\n
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 $219 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Sparkling Clean Beachfront Condo at Fishermans Haven - Private Beach! FH 703
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Luxurious Beachfront Condo with Stunning Gulf Views from the Top Floor Luxurious 7th floor (top floor) beachfront condo ...
From $181 per night (USD)
Expedia
From $265 per night (USD)
VRBO
🦩Now Booking for Summer! Charming Two Bedroom Condo With 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 $265 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Quiet condo with a heated pool & central AC - short walk to the beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
'Sea- Esta' Winds 209 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $171 per night (USD)
Expedia
From $336 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 $336 per night (USD)
VRBO
From $211 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 $211 per night (USD)
Expedia
From $315 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 $315 per night (USD)
VRBO
From $400 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 $400 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Sandcastle Cottage - Screened Patio - Fenced Yard - Pets OK
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sandcastle Cottage is a cozy one story open floor plan 2 bedroom single family home located only minutes away from popul ...
From $200 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Romantic Getaway on Turquoise Shores-The Beach Club Siesta Key #202B by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $353 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Beachfront Siesta Key Condo w/ Pool Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Whether you’re here for a week-long getaway or an extended visit to paradise, you and your loved ones will effortlessly ...
From $291 per night (USD)
VRBO
From $132 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 $132 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Florida Gulf Coast White Sand Beaches - Beach Club at Siesta Key #104B by 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 $467 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Great Private Screened in Pool Home, Heat Extra, 2.5 miles to Beach | Fenced Yard | Ready to Book!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $260 per night (USD)
Expedia
From $136 per night (USD)
VRBO
Mystic Sea tiny house on wheels! 6 min drive to the beach! Bikes on premises!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Adorable nautical/ coastal theme custom built tiny house. Walk to downtown Englewood, about a 6 minute drive to the beac ...
From $136 per night (USD)
VRBO
From $241 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 $241 per night (USD)
Expedia
From $367 per night (USD)
VRBO
Island House Beach Resort V7
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Island House Beach Resort- Siesta Key Florida, Crescent Beach - This lovely villa is located on the widest part of Cresc ...
From $367 per night (USD)
VRBO
From $609 per night (USD)
Expedia
Dreamlike Sunsets & Coastal Bliss-The Beach Club at Siesta Key #108A by 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 $609 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Vibrant Sunsets & Turquoise Water-The Beach Club at 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 $359 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Resort w Private Beach Access/Pool-The Beach Club at Siesta Key #100B by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, ...
From $490 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Blu Sky Cottage | Pet Friendly, Canal Front Home on Siesta Key w/ Private Heated Pool & Spa, Kayaks!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Blu Sky Cottage – Your Exclusive Waterfront Escape on Siesta Key! Blu Sky Cottage invites you to experience ...
From $580 per night (USD)
VRBO
From $168 per night (USD)
Expedia
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 $168 per night (USD)
Expedia
From $339 per night (USD)
VRBO
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 $339 per night (USD)
VRBO
From $413 per night (USD)
Expedia
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 $413 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Casa Blanca Villa A09
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Villa A09. You will love this newly remodeled Villa. It is located on the beautiful white-sand shores of Si ...
From $274 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Chic Pet Friendly Lido Key Home w Pool Near Beach & Shops: Rondy Home by RVA
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to comfortable, Mid-Century Modern in the heart of quiet Lido Key at the Lido Rondy Home by RVA. Located just ou ...
From $284 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Pool Home with Hot Tub⭐ - Very Close to Siesta Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NOTE: BOOKING JANUARY, FEBRUARY or MARCH 2025? ? Please book whole months only NOT mid-month to mid-month. This time fra ...
From $265 per night (USD)
VRBO
Click For Pricing
Expedia
Super cute!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1bed 1 bath fully stocked to sleep 4 comfortably! There is an outdoor pool with a mega slide, an indoor pool, a full wel ...
Click For Pricing
Expedia
From $366 per night (USD)
VRBO
Tropical paradise. New saltwater pool. 10 minute drive to Siesta Key Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
New saltwater pool in 2023 with option to heat! Off street parking. Sleeps 10. Four bedrooms all with king size beds, sl ...
From $366 per night (USD)
VRBO
From $284 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 $284 per night (USD)
Expedia
From $303 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 $303 per night (USD)
VRBO
From $248 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 # ...
From $248 per night (USD)
Expedia
From $215 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 $215 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Sunset Villa -Close to Beaches and Shamrock Park - Fenced Yard
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunset Villa is a single family home located only minutes away from the brand new Atlanta Braves Spring Training CoolTod ...
From $202 per night (USD)
VRBO
From $99 per night (USD)
Expedia
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 $99 per night (USD)
Expedia
From $193 per night (USD)
VRBO
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 $193 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Centrally located Oasis
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Newly renovated beautiful pool house with fenced in back yard. Completely private in a very quiet neighborhood. King siz ...
From $233 per night (USD)
Expedia
From $207 per night (USD)
VRBO
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 $207 per night (USD)
VRBO
From $94 per night (USD)
Expedia
1 Mi to Nokomis Beach: Home w/ EV Charger
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to the Sunshine State and stay at this 2-bedroom, 2-bath Nokomis vacation rental. Located in a quiet neighborhoo ...
From $94 per night (USD)
Expedia
From $319 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 $319 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Beachfront 3-Bedroom Condo on Siesta Key – Steps to the Sand & Gulf Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Surfside Condo – Beachfront Suites on Siesta Key Welcome to The Surfside Condo, your ideal beach retreat on world-f ...
From $423 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Harbor Towers Gulf Facing 2/2 upgraded condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Never miss a famous Siesta Key sunset in this upgraded Gulf facing condo! Harbor Towers Yacht & Racquet Club condo #62 ...
From $278 per night (USD)
VRBO
From $302 per night (USD)
Expedia
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 $302 per night (USD)
Expedia
Click For Pricing
VRBO
New Custom Smart Home Sarasota Family Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A brand new 3 bedroom 2.5 bath custom smart home awaits you in beautiful Sarasota, FL. Quiet neighborhood. Located in th ...
Click For Pricing
VRBO
From $235 per night (USD)
Expedia
Renovated 3/2 Minutes to Downtown and Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 4 beds total, we can comf ...
From $235 per night (USD)
Expedia
From $626 per night (USD)
VRBO
Private Pool/Spa in Siesta Key Village, Steps to the Beach! Island Time West
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Island Time West by Siesta Key Luxury Rental Properties Home in Sarasota, FL 34242 Siesta Key Luxury Rental Properties ...
From $626 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
"As of August 4th, 2025, Siesta Key Beach House complex pool will be temporarily closed for remodeling until further not ...
From $407 per night (USD)
Expedia
From $563 per night (USD)
VRBO
Remodeled Townhome with Private Pool, Spa, and Ping Pong! Island Time East
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Island Time East by Siesta Key Luxury Rental Properties Home in Sarasota, FL 34242 Siesta Key Luxury Rental Properties ...
From $563 per night (USD)
VRBO
From $505 per night (USD)
Expedia
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 $505 per night (USD)
Expedia
From $97 per night (USD)
VRBO
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 $97 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Renovated 2 bedroom 2 bath accross the street from beautiful Siesta Key Beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This condo is situated in great viewing of the beach at La Siesta Condominiums. Unit 212 is located in one of Siesta Key ...
From $260 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Siesta Key Condo, w/ heated pool, on Crescent Beach, 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 $221 per night (USD)
VRBO
Click For Pricing
Expedia
Private home minutes from Siesta Key and Downtown Sarasota.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy your private getaway near the top rated beach in the USA. This 3 bedroom 2 bathroom home has a large dining table ...
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Expedia
From $330 per night (USD)
VRBO
Downtown Sarasota Apartment in Historic Burns Square, South Side Walkable
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Built in the 1950's this property has a clean character and ambiance. Walking distance to Whole Foods/Publix, Bayfront m ...
From $330 per night (USD)
VRBO
From $94 per night (USD)
Expedia
Cozy 1/1 Condo Overlooking the Groves Golf Course Community Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This is a charming and luminous condo of 460 sq. ft. fully furnished and equipped with great taste. It will be perfect t ...
From $94 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Siesta key Beachfront 2 bedroom 2 bath condo.Beautiful beach decor fully stocked
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Location doesn't get any better than this, You don't have to cross any street to get to the beach! *We have a view o ...
From $205 per night (USD)
VRBO
From $289 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 $289 per night (USD)
Expedia
From $433 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 $433 per night (USD)
VRBO
From $756 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
Welcome to Siesta Soul, a captivating retreat located just steps from the vibrant Siesta Key Village. This enchanting va ...
From $756 per night (USD)
Expedia
From $175 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 $175 per night (USD)
VRBO
From $110 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 $110 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Charming Florida bungalow with pool and fenced-in yard.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cypress wood floors and bay windows give this home a comfy, warm feel. The large, fenced-in backyard boasts large trees ...
From $260 per night (USD)
VRBO
From $161 per night (USD)
Expedia
2 Miles from Siesta Key - Modern Apartment w/ hot tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Anchor Away is a newly renovated modern one-bedroom, one-bathroom, and a beautiful outdoor area with a hot tub. The lush ...
From $161 per night (USD)
Expedia
$Sunny Oasis: Bright, Private and Beautiful Retreat!\nMagnolia Rentals$
From $364 per night (USD)
VRBO
Sunny Oasis: Bright, Private and Beautiful Retreat!\nMagnolia 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 $364 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This firsst-floor guest room, a 1 BR king with private bat ...
From $198 per night (USD)
Expedia

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