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From $205 per night (USD)
VRBO
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 $205 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Sea la Vie | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sea la Vie, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This remark ...
From $546 per night (USD)
Expedia
Click For Pricing
VRBO
The Beach on Longboat Key #224 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
Click For Pricing
VRBO
From $532 per night (USD)
Expedia
Sea Esta | Walking Distance to Siesta Key Beach & Village w/ Heated Pool & Outdoor Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Sea Esta, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This remarkab ...
From $532 per night (USD)
Expedia
From $302 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 14 yea ...
From $302 per night (USD)
VRBO
From $1101 per night (USD)
Expedia
Siesta Sea Life | Walking Distance to Siesta Key Beach & Village w/ Private Heated Pool!
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to Siesta Sea Life, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This r ...
From $1101 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Tiny House Blue Lifeguard - pet friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Over the bridge from Siesta Key and minutes away from dining & arts districts. With the convenience of a hotel, ...
From $239 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Island House Beach Resort V38
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 $336 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Top Floor!! Beautifully renovated 2 bedroom, 2 bathroom Inter coastal view Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gorgeous Top floor Penthouse with views of the Intracoastal. Updated unit with closed in lanai. King in master bedroom a ...
From $280 per night (USD)
VRBO
From $347 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 $347 per night (USD)
Expedia
From $280 per night (USD)
VRBO
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
West Facing Gulf View 2 Bedroom/2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities • Condo • Sleeps: 4 • Bedr ...
From $280 per night (USD)
VRBO
From $280 per night (USD)
Expedia
6th Floor --2 Bedroom, 2 Bath, On Your Own Private Harbor- Luxury W/ Full Amenities
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 $280 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Harbor Towers Gulf Facing 3/3 6th Floor Condo!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The perfect unit for a family vacation. Located at Harbor Towers Yacht & Racquet Club on Siesta Key, condo #628 has eve ...
From $380 per night (USD)
VRBO
From $226 per night (USD)
Expedia
2 Bedroom/2 Bath, North Bay View, On Your Own Private Harbor- Luxury on Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The lanai is glass & screened enclosed and open to the living space, expanding it for all seasons. This home features a ...
From $226 per night (USD)
Expedia
From $355 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 $355 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Pet Friendly Condo with Amazing Pool, a Five Minute Walk to Siesta Key Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
345 Canal Rd - This upstairs 2/2 unit is beautifully remodeled and furnished with a fully equipped kitchen, cable TV, Wi ...
From $341 per night (USD)
Expedia
From $351 per night (USD)
VRBO
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 $351 per night (USD)
VRBO
From $339 per night (USD)
Expedia
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 $339 per night (USD)
Expedia
From $339 per night (USD)
VRBO
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 $339 per night (USD)
VRBO
From $347 per night (USD)
Expedia
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 $347 per night (USD)
Expedia
From $362 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 $362 per night (USD)
VRBO
From $2416 per night (USD)
Expedia
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 $2416 per night (USD)
Expedia
From $372 per night (USD)
VRBO
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 $372 per night (USD)
VRBO
From $196 per night (USD)
Expedia
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 $196 per night (USD)
Expedia
From $299 per night (USD)
VRBO
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 $299 per night (USD)
VRBO
From $372 per night (USD)
Expedia
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 $372 per night (USD)
Expedia
From $445 per night (USD)
VRBO
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 $445 per night (USD)
VRBO
From $330 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 $330 per night (USD)
Expedia
From $167 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 $167 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Boho Vibe 3B/2B West of S. Tuttle - 1 mile from Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 Bed 2 Bath 50's style Florida home has just undergone a partial remodel and complete Boho Style makeover. You w ...
From $182 per night (USD)
Expedia
$PALM BAY 5th floor ON THE BEACH \nSunsets from the open lanai, Two Queen beds.$
From $451 per night (USD)
VRBO
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 $451 per night (USD)
VRBO
From $206 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 $206 per night (USD)
Expedia
From $207 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 $207 per night (USD)
VRBO
From $151 per night (USD)
Expedia
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 $151 per night (USD)
Expedia
From $89 per night (USD)
VRBO
Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Well appointed private carriage house above garage. Immaculate, modern furnishings, fully equipped kitchen and own deck ...
From $89 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 $94 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 $94 per night (USD)
Expedia
From $224 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 $224 per night (USD)
VRBO
From $123 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 $123 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 $123 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 $123 per night (USD)
VRBO
From $280 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 $280 per night (USD)
Expedia
From $263 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 $263 per night (USD)
VRBO
From $231 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 $231 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 $350 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 $350 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
Fisherman's Cove - Unit A307 - Siesta Key Condo on Turtle Beach with Dock Access
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 $438 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 $438 per night (USD)
VRBO
From $202 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 $202 per night (USD)
Expedia
$BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION \nIN VENICE\n$
From $277 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 $277 per night (USD)
VRBO
From $183 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 $183 per night (USD)
Expedia
From $241 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 $241 per night (USD)
VRBO
From $179 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 $179 per night (USD)
Expedia
From $373 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 $373 per night (USD)
VRBO
From $215 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 $215 per night (USD)
Expedia
From $308 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 $308 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Beach getaway!
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 $377 per night (USD)
VRBO
From $179 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 $179 per night (USD)
VRBO
From $266 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 $266 per night (USD)
Expedia
From $261 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 $261 per night (USD)
VRBO
From $137 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 $137 per night (USD)
Expedia
From $343 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 $343 per night (USD)
VRBO
From $152 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 $152 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 $347 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 $347 per night (USD)
VRBO
From $466 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 $466 per night (USD)
Expedia
From $270 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 $270 per night (USD)
VRBO
From $363 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 $363 per night (USD)
Expedia
From $542 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 $542 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 $458 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 $458 per night (USD)
VRBO
From $274 per night (USD)
Expedia
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)
Expedia
From $318 per night (USD)
VRBO
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 $318 per night (USD)
VRBO
From $271 per night (USD)
Expedia
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 $271 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $369 per night (USD)
Expedia
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 $369 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Harbor Towers Unit 111
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
NOTICE: There are limited accessible features available for disabled guests at the present time at Harbor Towers Yacht & ...
From $290 per night (USD)
VRBO
From $244 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 $244 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Contemporary Pool Villa II, Minutes to Beaches, Heated Pool, Wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
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 $279 per night (USD)
VRBO
From $237 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 $237 per night (USD)
Expedia
From $195 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 $195 per night (USD)
VRBO
From $239 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 $239 per night (USD)
Expedia
From $184 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 $184 per night (USD)
VRBO
From $97 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 $97 per night (USD)
Expedia
From $214 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 $214 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 $199 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 $199 per night (USD)
VRBO
From $93 per night (USD)
Expedia
Mid-Century Modern Home: 1 Mi to Nokomis Beach!
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 $93 per night (USD)
Expedia
From $387 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 $387 per night (USD)
VRBO
From $425 per night (USD)
Expedia
*Fully Remodeled* Surfs Up on Siesta Beach
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 $425 per night (USD)
Expedia
From $280 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 $280 per night (USD)
VRBO
From $273 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 $273 per night (USD)
Expedia
From $280 per night (USD)
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 ...
From $280 per night (USD)
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 $603 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 $603 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Condo with Private Beach Access, Great Shared Amenities - Private Beach House
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Private Beach House by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Welcome to Private Beach House! This ...
From $461 per night (USD)
Expedia

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