Vacation Rentals By Owner In Siesta Key, FL

Escape to this beautifully furnished condo at Gulf and Bay Bayside, Professionally managed by Gulf Coast Vacation Rentals, where relaxation and convenience come together in the heart of Siesta Key. The expansive living area is perfect for unwinding after a day of exploration, while the lanai invites you to savor your morning coffee as you soak in the serene surroundings. Designed for comfort, the unit features a fully equipped kitchen, in-unit washer and dryer, and a private garage for added ease.brbrLocated within the Gulf and Bay Bayside community, guests are just a short stroll from beach access to Siesta Key's world-renowned white sandy beaches along the Gulf of Mexico. Spend your days lounging by the shore, combing for shells, or enjoying the vibrant turquoise waters. For a change of pace, explore the area's quaint shops, local dining, and outdoor activities, all just minutes away.brbrThis turnkey condo provides everything you need for a relaxing getaway in sunny Siesta Key. Whether you're planning a weekend retreat or an extended stay, this is the perfect home base to enjoy the beauty and charm of Florida's Gulf Coast. Start planning your Siesta Key escape today!brbrHouse Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.

Bayfront Siesta Key condo - 2 heated pools - tennis and pickleball - beach access - GBB 1351

Siesta Key, Florida, United States

1

Bed

1

Bath

4

Sleeps

$289.06

Welcome to the epitome of waterfront luxury living in Siesta Key, Florida. Professionally managed by Gulf Coast Vacation Rentals, nestled within the prestigious Gulf and Bay Club Bayside, this first-floor condominium offers an unparalleled blend of comfort, style, and coastal charm.brbrAs you step through the front door, you're greeted by an airy and inviting open-concept living space adorned with tasteful coastal decor. The living area seamlessly flows into the dining space, creating the perfect setting for entertaining guests or enjoying quiet evenings with loved ones. Large windows allow natural light to flood the interior, while offering breathtaking views of the shimmering waters just beyond.brbrThe fully equipped kitchen boasts modern appliances, sleek cabinetry, and ample counter space, making meal preparation a delight. Whether you're whipping up a quick breakfast or preparing a gourmet dinner, this kitchen has everything you need to satisfy your culinary cravings.brbrThe primary bedroom is a sanctuary of comfort and relaxation, featuring a plush king-sized bed, ample closet space, and an en-suite bathroom complete with a luxurious walk-in shower. The second bedroom offers flexibility and convenience, with two twin beds that can easily accommodate family and loved ones. A second bathroom with a shower/tub combo ensures privacy and convenience for all occupants.brbrStep outside onto your private patio and prepare to be captivated by the stunning waterfront vistas that stretch as far as the eye can see. Whether you're enjoying al fresco dining, lounging with a good book, or simply soaking in the serene surroundings, this outdoor oasis is sure to be your favorite spot to unwind.brbrResidents of Gulf and Bay Club Bayside enjoy access to an array of resort-style amenities, including a clubhouse, fitness center, tennis courts, and multiple swimming pools. With direct access to the pristine beaches of Siesta Key just steps away, every day feels like a vacation in paradise.brbrHouse Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.

Bayfront Siesta Key condo - 2 heated pools - tennis and pickleball - beach access - GBB 1358

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$243.74

Escape to the tranquil beauty of Siesta Key in this exquisite first-floor one-bedroom condominium at Gulf & Bay Bayside. Professionally managed by Gulf Coast Vacation Rentals, step into a realm of spaciousness and modern elegance, where every detail has been thoughtfully curated for your ultimate vacation retreat. From your private lanai, savor serene views of the bay and harbor, setting the perfect tone for relaxation.brbrThe recently renovated kitchen offers a fresh and inviting space, featuring contemporary cabinetry, updated lighting, stylish paint, and a practical kitchen work desk. Indulge in the spa-like bathroom, boasting a new, expansive walk-in shower with multiple shower heads, elegant new cabinetry, and sleek granite countertops. For your entertainment, the condo is equipped with three new flat-screen HDTVs and complimentary wireless internet access throughout.brbrConveniently situated within the Gulf & Bay Bayside community, this residence provides effortless access to exceptional amenities. The larger of the two heated swimming pools is just steps away, inviting you for a refreshing dip. The clubhouse offers a well-equipped exercise room and a relaxing sauna, perfect for unwinding after a day of exploring. Gather with friends and family at the conveniently located gas grills for an enjoyable outdoor meal.brbrBeyond the exceptional comforts of this condo, its prime location on Siesta Key offers unparalleled access to the island's renowned attractions. A leisurely stroll will lead you to the powdery white sands of Crescent Beach, consistently ranked among the world's finest. Immerse yourself in the crystal-clear waters of the Gulf of Mexico, perfect for swimming, sunbathing, and shelling. The vibrant Siesta Key Village, with its charming shops, diverse restaurants, and lively entertainment, is also within easy reach.brbrExperience the best of Siesta Key from this exceptional vacation rental at Gulf & Bay Bayside.brbrHouse Rules: No Motorcycles, golf carts, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.

Bayfront Siesta Key condo with beach access - GBB1333

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$211.15

This charming 1-bedroom, 1-bath condo is perfectly located directly across from one of the most beautiful beaches in the world and is ready for your relaxing getaway. Enjoy stunning sunsets each evening from your private balcony while taking in the coastal breeze.brbrThe light and airy unit features an updated kitchen with granite countertops, along with a modern cabinetry and tile.brbrYou’ll have easy access to the beach, Siesta Key Village for shopping and dining, and Downtown Sarasota is just a short drive away, offering even more restaurants, entertainment, and attractions.

Siesta Key Beach Condo #1 Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$306.96

We invite you to stay in our spacious 1,290 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAbsolutely gorgeous views of the Gulf of Mexico from the balconies are just one of the many features ...you will enjoy staying in this vacation home. Sitting in the living areas of this home you are overlooking the sights of Siesta Key. The openness of the floor plan allows for entertaining, family dinners and a sense of togetherness. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThis condo has been recently renovated / decorated and comfortably sleeps 6. The master bedroom has a king bed, a walk-in closet, and its own dressing area and bathroom while the guest bedroom has 2 queen beds with a connecting bathroom and 2 closets. This unit is equipped with 55 flat screen ROKU TVs and private balconies in each room, cozy fireplace, and your own bar. We have available for you all the items needed such as beach chairs, umbrellas, cooler, and beach cart.brbrThe Anchorage is a gated community with private parking, gulf views, elevators, laundry room in every floor, private beach access, tennis and pickleball courts, heated Olympic size pool, fishing area with fish cleaning station, 2 gas grills, 1 charcoal grill, picnic tables, 300' of dock included with your stay so you can bring your boat, waverunner, or jet ski and if you don't own one don't worry, you can rent one at the Siesta Key Marina which is located directly across the street.brbrThis condo is located within walking distance to shops, restaurants, and bars. (Literally across the street from Captain Curt's, Spearfish Grill, The Boat Yard Bar & Grill, Daiquiri Deck, Crescent Beach Market, CB's Salt Water Outfitters, and Siesta Kation Fishing Charters just to mention a few) Also a free trolley stop is located just outside the gate so you can go anywhere on the island without worrying about driving or parking availability.brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: 2 QUEEN BEDSbrbr- Elevator: 2brbr- Exercise Facility: Yesbrbr- Floor No.: 4th FLOORbrbr- Internet Access: Yesbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: Openbrbr- Electric Stove: Yesbrbr- View: Yesbrbr- PICKLEBALL: Yesbrbr- Gulf View: Corner Gulf Viewbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr

Anchorage 404

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$345.09

Enjoy this darling 1-Bed, 1-Bath condo, located just half a block from the powdery white sand of the world-famous Siesta Key Beach! With a lovely open floor plan, this little home offers a wonderful décor, a kitchenette, living room with a sleeper sofa and a bedroom with a king size bed. Relax by the pool under the warm island sun, or take the quick stroll into the Siesta Key Village for the many great shops and restaurants the island has to offer. Walk down the Sunset beach to take in the stunning views and spectacular sun sets. If you feel like venturing off the island, Siesta Key is located just 20 minutes from Sarasota International Airport and just minutes from the downtown area of Sarasota and all it has to offer. Sarasota is the Cultural Gem of the Gulf Coast. It offers numerous galleries, theaters, and some of the finest restaurants in the world. You will not be bored with this location. The list of activities is nearly endless as you can spice up your vacation with bike, kayak, or boat rental for your entertainment. This unit is sure to be a lovely Gulf Holiday for you and your family that will have you returning year after year!brbrBedroom 1 – KingbrLiving Room – Queen Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 23br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: $500

One Bed/ One Bath Condo- Step From Siesta Key Beach with Pool On Property!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$407.2

If you’re dreaming of a scenic seascape getaway, this recently remodeled Bianco Sands is the perfect vacation home for you. Located in the Point of Rocks area, Bianco sands is just steps away from a shared heated pool and close to the world famous beaches of Siesta Key. You will be surrounded by the soothing tones of the sea with sleeping accommodations for up to 6 guests. The two bedrooms each feature a king size bed and the living room offers more space with a queen sleeper sofa. The grounds offer access to the pool area, private only to the Bianco Sands complex, charcoal BBQ grills, and plenty of outdoor seating for spending time in the wonderful island breeze. As you sit by the pool, relaxing in the warm sun, you’ll struggle with the decision to go down to the nation’s #1 rated beach or take a short walk to the Crescent Village for shopping and entertainment. The beautiful Gulf-side beaches and Crescent Village are all within easy walking or biking distance, perfect for enjoying much of what Siesta Key has to offer. Stay at Bianco Sands, where the lush tropical landscape immediately reminds you of your attraction to Siesta Key Beach, our tropical paradise.brbrBedroom 1 – KingbrBedroom 2 – QueenbrLiving Room – Queen Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 23 br*To book a beachside managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security authorization Hold taken upon check-in. Amount: $500

Beautiful Two Bedroom/ Two Bath Bianco Sands, Quick Walk to Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$417.92

If you’re dreaming of a scenic seascape getaway, this recently remodeled Bianco Sands is the perfect vacation home for you. Located in the Point of Rocks area, Bianco sands is just steps away from a shared heated pool and close to the world famous beaches of Siesta Key. You will be surrounded by the soothing tones of the sea with sleeping accommodations for up to 6 guests. The two bedrooms each feature a king size bed and the living room offers more space with a queen sleeper sofa. The grounds offer access to the pool area, private only to the Bianco Sands complex, charcoal BBQ grills, and plenty of outdoor seating for spending time in the wonderful island breeze. As you sit by the pool, relaxing in the warm sun, you’ll struggle with the decision to go down to the nation’s #1 rated beach or take a short walk to the Crescent Village for shopping and entertainment. The beautiful Gulf-side beaches and Crescent Village are all within easy walking or biking distance, perfect for enjoying much of what Siesta Key has to offer. Stay at Bianco Sands, where the lush tropical landscape immediately reminds you of your attraction to Siesta Key Beach, our tropical paradise.brbrBedroom 1 – KingbrBedroom 2 – QueenbrLiving Room – Queen Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 23 br*To book a beachside managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security authorization Hold taken upon check-in. Amount: $500brbrPlease note: Photos of Interior are taken from unit 1116. All standard 2 bedroom units have the same appliances, furniture, and square footage, with minor difference to décor items.

Beautiful Two Bedroom/ Two Bath Bianco Sands, Quick Walk to Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$417.92

If you’re dreaming of a scenic seascape getaway, this recently remodeled Bianco Sands is the perfect vacation home for you. Located in the Point of Rocks area, Bianco sands is just steps away from a shared heated pool and close to the world famous beaches of Siesta Key. You will be surrounded by the soothing tones of the sea with sleeping accommodations for up to 6 guests. The two bedrooms each feature a king size bed and the living room offers more space with a queen sleeper sofa. The grounds offer access to the pool area, private only to the Bianco Sands complex, charcoal BBQ grills, and plenty of outdoor seating for spending time in the wonderful island breeze. As you sit by the pool, relaxing in the warm sun, you’ll struggle with the decision to go down to the nation’s #1 rated beach or take a short walk to the Crescent Village for shopping and entertainment. The beautiful Gulf-side beaches and Crescent Village are all within easy walking or biking distance, perfect for enjoying much of what Siesta Key has to offer. Stay at Bianco Sands, where the lush tropical landscape immediately reminds you of your attraction to Siesta Key Beach, our tropical paradise.brbrBedroom 1 – KingbrBedroom 2 – QueenbrLiving Room – Queen Sleeper SofabrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 23 br*To book a beachside managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security authorization Hold taken upon check-in. Amount: $500brbrPlease note: Photos of Interior are taken from unit 1116. All standard 2 bedroom units have the same appliances, furniture, and square footage, with minor difference to décor items.

Beautiful Two Bedroom/ Two Bath Bianco Sands, Quick Walk to Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$728.14

Newly remodeled pool home. Your home away from home is a perfect blend of luxury, comfort, and convenience- just steps from the soft, powdery sand of Siesta Key Beach - named #1 in the US and #4 in the world.brThis home is well suited for a multi generation family or 2 familiesbrThe large outdoor living space is a true oasis and includes a salt water pool with travertine pool deck, gas grill, bar with bar stools, outdoor shower, and plenty of seating both in the sun and shade. Covered lanai is equipped with ceiling fans.brQuiet, safe location, central to where you want to be. Beach access 11 (lifeguarded) is less than a 5 min walk.You can take advantage of having a lifeguard, yet this beach access is not very crowded because it is not near the beach parking lot.br Easy walk to Siesta Key Village for restaurants, shopping, live music, or take the free trolley that traverses the entire Key. Trolley stop is at beach access (4 min walk)brSpend your vacation without the hassle of traffic and looking for a parking space.brRelax at the beach during the day, then swim and lounge in the privacy of your own pool.brLiving area in the center of the home is open concept where everyone can gather - invites you to unwind and enjoy the company of your loved ones: If you are on kitchen duty:20 ft sliding doors bring in the outdoors so you won't miss a thing happening outside. brState of the art fully equipped kitchen with quartz counter tops and stainless steel appliances.brTwo bedrooms are located on each end of the living area so two families can each have their own space when desired.brFast Internet-br75 inch TV in living room with You Tube TV (64+ channels) . Each bedroom has a Roku TV for streaming.brbrBeach wagon, sand chairs, beach cooler and beach towels provided.brKeurig Duo coffeemaker, so make a whole pot or use K cupsbrbrNew listing for VRBO- to see reviews from previous platform, search the web for Palm Oasis Siesta Key, heading says Safe &Clean Palm Oasis

PALM OASIS Location! Location! - 4 min walk to Beach, short stroll to Village

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$279.48

Siesta Key has been named America's #1 beach time and time again. Experience fun in the sun like never before at this two-story townhome style condo located just a few hundred feet from the private access beach. Towards the front of the community guests have access to a heated pool and bathrooms. brbrWalking up to the unit you will walk past an outdoor patio with a patio dining set. Enter through the front door and find yourself in the living room of this updated unit. Plenty of seating with an almost wall to wall sofa set across from a flat screen TV. Moving towards the rear of the unit you will pass a laundry room with washer/dryer and a full bath. The eat-in kitchen is equipped with a 4-piece stainless steel appliance set among other small kitchen appliances and stocked with many cooking utensils. A door at the rear of the building from the kitchen allows for access to rear parking and community charcoal grills. brbrBack inside and up the stairs are where two bedrooms are located along with two additional bathrooms. The master bedrooms is spacious and furnished with a king-size bedroom set and TV with ensuite bathrooms. The guest bedroom is furnished with a queen size-bed and a twin-size bed.brbrMinimum Reservation Requirements: 1 week minimum reservation required in most cases must be Saturday to Saturday.

Walk to the #1 Beach in America, Offers Heated community Pool, Free Wi-Fi

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$398.36

Island House Beach Resort - Siesta Key Florida, Crescent Beach. This 2 bedroom, 2 bath duplex is located on the ground floor and is 1000 sq. ft. It has a full kitchen, living room, dining area, lanai. There is a king size bed in the primary bedroom, 2 twins in the guest room and a sleeper sofa in the living area. The unit is located close to the large heated swimming pool. Free Wi-Fi in the unit! brbrIsland House Beach Resort – Siesta Key, Florida (Crescent Beach)brbrEnjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances, and a private screened lanai perfect for relaxing after a day in the sun.brbrFor your convenience, the villa includes three large flat-screen TVs, central heating and air conditioning, and all the amenities you need for a comfortable stay.brbrExperience the privacy and ease of your own standalone villa, while being part of the beautiful Island House Beach Resort community. Just a short walk through the resort brings you to the powdery white sands and turquoise waters of the Gulf of Mexico—perfect for relaxing in the sun, sand, and surf.brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Island House Beach Resort V10A

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$556.09

Summary:brbrEscape to luxury in our serene Sarasota home! - 3 spacious bedrooms with modern comforts - Private pool and hot tub for relaxation - Fully-equipped kitchen and elegant dining area - Comfortable lounge with large flat-screen HDTV - Spacious backyard with BBQ grill and free bikes - Prime location, just a 3-min drive to Siesta Beach - Experience a High-End Vacation Getaway in Sarasota! - Free parking and EV charger available.brbrbrbrThe Space:brbrEscape to luxury in our serene Sarasota home! Relax in your private oasis with a sparkling pool, hot tub, and expansive backyard. Enjoy the open-concept living area and three cozy bedrooms designed for ultimate comfort. brbrbrbrExperience a High-End Vacation Getaway in Sarasota! This stunning home offers a blend of luxury, comfort, and convenience, perfect for families and groups looking to enjoy the best of Sarasota. With a private pool, hot tub, and prime location, you’ll have everything you need for a memorable stay.brbrbrbrComfortable Accommodation:brbr- 3 Spacious Bedrooms:brbr - Primary Bedroom: King-sized bed, skylight, desk, reclining chair, and a large flat-screen HDTV with streaming services.brbr - Second Bedroom: Cozy queen-sized bed with backyard views.brbr - Nautical Room: Two comfortable full-sized beds and a wall-mounted TV.brbrbrbrInterior Feeling:brbr- 2 Modern Bathrooms:brbr - Both bathrooms feature walk-in showers, beautiful tilework, and are stocked with fresh towels and hair dryers.brbr- Fully-Equipped Kitchen:brbr - Stainless steel appliances, bar-style island, wrap-around countertops, and all the essentials for a home-cooked meal.brbr- Comfortable Lounge Area:brbr - Large flat-screen HDTV with streaming services, natural light from skylights, and a relaxing space for everyone to unwind.brbr- Dedicated Workspace:brbr - High-speed WiFi and a desk for remote work or planning your vacation activities.brbrbrbrOutdoor Bliss:brbr- Resort-Style Outdoor Space:brbr - Private Pool + Hot Tub: Perfect for relaxation and enjoyment.brbr - BBQ Grill + Outdoor Dining Area: Ideal for outdoor meals.brbr - Sunny Patio with Loungers: Perfect for sunbathing or reading a book.brbr - Spacious Fully-Fenced Backyard: Great for family fun and games.brbr - Free Bikes: Explore the local area and nearby beaches.brbrbrbrDelightful Dining:brbr- Spacious Indoor Dining Area:brbr - Elegant six-seater dining table for family meals and gatherings.brbrbrbrProfessional Cleaning:brbr- Free Parking + EV Charger:brbr - Convenient parking options and electric vehicle charging.brbrbrbrPrime Location:brbr- 3 Min Drive to Siesta Beachbrbr- 10 Min Drive to Crescent Beachbrbr- 13 Min Walk to a Local Beachbrbr- Easy access to Siesta Key Village and local restaurants.brbrbrbrWhy You’ll Love Staying Here:brbr- Private Pool and Hot Tub: Perfect for relaxation and family fun.brbr- Modern Comforts: Enjoy high-speed WiFi, a large flat-screen TV with streaming services, and a fully-equipped kitchen.brbr- Convenient Location: Quick access to Sarasota’s best beaches and local attractions.brbr- Family-Friendly: Spacious backyard, BBQ grill, and free bikes for exploring.brbrbrbrBook Your Stay at This Gorgeous Sarasota Home Today!brbrbrbrGuest Access:brbrThe entire property is exclusively yours during your stay, so relax and make yourself at home. You will have access to the entire house, backyard, pool, and all listed amenities. In addition to the spaces mentioned above, your stay includes:brbr • High-Speed Wi-Fibrbr • Free on-site parking & an EV Chargerbrbr • Complimentary Bicycles & a Kayakbrbr • Private Laundry Room with Washer & Dryerbrbr • Air Conditioning & Heatingbrbr • Children's Amenities (Crib, High Chair, Pack & Play, etc.)brbrbrbrThe Neighborhood:brbrExperience the Best of Siesta Key!brbrbrbrYour perfect Siesta Key vacation rental. Our property offers not just a fantastic home but also a prime location for exploring the stunning beaches and local attractions that make Siesta Key a top destination. Discover what makes our neighborhood so special!brbrbrbr ️ Just a 3-Min Drive to Siesta Key Beach!brbrEnjoy the famed Siesta Key Beach with its powdery white sand and crystal-clear waters in just a 3-minute drive from our property. Whether you're in the mood for a relaxing day on the beach, a swim in the Gulf, or a beachside picnic, Siesta Key Beach has it all.brbrbrbr ️ 10 Minutes to Crescent BeachbrbrExplore the serene beauty of Crescent Beach, just a 10-minute drive away. This beach offers gorgeous views, great swimming, and a more tranquil setting compared to the more popular beaches.brbrbrbr ‍♂️ 13-Min Walk to a Local BeachbrbrFor those who prefer to walk, you can reach a local beach in just 13 minutes on foot. Perfect for a leisurely stroll to enjoy the sun, sand, and sea whenever you like.brbrbrbr ️ Discover Local Dining & ShoppingbrbrSiesta Key Village is just a short drive away, offering an array of local restaurants, cafes, and boutiques. Savor fresh seafood, enjoy gourmet meals, or browse through unique shops and local crafts.brbrbrbr ‍♂️ Explore Scenic Paths & TrailsbrbrTake advantage of the bikes provided to explore the scenic paths and trails around Siesta Key. Enjoy a leisurely bike ride through the friendly neighborhood or venture out to discover new parts of the island.brbrbrbr Breathtaking SunsetsbrbrDon’t miss the chance to witness the stunning sunsets over the Gulf of Mexico. Find a cozy spot on the beach or a waterfront café and be mesmerized by the colorful skies as the sun dips below the horizon.brbrbrbr ‍♂️ Family-Friendly Fun & RelaxationbrbrOur neighborhood is perfect for families with activities like kayaking, paddleboarding, and shell hunting. Plus, our property features a private swimming pool and hot tub for relaxation after a day of fun.brbrbrbr Explore Nature & WildlifebrbrVisit the nearby Siesta Key Tropical Gardens and explore local wildlife and native plants. It’s a great way to connect with nature and enjoy the natural beauty of Siesta Key.brbrbrbr Convenient Access to SarasotabrbrWith easy access to major roads, you can also explore the wider Sarasota area and enjoy attractions such as museums, arts venues, and more.brbrbrbrWhy Stay with us brbr ️ 3-Min Drive to Siesta Key Beachbrbr ️ 10 Minutes to Crescent Beachbrbr ‍♂️ 13-Min Walk to a Local Beachbrbr ️ Vibrant Dining & Shopping in Siesta Key Villagebrbr ‍♂️ Scenic Biking & Walking Pathsbrbr Stunning Sunsets Over the Gulfbrbr ‍♂️ Private Pool & Hot Tubbrbr Explore Nature & Wildlifebrbr Easy Access to Sarasota AttractionsbrbrbrbrBook Your Siesta Key Escape Today!brbrbrbrGetting Around:brbrGetting Around Siesta Key!brbrbrbrOur prime location in Siesta Key offers you a variety of convenient and enjoyable ways to get around and explore the best of the area. Here’s everything you need to know about getting around during your stay:brbrbrbr Driving & ParkingbrbrFree Parking: Enjoy free parking at our property for your convenience.brbrEV Charger: We offer an EV charger for electric vehicles to keep your car charged and ready for your adventures.brbrbrbrLocal Attractions: Many of Siesta Key’s top attractions are just a short drive away, including Siesta Key Beach (3 minutes), Crescent Beach (10 minutes), and Siesta Key Village (5 minutes).brbrbrbr ‍♂️ Biking Around Siesta KeybrbrBikes Provided: We provide bikes for guests to use. Explore the scenic bike paths, nature trails, and charming streets of Siesta Key.brbrBike to the Beach: It’s an easy and enjoyable ride to Siesta Key Beach and local shops.brbrbrbr ‍♂️ Walking DistancebrbrLocal Beach: Take a 13-minute walk to a local beach for a relaxing day by the water.brbrSiesta Key Village: A short drive or a pleasant bike ride away, this vibrant area offers dining, shopping, and entertainment.brbrbrbr Public TransportationbrbrSiesta Key Breeze Trolley: The Siesta Key Breeze Trolley is a free service that offers stops around the island, including popular spots like Siesta Key Beach and Siesta Key Village. The nearest stop is just a short walk from the property.brbrSarasota Public Transit: For broader travel options, Sarasota County Area Transit (SCAT) offers bus routes connecting Siesta Key to the Sarasota mainland and surrounding areas.brbrbrbr Ride-Sharing ServicesbrbrConvenient Ride-Sharing: Services like Uber and Lyft are readily available for quick trips around Siesta Key and to Sarasota for dining, shopping, and entertainment.brbrbrbr Car RentalsbrbrCar Rental Options: If you need a rental car, there are several car rental agencies in the Sarasota area, including at the Sarasota-Bradenton International Airport (10 miles away).brbrbrbr Explore Beyond Siesta KeybrbrNearby Attractions: Use your rental car or ride-sharing to explore Sarasota and nearby destinations, including the Ringling Museum, St. Armands Circle, and Selby Gardens.brbrbrbr Local Tips & RecommendationsbrbrBeach Parking: Arrive early to find the best parking spots at Siesta Key Beach.brbrBike Safety: Wear a helmet and follow local biking regulations to stay safe while exploring.brbrPublic Transport: Check the Siesta Key Breeze Trolley schedule for current routes and times.

Luxurious Sarasota Home with Pool

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$383.09

This beautiful home has been extensively remodeled, lays on the canal and only 5 minutes from the famous Siesta Key beach. Enjoy the electrically heated, huge pool and large caged lanai with its beautiful canal view – especially during fantastic sunsets.brbrThe patio table and outdoor sofa lounge are covered giving you some nice shade in the summer and letting you sit outside also on a rainy day or during an afternoon shower. The contemporary kitchen is fully equipped and has a breakfast bar. You walk on wood and tile floors throughout the house. For your communication and entertainment, the house offers wireless internet, Cable TV and DVD, flat-screen TV`s in the master bedroom and living room. Both bedrooms have King Beds and an own bathroom. In the garage, you will find all the necessary things for a great day at the beach (e.g. cool box, beach chairs, beach umbrella). Have a wonderful vacation!brbrThe pool can be heated. Poolheat charges 100$+13% Tax per week (setting to 85 Fahrenheit)brMinimumstay 14 days

Newly Renovated Family Home, Pool, Walk to Siesta Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$286.26

Welcome to La Siesta #202brbrLocated directly across from the world famous quartz sand Siesta Key Beach, our fully furnished 2 bedroom 1 bath Gulfview condo features a screened in lanai, perfect to enjoy your morning coffee or evening cocktail while taking in the beautiful peek a boo views and gulf breeze. brbrLocated on the second floor, the condo features a king size bed in the primary bedroom and two twins in the secondary bedroom allowing a comfortable stay for up to 4 people. The bathroom is a tub/shower combination with all linens supplied. The kitchen is fully stocked for your needs including coffee pot, Keurig, toaster oven, microwave and all updated stainless steel appliances. The unit is equipped with private high speed Wifi and HD TV's with cable and streaming capabilities. brbrThe free island trolly stop is located directly in front of the complex and will take you to all the shops, restaurants and nightlife of Siesta Key Village located one mile away. brbrLa Siesta offers covered parking, heated pool, shuffle board courts, outdoor grills, on site laundry, recreation room, pool tables and a small workout room. This is a family oriented community. Primary renter has to be 25 to rent with Id required at time of booking. No pets allowed.brbrWe look forward to your stay at La Siesta 202 and providing you the perfect getaway to one of the worlds best beaches. brbrbrbr

La Siesta #202. Located directly across from Siesta Key Beach.

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$377.9

Immerse yourself in the allure of warm crystal blue waters, caressed by tropical breezes, and behold the most mesmerizing sunsets on earth at our Sea Shell Condominium.brbrNestled directly on the world-famous Crescent Beach, our condo offers unparalleled access to the internationally acclaimed fine powdery white sands – a sanctuary that remains cool to walk on even amidst the summer heat! Rated as one of the top ten beaches in the WORLD, Crescent Beach boasts a stunning ocean view from both the living room and bedroom balcony of our condo.brbrStep onto the shore and feel the gentle descent of our beach into the warm Gulf waters, inviting safe swimming and wading for guests of all ages. Whether you seek a week-long family vacation, a respite from the Northern winter, or a multi-family gathering renting several of our condominiums, Siesta Key and the Sarasota area offer year-round enjoyment.brbrRest assured, our calendar is always up-to-date, reflecting the popularity and demand of our condo. Take a peek at our calendar – it's a testament to the undeniable allure of our unit. Don't delay in making your reservation and securing your slice of paradise!brbrConvenience is at your fingertips, with shopping, restaurants, fishing charters, boat rentals, and the renowned Captain Curt's clam chowder – rated #1 in a New England cook-off – all within walking distance. brbrDon't miss out on the opportunity to experience the magic of Siesta Key – book your stay with us today and create memories that will last a lifetime!brKeywords: NON SMOKING - Both baths remodeled - Big Flat Screen & Cable! WIFI Internet - Steps from beach! Sooo Close to best sand in Florida.

BEACHFRONT -Right on Florida's #1 Beach! Steps from the Sand... Sleeps 7

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$920.92

Solastar | A Luxury Island Escape, 2 Private Pools + 3-Min Walk to Crescent Beachbrbr Why You'll Love This HomebrThe Solaster is a rare Siesta Key gem—two private homes combined into one elegant retreat. With dual private pools, two living areas, and space for up to 20 guests, this home is ideal for multi-family escapes or large group getaways. Located just 0.2 miles to Crescent Beach, it's where privacy meets proximity.brbr ‍ ‍ Perfect ForbrPerfect for multi-family vacations, group getaways, or two families traveling together. Enjoy side-by-side privacy with the convenience of shared outdoor space and unbeatable walkability to the beach and village.brbr ️ Imagine ThisbrWake up in your own private villa just a 3-minute walk from Crescent Beach. Morning coffee on your screened-in porch, an easy stroll to grab breakfast in Crescent Village, and afternoons spent lounging in one of two fenced-in pool courtyards—your group can spread out or come together at will. Inside, you'll enjoy two full kitchens, two living rooms, and 6 bedrooms with comfort-driven design throughout. Come evening, grill out in the backyard, swap stories under the stars, and retreat to your own half of the duplex for a quiet night's rest.brbr Where You'll Sleepbr• Bedroom 1 (Morning Star): King Bed – Ensuite Bath, TVbr• Bedroom 2 (Morning Star): King Bed – Shared Ensuite Bath, TVbr• Bedroom 3 (Morning Star): Two Full Beds – Shared Hall Bath, TVbr• Queen Sleeper Sofa (Morning Star Living Room): Sleeps 2br• Bedroom 4 (Sun Star): King Bed – Ensuite Bath, TVbr• Bedroom 5 (Sun Star): King Bed – Shared Ensuite Bath, TVbr• Bedroom 6 (Sun Star): Two Full Beds – Shared Hall Bath,TVbr• Queen Sleeper Sofa (Sun Star Living Room): Sleeps 2brbr Explore the Areabr• 0.2 Miles to Crescent Beach Access #13br• 0.3 Miles to Point of Rocks Snorkeling Areabr• 0.2 Miles to Crescent Village (Restaurants, Shops, Bars)br• 1.2 Miles to Siesta Key Public Beachbr• 1.8 Miles to Siesta Key Villagebr• Walk to Local Ice Cream, Bike Rentals, Tiki Bars, and Boat Launchesbr• Peaceful, Walkable Southern Siesta Key Neighborhoodbrbr⌛ Don't WaitbrHomes with dual private pools, just 3 minutes from the beach don't stay open for long. With our CottageClean™ 35-point inspection and deep clean protocol, you can relax the moment you arrive. Reserve The Solaster now and give your group the space and setting to reconnect in paradise.brbr Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high-speed WiFi included. This is a single-level duplex home with two separate entrances, two living areas, and two private pools. Dog-friendly with a 25-pound limit and pet fee. The pool is heated between November 15 – April 15.

The Solaster | Pet Friendly Home on Siesta Key w/ 2 Heated Pools, Walk to Beach & South Village!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$362.11

Casita Mar | Walk to Siesta Key's Crescent Beach, HOA Pool Access, Laid-Back Island Staybrbr Why You'll Love This HomebrCasita Mar offers the easy rhythm of island life—walkable beach access, a relaxed neighborhood, and a comfortable retreat to return to after sunny days.brbr ‍ ‍ Perfect ForbrCouples, small families, and friends looking for a quieter Siesta Key stay with simple access to beaches and villages.brbr ️ Imagine ThisbrBeach mornings turn into poolside afternoons. Evenings bring outdoor dinners and sunset walks. The island feels close, calm, and completely unhurried.brbr Where You'll Sleepbr• Bedroom 1: Queen Bedbr• Bedroom 2: Two Twin Bedsbrbr Explore the Areabr• 0.1 miles to Crescent Beach – Powdery sand and gentle Gulf watersbr• 0.1 miles to Crescent Village (South Village) – Dining and casual nightlifebr• 0.3 miles to Point of Rocks – Snorkeling and clear-water viewsbr• 2.3 miles to Siesta Key Beach – Iconic shoreline and amenitiesbr• 2.5 miles to Siesta Key Village – Shops, dining, live musicbr• Free Siesta Key Trolley – Convenient island transportationbrbr About Siesta Key's Crescent Beach (Local Favorite)brCrescent Beach is one of Siesta Key's three main beaches, along with Siesta Beach and Turtle Beach, sharing the island's famous powdery white sand. Part of Siesta Key Beach, it's known for a more relaxed, less crowded vibe, with excellent shelling, swimming, and snorkeling at Point of Rocks. This Siesta Key beach feels quieter and more private—perfect for guests who prefer a serene beach experience.brbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean program, featuring a 6-hour deep clean and 35-point inspection.brbr Need to Know: Casita Mar is one side of a duplex and may share walls, outdoor areas, and the HOA pool with the neighboring unit. Interior spaces are fully private. Beach chairs and umbrella available through Calini Beach Club. Contact us directly for more information regarding any shared space for this vacation home. Dog-Friendly With a Fee (1 dog up to 25lbs).

Casita Mar | Pet Friendly, Siesta Key Home with Pool & Beach Access Included!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$762.79