Hotels with Private Pools in Siesta Key

With a stay at Tropical Breeze Resort in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 8 minutes from Sarasota Memorial Hospital. This beach hotel is 10.2 mi (16.5 km) from Lido Beach and 8.6 mi (13.8 km) from St. Armands Circle. Take advantage of recreation opportunities such as a hot tub or take in the view from a terrace and a garden. Additional amenities at this hotel include complimentary wireless internet access, wedding services, and a television in a common area. Featured amenities include luggage storage, laundry facilities, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 58 individually decorated guestrooms, featuring minibars and flat-screen televisions. Your pillowtop bed comes with down comforters and premium bedding, and all rooms are furnished with queen sofa beds. Complimentary wireless internet access is available to keep you connected. Bathrooms feature showers, complimentary toiletries, and hair dryers.

Luxurious Vacation Home, Chateau du Soleil , for Lease: Welcome to your Dream private vacation home, newly built in 2013 and one of the most Magnificent Vacation homes on Siesta Key. From the moment you walk into the Spacious open first floor, you will know you made the perfect choice for a vacation single family home rental on famous Siesta Key. Decorated in a "Beachy" style, you will be Comfortable right away. The main floor has a Fabulous Gourmet kitchen with huge island fully stocked with all the utensils, dishes and pans you will need. There is a separate bar area with stools. The dining room table easily seats 7 so there is plenty of room for all the family to be together. The large sliding glass door opens to an expansive deck overlooking the pool area. The main floor also has a Queen size bedroom and a full bathroom with unique, pebble floor shower. Upstairs are three bedrooms including the palatial master King bedroom with a private outside balcony. With its partial Ocean View, it's a great retreat for sipping a margarita and watching the sun set. The master bath has an elegant pedestal tub to soak your cares away. There is also a separate stall shower with rain shower head drenching you in cascading droplets. The second bedroom features a Queen bed, with access to the front facing balcony. Bedroom three features a Great Kids Room, with two sets of bunk beds they will surely enjoy. An adjacent full size bathroom is shared by both guest bedrooms. The second floor laundry has a full size washer and dryer. The Heated Salt water pool (heated to 84 F. November thru March) is located on the ground floor and invites you to the refreshing sound of its flowing waterfall. The outside shower, tables, chairs, and lounges are for your comfort while sitting and relaxing pool side. Siesta Key Beach is only a quick block and a half stroll to the powdery white sand and turquoise Gulf of Mexico waters. Siesta Key Village is an easy walk three blocks away following the village sidewalks. There you will find leisurely dining and shopping for all. Everything necessary is at hand to enjoy a Wonderful Vacation on the Isle of Siesta Key. About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:ALL RENTALS ARE FROM SATURDAY TO SATURDAY.ALL LESSEES MUST SIGN OWNERS RENTAL AGREEMENT WITHIN ONE WEEK OF OWNER PROVIDING AGREEMENT TO THEM,We do not furnish propane for the grill. Guests must refill the available tanks if they wish to utilize the grill..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

With a stay at The Ringling Beach House in Siesta Key, you'll be in a shopping district, steps from Siesta Key Beach and a 5-minute drive from Crescent Beach. This apartment is 10.8 mi (17.4 km) from Lido Beach and 9.1 mi (14.6 km) from St. Armands Circle. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This Mediterranean apartment also features complimentary wireless internet access, concierge services, and a picnic area. Free self parking is available onsite. Make yourself at home in one of the 12 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished patios. 57-inch flat-screen televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves.

With a stay at Siesta Key Island Rentals in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This vacation home is 10.9 mi (17.5 km) from Lido Beach and 9.1 mi (14.7 km) from St. Armands Circle. This smoke-free vacation home features hiking/biking trails nearby and windsurfing nearby. Free self parking is available onsite. Make yourself at home in one of the 6 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include washers/dryers and irons/ironing boards.

Your cozy getaway awaits in Siesta Key at this beatiful vacation rental. With 7 bedrooms, 2 kitchen, game room, theater room, 5 bathrooms and 2 family room. Private pool and 2 minutes walking to Siesta key beach. This tranquil retreat is perfect for guests looking to unwind. Kickback, relax, and enjoy everything Siesta has to offer.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

Welcome to island life! Enjoy your own private resort in the heart of the #1 beach in America, Siesta Key! Indulge in the pinnacle of island living at this pristine waterfront home on Siesta Key—a haven where luxury meets natural beauty. In the heart of a picturesque landscape, nestled amidst lush greenery and framed by breathtaking views, lies this extraordinary property where luxury and nature's tranquility meet.This luxurious 3-bedroom, 2-bathroom retreat and additional detached ADU bedroom-is not just a home; it's your own private resort, seamlessly blending coastal elegance with the convenience of being within walking distance to the #1 Siesta Key Beach and the charming village. Completely updated February of 2025, the residence exudes coastal elegance with tasteful decor and high-end finishes. As you step into this luxurious retreat, you will be greeted by a spacious and open concept living room and kitchen, where beautiful views of the canal unfold before you. Almost everything in this home is brand new, including Sealy Posturepedic mattresses and Pottery Barn furniture—ensuring a level of comfort that exceeds expectations. Drop your bags and say, "Wow!"The open concept living room and kitchen are bathed in natural light, creating a warm and inviting atmosphere. The well-appointed kitchen is a haven for culinary enthusiasts, featuring modern appliances and a layout that encourages socializing. A costal bar with drink fridge and ice maker are perfect for your morning coffee or evening cocktail. The 3-bedroom, 2-bath ranch-style layout offers privacy and convenience. -The primary bedroom with a king bed boasts long views of the canal. Wake up in our heavenly bed to the beauty of the water and enjoy your morning coffee from the private dock. The luxurious en-suite bathroom and home office makes the primary bedroom a peaceful retreat. - Two additional bedrooms offer serene retreats creating a soothing sanctuary for restful nights. One bedroom offers a luxurious king bed. The other bedroom has two queen beds. - A detached Auxiliary Dwelling Unit with a full bed and office can function as the perfect workspace or teenager bungalow.The lush surroundings, featuring tropical palms, plants, and beautiful flowering landscape, create a magical setting—a true nature preserve for the soul. Your private resort amenities include a heated pool, fire pit, and a private dock overlooking an endless canal. The focal point is the private dock, inviting you to explore the waterways or savor the breathtaking views. Fishing from your dock becomes a serene pastime, where you can witness dolphins, manatees, and pelicans enjoying the warm canal waters or boats passing by. The home is thoughtfully equipped with kayaks, allowing you to embark on water adventures right from your doorstep. Bring your own boat and tie it to our dock to explore all Siesta has to offer. Take a dip in the heated glistening pool. After a day of exploring the island beaches and sinking your toes into the powdery sand, enjoy the evening gathering around a cozy fire pit. This home is designed for ultimate relaxation and outdoor enjoyment.Located in the heart of Siesta Key, this home is perfectly positioned for easy access to multiple public beach access points and the dining and shopping delights of Siesta Key Village. The village at the end of our street offers a combination of family, brunch, sports bars, and fancy restaurants. Also lots of shopping at the end of the street which includes Lily Pulitzer, Southern Tide, Tommy Bahama and souvenir shops like Beach Bazaar and Alvin’s Island. Also, the Siesta Key market, liquor store, ice cream shops, and so much more are at the end of the street. Leave the car behind and explore the island using the provided bikes. Biking is a convenient way to explore the island effortlessly. The village is less than a 10-minute walk, and all beach access points are within a 15-minute stroll.This hidden gem invites you to escape to your own private island paradise—an easy-living retreat that combines luxury, privacy, and the natural beauty of Siesta Key. Indulge in the privacy and comfort of an unparalleled family getaway. Whether gathering on the dock for evening drinks or exploring Siesta Key Village's vibrant dining and shopping, this home's location offers the perfect balance of tranquility and entertainment. This classic Florida home offers a private dock, heated pool, bikes and kayaks at your disposal, every day becomes an opportunity for coastal adventures. Book your stay today and experience the enchantment of this coastal sanctuary. Your private island paradise awaits—enjoy coastal lifestyle at its finest.Additionally, we would like to highlight our pool amenities for your enjoyment: The pool is heated from November 1st to April 1st, to a comfortable 85 degrees, providing a delightful experience during the cooler months. Canal Access,Private dock,Heated Private Pool, Fire Pit,4 Kayaks (2 single, 2 tandem)4 Adult/3 kid bikes,2 Car Garage,Detached Air Conditioned Office,Additional Parking for up to 4 vehicles and 30 foot boat trailer or rv.Getting aroundStay on the key and save yourself the headaches of traffic, bridge crossing, and parking. Walk, ride our bike, or rent a golf cart and enjoy island vacation mode your entire stay. No car needed but you are welcome to park four cars in the driveway during your stay.WALKING-To reach the beach and town, just start walking west down Avenida de Mayo. The town is only .04 mile. Beach access points 2-8 are all less than .08 mile.TROLLEY- The Siesta Key trolly picks up at the end of our street in front of Morton's Market. The Siesta Key Breeze Trolley is free for all riders. Additionally, it operates seven days a week making getting around convenient. The Trolley route follows Ocean Boulevard to Beach Road and down Midnight Pass Road. Trolley hours: Daily 8 a.m. to 10 p.m. Download the Trolley app.BICYCLES-We provide a family set of bicycles during your stay. Please use the bike locks provided when leaving the bikes unattended in town or at the beach.AIRPORT-There are several ride share options for easy access to nearby airports. Sarasota (20 minutes), Punta Gorda (58 minutes), St. Pete (1 hour and 15 minutes), and Tampa (1 hour and 15 minutes) airports are all with in an hour or so of the house.About pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:No wet clothes on furniture No eating/drinking in bedrooms Park in designated areas No glass in pool/backyard.No smoking No house parties Quiet hours 10pm- 8am No pets in bedrooms Pool Heater is set at 85 degrees.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Bright & Stylish Retreat This beautifully designed open-concept home blends modern comfort with elegant style. Relax in the airy living/dining space, unwind in the serene bedroom, and soak up natural light from large windows. Enjoy your private patio, take a dip in the pool, and use the queen airbed for extra guests—perfect for couples, friends, or familyAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

Village West # 101 is the perfect place for your Siesta Key Vacation. With rentals by the day, by the week, or longer this location is sure to please. Our newly Remodeled Siesta Key Ground Floor Apartment is in the heart of the Village of Siesta Key. This apartment is well appointed and professionally decorated with attention to detail and visitor comfort.The unit is fully furnished with most everything you will need for your stay on Siesta Key. There is even a washer/dryer inside the unit for your convenience! It is professionally managed by a local property management company that is available during your stay to make sure your visit is exceptional. You are just 200 steps to the powdery white sands that Siesta Key is famous for. You are also just 100 steps to the center of the Siesta Key Village, where you will find wonderful shops and restaurants to visit. The unit is a 1/1 with a queen sleeper sofa and sleeps 4 comfortably. Come stay at Siesta Key, where the beach was voted # 1 Beach in the USA by Dr. Beach in 2011.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Your Perfect Family Beach Haven on Siesta Key:Discover the ultimate family getaway in this beautifully modernized beach house, thoughtfully designed to make your vacation effortless and memorable. Just one mile from world-famous Siesta Key Beach, this stunning home offers the perfect balance of relaxation and adventure for families seeking their dream beach escape.Indoor Comfort Meets Outdoor Paradise:Step into your private oasis featuring a heated, screened pool surrounded by a spectacular lanai – perfect for family dinners under the stars or lazy afternoons on comfortable chaise lounges. Fire up the BBQ while the kids splash in the pool, or gather at the bistro set for morning coffee and vacation planning.Comfortable, Modern Living:Inside, the home flows seamlessly between welcoming spaces designed for family time and relaxation. The contemporary living room features a 60" smart TV, while a separate cozy family room offers the perfect spot for board games or quiet reading. The heart of the home is the fully equipped, modern kitchen, complete with new appliances, a generous island, and comfortable counter seating – ideal for family meals and snack time.And rest easy... every bedroom is a private retreat, featuring:Individual smart TVs for winding down in the evening Blackout blinds for perfect vacation sleep-insUSB charging ports in wall outlets for everyone's devicesBeach ready with everything you need: 6 adult beach cruiser bikes for family adventuresComplete beach setup with chairs, cart, umbrella, and beach gamesBeach towels and an outdoor shower to rinse off the sand when you return home Prime Location:1-mile ride to Siesta Key Public Beach, where you will find the famous colorful life guard stations!2-mile ride to Siesta Key Village's restaurants and shopsEasy access to local entertainment and live musicConvenient Frog Hop trolley service available to get around the island Whether you're planning active beach days or poolside relaxation, this thoughtfully appointed home offers everything your family needs for the perfect Siesta Key vacation. Create lasting memories in this ideal blend of comfort, convenience, and coastal charm. Minimum 28-day rental to comply with local laws for residential area.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 1:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

BEYER BEACH HOUSE– A One-of-a-Kind Siesta Key Retreat You won’t find another home like this on Siesta Key! This mid-century bungalow designed by Twitchell/Rudolph, features attached Grand Suite, beautiful Terrazzo floors, a NINE-foot privacy fence, and sits on the best street on Siesta Key — quiet, safe, and just steps from the beach.LOCATION, LOCATION, LOCATION- 1 block from world-renowned Siesta Key Beach- 5-minute walk to the sand, or 15 minutes to Siesta Key Village shops & restaurants- Free jitney & open-air transport to Village, Crescent Beach, and other Island spots THE HOME- Spacious mid-century bungalow on a nearly double-wide lot- Large pool with resort-sized deck & Tropitone furniture- Multiple outdoor spaces for sun or shade, privacy or gathering *Oversized screened veranda with sliders opening to the living area *Grassy sun area to enjoy morning coffee from the kitchen coffee bar *Plus covered sitting areas outside each of the 3 bedroomsAMENITIES- Cable in LR and Smart TVs with Amazon Prime in two bedrooms- Bikes: 6 adult- Beach gear: chairs, towels, umbrella, cooler, cart & more- Outdoor Living: propane grill, firepit- Comfort: 2 HVAC units, pet-friendly (1 medium dog, NO CATS)- Kitchens: full kitchen + kitchenette with extras (air fryer, Keurig & drip, dishware for 10, wine, beer & cocktail glasses/plastics and lots of extrasPARKING- Wide Horseshoe driveway with covered area/electrical outlet easily fits 6 vehicles- On-Street Parking in the direction of traffic is also available EASY ACCESS to FLORIDA'S BEST- Sarasota/Bradenton Int’l Airport – 30 mins- Punta Gorda – 50 mins- Tampa/Busch Gardens or Fort Myers – 1 hr 15 mins- Orlando/Disney or Naples – 2 hrsPOOL HEATING- Free at 72–75°- $25/day for higher temps (up to 85°) or during summer months (June–Sept)About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).Dogs only, number/breed restrictions may apply.About checkOut:Check out before 10:30 AM.About children:Children allowed: ages 0-17.Great for kids!.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.Outside only.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.