Siesta Key in west Florida is recognized as one of the best beaches in the US. And we’re not just talking about the amenities. At the Great International Sand Challenge, Siesta Key was rated as having the “world’s finest, whitest sand”, beating the Bahamas and Grand Cayman! Dazzling white and powdery fine sand, the 99 percent pure quartz sand of Siesta Key does not contain any coral or shell fragments. Affectionately known as “Sarasota’s Favorite Island,” Siesta Key is an 8-mile (12.8-kilometer) long, crescent-shaped barrier connected to the mainland by two bridges. From water-inspired attractions to boating and fishing excursions to sunbathing, there is so much to do in Siesta Key. Why not go on a well-deserved trip to Siesta Key and book a stay at a vacation rental with a pool for privacy? In this article, we have gathered our top Siesta Key vacation rentals with a private pool. Read on to learn more.
This chic yet cozy canary yellow home with a fantastic backyard is like being in a resort. This rental is conveniently located on Sunset Pointe in the heart of Siesta Key Village and less than a one-minute walk from the beach. The home has five bedrooms and four bathrooms: there are three master suites on the ground floor and a fourth bedroom and loft on the second. Step out onto the patio and generous backyard with tropical landscaping. There’s more than enough comfortable seating for you and your guests. The backyard also features a private tiki hut and a heated pool and hot tub. The interiors of the house are spacious, with each bedroom inspired by Siesta Key’s beauty.
The Pool House - THE BEST BACK YARD ON SIESTA KEY. SLEEPS 16. Nearly BeachfrontSiesta Key, Florida, United States
Top guest reviewsthe pool and backyard ambience are amazingprivate pool and jacuzzi was awesomethere is tons of room and a gorgeous back yard with pool and hot tubthe home was super clean updated and had everything we neededthe decor the cleanliness the backyard the amazing service we received from dana and her team
Host:bedrooms are very quiet and the home is quite kid friendlyRead more reviewsthe location is amazinglocation is great house is beautifulabsolutely love the house and the locationhouse was beautiful and in a great locationproperty is well maintained and in as absolutely perfect location
This luxurious Siesta Key plantation home features a solar power-heated and covered pool. The 2,900-square-foot (269-square-meter) vacation rental has three bedrooms and two bathrooms, perfect for a group of six. The villa is absolutely private, as it is nestled in a residential cul de sac. The pool deck is covered by a lanai, allowing you and your companions to enjoy the warm sun throughout the day. The property is surrounded by key lime, coconut, and banana trees, giving you even more quiet and seclusion. At the heart of the home is an open-plan great room with a formal dining area adorned with rustic yet vibrantly colored décor. The nearby kitchen is well-appointed with steel appliances.
Luxurious Key West plantation home SOLAR HEATED POOL FREE FIBRE WIFI, BIKES
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviewsEverything was like clockwork and pretty much anything you need for the houseLittle bit of trouble getting in on arrivalHad all the comforts of homeIt was nice to be able to cook if we wanted - kitchen very well equiped and grill by the poolHad a wonderful time Enjoyed the pool (a bit cold for my 2 year old)Very clean and the bed was extremely comfortableCleanliness is a top priority for me and it was super clean
Host:The owner is so nice and helpfulJohn answered all my questions quickly & kindly I totally recommend this propertyThough the weather was perfect all week the pool was a bit chilly for us to swimThe host was extremely helpful prior during and after our stay Could not have asked for more Thoroughly recommend this property and can't wait to returnthe owner has thought of all the little things that help make a stay comfortable and most important to meRead more reviewsFive nice bikes are provided Several nice restaurants in the village and if you are Gluten Free like mePerfect place to stay A short easy bike ride to the Siesta beach and villageCharming house in great location on Siesta Key short distance from the village Beautiful home that met all our needsIt's literally 2 minutes from the Siesta Key beach by car or couple of minutes more by bicycle ( kindly provided)The house i very well equipped and in perfect shape
Not only does this home have a private pool lanai, but it also provides picture-perfect views of Heron Lagoon. This lagoon house has two bedrooms and two bathrooms, ideal for a party of six. Situated in a large wooded estate, this vacation rental features a private dock on the scenic Heron Lagoon. The newly furnished and decorated home is perfect for swimming, fishing, and kayaking. Tucked away in this private waterfront retreat is a large screened patio just steps away from the master bedroom. The living space and master bedroom overlook the lagoon, with sweeping views of the seawater through sliding glass doors that bring in the outdoors. If you are looking for peace, tranquility, and easy access to Siesta Key, then this is your vacation rental.
Waterfront hideaway on Siesta Key in Sarasota, Florida
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviewsview of lagoon from pool area and house is amazingthe house itself was spotless and nicely decorated
Host:hosts were attentive and so nicetammy was wonderfully helpful and thoughtfulRead more reviewsthis property fit the bill while being close to everythingwhat a beautiful gem very private and lovely place in a great quiet locationsuch a sweet place to spend our anniversaryit’s six h a great place we loved going bike riding every morning down siesta key
Perfect for up to eight guests, this villa, which is surrounded by a lake and lush tropical gardens, has three bedrooms and two baths. The vacation home sits on a quiet cul de sac bordered on two sides by Lake Nancy, a nature lover’s delight. Swim in the heated pool, sit on the lanai or terrace, or take a 15-minute walk to Siesta Key’s beaches and shops. Large glass doors lead out to the poolside and lanai overlooking the lakefront. Enjoy delicious meals with your loved ones in the formal dining area. There is plenty of attractive seating throughout this luxurious home, lending the place to quiet reading or engaging conversation. Each color-themed room is lavishly furnished and decorated.
Siesta Key Lakefront Oasis, 3 Bd Home, Heated PoolSuperhost
Top guest reviewsit was great fun to ride bicycles to dinner shops & the beach the pool each evening was wonderfulthe pool is a good size and has a cool water featurevery clean and nicely appointedeverything was extremely well thought out clean easy to use and the house was very stylishbeatifully furnished sparkly clean and in a great locationa good spring clean is in order including washing of the pillows/coverlets
Host:owner very responsive to questionsthe house location and the host were all absolutely amazingjudith is an attentive hostess and every day spent here was appreciatedRead more reviewssafe location great beaches impeccable house excellent support from judiththe location is very nice as it is in a quiet area and walkable to townit is a nice quiet spot yet very close to the village and beachesthis place is not just nice it's paradise
If you’re looking for a brand-new vacation rental listing, consider this one-of-a-kind beach bungalow. It is centrally located near Siesta Beach, shops, and restaurants. It also features a private heated pool and a boat dock. This cozy beach cottage has an enclosed front porch that offers views of the famous Siesta Key canal. Watch the village trolley and people pass by. The backyard, on the other hand, has dining and entertainment areas. Truly original, this seafoam and teal-toned gem is a fourth-generation home that maintains its Florida beach house charm. There are two bedrooms and one bath, as well as an outdoor shower, perfect for a group of six visitors.
One-of-a-kind*Beach, Village, Dock & Private Pool!Siesta Key, Florida, United StatesSuperhost
Top guest reviewsthe pool was perfect along with along the appliancewe grilled on gas grill and had friends for dinner eating at outside table with lights at nightmarko and kellie’s place is gorgeous cozy warm has everything you will needthis is our 2nd visit to rad's cozy cottage and we absolutely love staying herethe space is absolutely gorgeous and so comfortablevery clean and welcominggreat house very clean and spaciousthe house was spotlessly clean very well organized and comfortablethe house itself is beautiful and extremely clean/organizedthe house was super clean and decorated so nicely
Host:the owners are attentive & kindthe hosts provided wonderful and accurate recommendations in their binderthe host was really kind always available and lovelythe hosts were very helpful and the welcome basket was a thoughtful touchmarko was an awesome host he was always available with any questions or concernsRead more reviewslocation is perfectthe location is super convenientgreat location to beach and downtownin a perfect location walking distance to so muchamazing house in an amazing location
Located five minutes away from Siesta Beach, this waterfront property overlooks Grand Canal. Enjoy your Siesta Key sanctuary, which boasts 2,746 square feet (255 square meters) of tastefully decorated living, dining, and leisure space. Ideal for swimming, boating, or fishing, the vacation rental sleeps six guests, and it has three bedrooms and two baths. Guests are greeted by an expansive living room with a large sunroom. To the property’s right are a private heated pool and a spacious patio with plenty of sitting areas.
***Walk to Beach! 5 min-Canalfront~PrivatePOOL/HotTub
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviewsthe kitchen was well-equipped and the grill was greatceiling fan in master bedroom did not work making it very warm to sleephad a well stocked kitchen and nice grill which we also usedmimi will make you sign “ side “ agreements that include energy consumption and pool addendumsit should not be the renters responsibility to clean a jacuzzithe house is spacious and very clean with lots of amenitiesclean with all the amenities
Host:mimi (owner) was friendly honest and very informativethe owner mimi gonzalez was great to deal withmimi is a tremendous host very responsive to any needs you may havemimi was very engaging and extremely helpful right from the time we booked and throughout our stayRead more reviewsperfect location and plenty to doperfect location loved the bikes pool was amazingthe hammock was everyone's first choice the proximity to the beach restaurants and park was idealif there is anything you would need mimi is close enough and very responsivethanks for providing such a nice place for us to stay while at siesta key
Searching for a secluded beach rental with a private pool and hot tub that can also be enjoyed at night? Then look no further. This comfortable vacation home is 1.4 miles (2.25 kilometers) from the beach. Situated in a quiet residential neighborhood, Siesta Peace Retreat has two bedrooms and two bathrooms. Lounge by the pool or take a dip in the warm hot tub. Laze on a hammock in the backyard or practice yoga in the colorful relaxation zone. Enjoy your meals in the modern kitchen indoors or outdoors. Watch TV in the soothing living room or hip lanai.
Siesta Peace Retreat NOW a Private home rentalSiesta Key, Florida, United States
Top guest reviewsloved being indoors and we loved spending hours in the patio and poolit’s a very nice house with lots of space nice bathrooms & soft comfortable bedsthe open-air pool is a rare find and allows for good star gazing in the eveningsnicest back yard and pool i’ve ever been inour room and bathroom was private and comfortablethe house in siesta key was not only very clean it was amazing tooit’s a nice well-furnished clean homethe place is beautifully decorated and well kept sparkling cleanoverall a great stay if you don’t have high cleanliness standardshost her home is very clean the pool is amazing and her suggestion board was very thoughtful
Host:tracy was an amazing hostthe hosts are very responsive and helpfultracy was the most accommodating and welcoming host anyone could ask fortracy is a wonderful host full of recommendations and tips about exploring the areawhat a super host she knows everything on the keyRead more reviewsit’s location is perfectthis place is beautiful and within walking distance from townadorable space in a great locationsuper helpful thoughtful and her place is in the perfect locationthis place is totally a peace retreat the neighborhood is quite
This waterfront home is private - it’s fenced in, and the lot across the overlooking canal is bare. It is a short eight-minute stroll from the beach. This summer home has a very roomy and fully equipped kitchen that’s great for entertaining. Enjoy your morning coffee in the sunroom, go kayaking in the canal, or take a dip in your own waterfall pool or spa hot tub. As darkness falls, barbecue some summer favorites by the outdoor grill or cozy up by the fire pit.
Private Home-Walk 2 Village/Beach-Heated Pool/Spa❤️Siesta Key, Florida, United StatesSuperhost
Top guest reviewssleeping arrangements were very comfortablerandy and halie provide all the amenities to make your stay comfortable and relaxingwe also enjoyed the beautiful pool and hot tubthis home was very clean and exactly what we expectedthe home was very clean and quietsuper clean stylish decor great location beds were very comfortable and the spa was greatthe place was everything we had wanted: clean convenient to everything thoughtful touches bright and spaciousnice clean home in a great location
Host:randy the host was excellent communicating with usrandy was a great hosthost was very helpful and responsive to any/all questionsowner very responsive and nicethe hosts were so great to work with and crazy fast at respondingRead more reviewsgreat property location was perfect: walk to village; walk to beachamazing location everything was greata beautiful house in a great locationits got a fantastic location relative to the village and it's a short walk to the beachthe location is perfect in the siesta key village with everything you need right at your fingertips
Experience designer beach living at this gorgeous cottage featuring a heated saltwater waterfall pool. Perfect for a group of seven, this 1,800-square-foot (167-square-meter) home has three bedrooms and three bathrooms. Sea Palm Cottage, as the vacation rental property is called, was recently remodeled so that guests feel like they are in an island paradise. Everything, including the beach, retail outlets, and dining spots, is conveniently located from this charming getaway. Take a dip in the private tropical pool. Lounge in the living area that is brightly decorated with the hues of the ocean. Enjoy breakfast by the kitchen, have a hearty lunch in the outdoor kitchen, or savor dinner in the more formal dining space.
CLEANED to new standards: 4bedroom/3bath HOUSE ACROSS FROM BEACH/Private PoolSarasota , FL, US
Looking for a smaller vacation rental that is big on modern amenities and conveniences? This 1940s home, located not far from Siesta Beach, was recently upgraded to include a private pool and barbecue grill. The pristine white summer cottage has 1,000 square feet (93 square meters) of cozy living space. Great for a group of five, the home has two bedrooms and one bath. The quaint but up-to-date kitchen also has a bar with views of the pool outside.
Siesta Beach Vacation RentalSiesta Key, FL, US
Top guest reviewsjust as advertised nice patio poolthe pool was the perfect touch for usit's only a block from the beach we also loved the pool it was perfectthis property was very clean and well maintainedthe house was comfortable and clean and we would stay again in a heartbeatthe house had everything we needed and was very cleancottage and pool were very clean and owner was very friendly and easy to work withvery clean great location and excellent amenities
Host:the owner was so sweetthe owners were very welcoming and responded very quicklygary and his mom janice were very responsive nice and house was as explainedthe pool was nice to have and gary was very helpful one day after it had rainedRead more reviewsgreat location loved the poolthe house had everything great locationgreat place a few minutes walk from the public beachthis property is awesome close to the beach and village the house was so nice and cleanthe location of this cottage is wonderful if you want to be across the street from the beach
A must-visit island paradise
Siesta Key is a must-visit island paradise. You can plan your trip around this destination without getting bored. Aside from spending the day on the gulf waters or relaxing in your vacation rental, ride the free trolley that goes around the island. Explore Siesta Key’s shores, whether it’s at Siesta Beach, Crescent Beach, or Turtle Beach. Shop at the farmers market, play a round of golf, watch an evening performance, check out the shops, try out the restaurants, and more.
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