Lady Lake

Hotels with pools in Lady Lake

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Best Lady Lake Hotels with Swimming Pools

Check out our selection of Lady Lake hotels with Pools
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SureStay Plus Hotel by Best Western the Villages
SureStay Plus Hotel by Best Western the VillagesSureStay Plus Hotel by Best Western the VillagesSureStay Plus Hotel by Best Western the VillagesSureStay Plus Hotel by Best Western the VillagesSureStay Plus Hotel by Best Western the VillagesSureStay Plus Hotel by Best Western the Villages
36
Hotels in Lady Lake
The SureStay Plus Hotel by Best Western The Villages is a quaint, newly renovated property located in the Historic area of Spanish Springs in The Villages. This area, located on the Northern end of The Villages is where the vision began that has grown to become one of the fastest growing retirement communities in the nation. Close to shopping and restaurants and just a short walk to the Spanish Springs town square.

"Everything was fine be aware they’re going to up charge for their deposit to scare people away "
Very Good
101 reviews
8.0/10
1 night
From OMR 29
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2 BR, 2 B Home.w/ Golf Cart  Located in The Villages.1 Mile from Spanish Springs
2 BR, 2 B Home.w/ Golf Cart  Located in The Villages.1 Mile from Spanish Springs2 BR, 2 B Home.w/ Golf Cart  Located in The Villages.1 Mile from Spanish Springs2 BR, 2 B Home.w/ Golf Cart  Located in The Villages.1 Mile from Spanish Springs2 BR, 2 B Home.w/ Golf Cart  Located in The Villages.1 Mile from Spanish Springs
5
Hotels in Lady Lake
Beautifully Furnished SUPPER CLEAN. 2 Bedroom 2 Bath Home Located in the Historic District of The Villages.Close to the Bridge to Spanish Springs Town Square. Great Place to Enjoy All THE VILLAGES Have to Offer! Beautiful Beach Decor. Comfy Furniture with 60' HD TV. Comcast Cable and High Speed Internet. Electric, Supper Fast Golf Cart and ALL ACTIVITIES included with rent. Completely turn key with all linens, pots, pans, etc. 5 Min. to Spanish Springs. Split Plan Design is Perfect For 4 People Who Like Privacy. This Home Has Everything You Need So Just Pack Your Bags and Enjoy Your Vacation Lifestyle. THE VILLAGES is The Ultimate Over 55 Location. With Over 100 Planed Activities Every Day. FREE GOLF at some of the best Executive Golf courses on the Planet. Plus Over 100 Golf Courses For Golf at Every Level. What Ever You Like You Will Find it At THE VILLAGES. 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 checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 55.About events:Events allowed: family gatherings.Maximum event attendees: 8.
Amazing
21 reviews
9.6/10
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Beautifully Renovated 2 Bed- 2 Bath Home Close to Spanish Springs Town Square
Beautifully Renovated 2 Bed- 2 Bath Home Close to Spanish Springs Town SquareBeautifully Renovated 2 Bed- 2 Bath Home Close to Spanish Springs Town SquareBeautifully Renovated 2 Bed- 2 Bath Home Close to Spanish Springs Town SquareBeautifully Renovated 2 Bed- 2 Bath Home Close to Spanish Springs Town SquareBeautifully Renovated 2 Bed- 2 Bath Home Close to Spanish Springs Town SquareBeautifully Renovated 2 Bed- 2 Bath Home Close to Spanish Springs Town Square
32
Outstanding
5 reviews
10.0/10
Check Availability
Lady Lake
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Comfort Suites the Villages
Comfort Suites the VillagesComfort Suites the VillagesComfort Suites the VillagesComfort Suites the VillagesComfort Suites the VillagesComfort Suites the Villages
71
Hotels in Lady Lake
A stay at Comfort Suites Lady Lake - The Villages places you in the heart of Lady Lake, within a 15-minute walk of Spanish Springs Town Square and Spanish Springs Lanes. This hotel is 0.6 mi (0.9 km) from Central Florida Health and 0.9 mi (1.5 km) from Orange Blossom Hills Golf & Country Club. Take advantage of recreation opportunities including an outdoor pool and a fitness center. Additional amenities at this hotel include complimentary wireless internet access, a fireplace in the lobby, and a picnic area. A complimentary buffet breakfast is served daily from 7:00 AM to 10:00 AM. Featured amenities include complimentary wired internet access, a computer station, and express check-out. Planning an event in Lady Lake? This hotel has 1001 square feet (93 square meters) of space consisting of conference space and meeting rooms. Free self parking is available onsite. Make yourself at home in one of the 80 guestrooms featuring refrigerators and LCD televisions. Your pillowtop bed comes with premium bedding, and all rooms are furnished with double sofa beds. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.
Very Good
97 reviews
8.8/10
1 night
From OMR 39
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Holiday Inn Express & Suites the Villages
Holiday Inn Express & Suites the VillagesHoliday Inn Express & Suites the VillagesHoliday Inn Express & Suites the VillagesHoliday Inn Express & Suites the VillagesHoliday Inn Express & Suites the VillagesHoliday Inn Express & Suites the Villages
99+
Hotels in Lady Lake
Whether here for business or pleasure, you’ll love our proximity to the Spanish Springs Town Square which features free live music and entertainment 365 days a year, from 5PM to 9PM. Golf Cart Rentals are also available. All rooms feature 60 Hi-Def TV channels on flat screen TVs, Keurig coffee makers, microwaves, refrigerators, hair dryers, irons and ironing boards, “Stay Smart” shower head by Kohler, and free Wi-Fi. We also offer a 24-hour Business Center, Fitness Center, on-site guest laundry, and an outdoor heated pool. Pet-Friendly hotel. Pet Friendly Suite requests are NOT guaranteed due to very limited availability, and guests may be placed in Standard rooms upon check-in. Breakfast is on us! Enjoy our Complimentary Full Hot Express Start Breakfast Buffet, available from 6:30am to 9:30am weekdays, and 7am to 10am on weekends. Our pancakes, biscuits & gravy, eggs, sausage or bacon, fresh fruit, yogurt, cereals, bagels, breads and muffins are sure to start your day off right. A “must have” is our signature cinnamon roll, served hot and fresh every morning. Of course, hot coffee and tea are available not only during breakfast hours, but also 24-hours a day in our Hotel Lobby. We hope you enjoy your stay in The Villages and in our hotel!

"We have a good time in the hotel. The breakfast is awesome and the staff is friendly."
Very Good
101 reviews
8.3/10
1 night
From OMR 37
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Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Microtel Inn & Suites by Wyndham Lady Lake/The VillagesMicrotel Inn & Suites by Wyndham Lady Lake/The VillagesMicrotel Inn & Suites by Wyndham Lady Lake/The VillagesMicrotel Inn & Suites by Wyndham Lady Lake/The VillagesMicrotel Inn & Suites by Wyndham Lady Lake/The VillagesMicrotel Inn & Suites by Wyndham Lady Lake/The Villages
99+
Hotels in Lady Lake
Relax at the consistently enjoyable Microtel Inn and Suites by Wyndham Lady LakeThe Villages hotel conveniently located off Highway 27 just minutes from the Villages nature walks through Ocala National Forest kayaking through Lake Griffin golfing and an hour from Orlando. Find modern comforts at affordable prices at this lodging with outdoor courtyard pool large-vehicle parking meeting and conference space and business center. Start your day off right with a complimentary continental breakfast and stay connected with complimentary wireless Internet access. Stylish guest rooms include hairdryer and coffee-maker. Suites smoke-free and handicapped-accessible rooms are also available. Service Animals - ADA-defined service animals welcome. Dogs Allowed - 2 pets max. Dogs only. 35lbs or less per pet. Fees - 15USD per pet per night. Other Information - Contact hotel for additional details and availability.

"A great place to bring your family. The amenities were great. The staff was friendly. and the rooms are clean and really enjoyed the breakfast. I definitely recommend this hotel."
Very Good
99 reviews
8.0/10
1 night
From OMR 28
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The Villages! 2 Squares!-Pool Access -Free Wifi-All Amenities-Shopping Galore!
The Villages! 2 Squares!-Pool Access -Free Wifi-All Amenities-Shopping Galore!The Villages! 2 Squares!-Pool Access -Free Wifi-All Amenities-Shopping Galore!The Villages! 2 Squares!-Pool Access -Free Wifi-All Amenities-Shopping Galore!The Villages! 2 Squares!-Pool Access -Free Wifi-All Amenities-Shopping Galore!The Villages! 2 Squares!-Pool Access -Free Wifi-All Amenities-Shopping Galore!The Villages! 2 Squares!-Pool Access -Free Wifi-All Amenities-Shopping Galore!
24
Hotels in Lady Lake
Welcome to Cast Away. This Designer home is located very close to Spanish Spring & Sumter Landing. Access to all amenities w/ provided guest passes. Near 2 Executive Golf Courses, pools, pickleball, tennis, and much more! This peaceful quiet neighborhood is close to great shopping, restaurants and live entertainment every night! Enjoy this spacious layout offering two lanais, and a huge backyard. Fully equipped kitchen. Free Wifi, home includes a washer & dryer.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 10:00 AM.About children:Adults only.About customRules:Quiet hours are between 9pm to 7am.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 40.About events:No events allowed.
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Enclosed Lanai and Golf Course Access - Charming Florida Retreat
Enclosed Lanai and Golf Course Access - Charming Florida RetreatEnclosed Lanai and Golf Course Access - Charming Florida RetreatEnclosed Lanai and Golf Course Access - Charming Florida RetreatEnclosed Lanai and Golf Course Access - Charming Florida RetreatEnclosed Lanai and Golf Course Access - Charming Florida RetreatEnclosed Lanai and Golf Course Access - Charming Florida Retreat
40
Hotels in Lady Lake
You'll feel welcomed and relaxed as soon you open the door to your home away from home. This pet-friendly golf course home is comfortably decorated with an all season lanai & WiFi Internet to stay connected. Please note Winter arrivals are as follows: January 2 - 30 February 1 - 28 March 2 - 30 Welcome to your charming 2-bedroom, 2-bath oasis in the heart of The Villages - The Village of Silver Lake. Nestled in one of the original neighborhoods, this delightful rental is perfectly situated near the vibrant Spanish Springs Town Square, making it easy to indulge in all the entertainment and dining options this beloved community has to offer. As you step inside, you'll immediately notice the elegant vinyl planks that span the entirety of this home - a luxurious upgrade that ensures your comfort and easy maintenance. Say goodbye to the hassle of carpet care! The heart of this residence is the well-appointed kitchen, complete with a cozy eat-in area where you can savor your morning coffee or a quick bite to eat. Adjacent to the kitchen is a separate dining space featuring a built-in server with ample storage, perfect for hosting dinner parties or enjoying a leisurely meal. The living room is a cozy retreat, boasting a plush recliner and a 50" TV, ideal for movie nights or catching up on your favorite shows. Adjacent to the living area, a charming reading nook invites you to unwind in comfy chairs with your latest book or simply bask in the natural light streaming through the windows. The master bedroom is a sanctuary of comfort and style, offering a king-sized bed and another 50" TV for your entertainment. The en-suite master bath features a spacious walk-in shower and a generously sized walk-in closet, ensuring you have all the space you need. The guest room is thoughtfully designed with two twin beds, making it perfect for accommodating friends or family. A second bathroom ensures convenience for all. One of the standout features of this rental is the enclosed lanai, accessible from the living room. Furnished with a table and chairs, it's an ideal spot for enjoying al fresco meals or simply savoring the pleasant Florida weather. Additionally, there are chairs on the back patio, where you can relax and watch golfers tee off from the 9th hole of the Silver Lake Golf Course, creating a serene backdrop to your stay. In addition, we welcome your pets. All dogs and cats are allowed to accompany you in this wonderful home. With its comfortable furnishings, modern amenities, and proximity to all the attractions of The Villages, this 2-bedroom, 2-bath rental in The Village of Silver Lake promises a delightful stay filled with relaxation and recreation. Don't miss your chance to experience the quintessential Florida lifestyle – book your stay today! This home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoyment. Rates are based on double occupancy, additional guest rates will apply. Rates shown do not include taxes and additional fees. Credit card processing fees will be assessed. . Minimum age to book this property is : 50
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Delightful Home with Golf Cart and Enclosed Lanai - Cozy Haven
Delightful Home with Golf Cart and Enclosed Lanai - Cozy HavenDelightful Home with Golf Cart and Enclosed Lanai - Cozy HavenDelightful Home with Golf Cart and Enclosed Lanai - Cozy HavenDelightful Home with Golf Cart and Enclosed Lanai - Cozy HavenDelightful Home with Golf Cart and Enclosed Lanai - Cozy HavenDelightful Home with Golf Cart and Enclosed Lanai - Cozy Haven
44
Hotels in Lady Lake
You'll feel welcomed and relaxed as soon you open the front door to your home away from home. This home is beautifully decorated with a large screened in front port with acrylic windows and comes complete with a gas Golf Cart, WiFi Internet and a phone. Please note Winter arrivals are as follows: January 2 - 30 February 1 - 28 March 2 - 30 Step into the charm and comfort of this inviting 2-bedroom, 2-bathroom rental nestled in the heart of The Villages, specifically the Village of Country Club Hills. Located in one of the original and mature neighborhoods, this residence offers a perfect blend of tranquility and convenience. The Spanish Springs Town Square, a hub of entertainment and dining, is just a stone's throw away, ensuring that the vibrant energy of the community is within easy reach. As you enter, a spacious living room welcomes you, adorned with a 50" TV that beckons for cozy evenings of relaxation. The well-appointed kitchen is equipped with modern amenities, inviting you to unleash your culinary prowess. A delightful feature of this abode is the included golf cart, allowing you to effortlessly explore the picturesque surroundings and partake in the unique lifestyle that The Villages offers. The master bedroom boasts a regal king-size bed, enveloping you in luxury for a restful night's sleep. Accompanying this sanctuary is a 43" TV, providing a private escape for your entertainment needs. The second bedroom is adorned with a comfortable queen-size bed, ensuring that your guests experience the same level of comfort as you do. One of the highlights of this rental is the enclosed lanai, where you can bask in the Florida sunshine while sipping your morning coffee or unwind in the evenings with a refreshing breeze. For those who need to attend to work matters, a built-in desk with a printer is thoughtfully provided, offering a dedicated space for productivity. To complete the experience, a BBQ grill beckons for outdoor gatherings, adding a touch of culinary delight to your stay. Whether you're seeking a peaceful retreat or an active exploration of The Villages, this 2-bedroom, 2-bathroom rental in the Village of Country Club Hills is a haven that combines comfort, convenience, and the quintessential charm of this vibrant community. This home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoyment. NOTE: GOLF CART IS PROVIDED AS A COURTESY FROM THE OWNER IF FOR ANY REASON THE CART DOES NOT FUNCTION PROPERLY YOU WILL NOT BE GIVEN A REPLACEMENT CART. YOU WILL BE RESPONSIBLE FOR RENTING YOUR OWN CART. Rates are based on double occupancy, additional guest rates will apply. taxes and additional fees may apply A processing fees will be assessed for all payments made via credit card Minimum age to book this property is : 50
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Serene Golf Course Views and Inviting Indoor-Outdoor Living - Charming Retreat
Serene Golf Course Views and Inviting Indoor-Outdoor Living - Charming RetreatSerene Golf Course Views and Inviting Indoor-Outdoor Living - Charming RetreatSerene Golf Course Views and Inviting Indoor-Outdoor Living - Charming RetreatSerene Golf Course Views and Inviting Indoor-Outdoor Living - Charming RetreatSerene Golf Course Views and Inviting Indoor-Outdoor Living - Charming RetreatSerene Golf Course Views and Inviting Indoor-Outdoor Living - Charming Retreat
51
Hotels in Lady Lake
Enjoy serene golf course views from this stylish, sun-filled 2BR/2BA retreat featuring inviting indoor-outdoor living and all the comforts of home—your perfect getaway for relaxation, entertaining, and effortless Florida living. Please note Winter arrivals are as follows: January 2 - 30 February 1 - 28 March 2 - 30 Welcome to your tranquil retreat in the heart of The Villages, located in the charming and historic neighborhood of Orange Blossom Gardens. This beautifully maintained 2-bedroom, 2-bath site-built home offers stunning views overlooking the scenic fairways of the Orange Blossom Hill Champion Golf Course, delivering both serenity and convenience in one of the most coveted areas of the community. Step inside to discover a bright and welcoming living space, thoughtfully designed with comfort and functionality in mind. The living room features elegant vinyl plank flooring, a plush sectional sofa, a cozy gliding chair, and a 50” smart TV—perfect for relaxed evenings or entertaining guests. Just off the living area, the dining room is accented with sleek tile flooring and connects seamlessly to the well-appointed kitchen, creating a space that feels open and inviting. The master bedroom is a peaceful sanctuary with soft carpet underfoot, a luxurious king-sized bed, and a 40” TV for private viewing. A spacious walk-in closet offers ample storage, while the en suite master bathroom boasts a large vanity area and a walk-in shower for a touch of everyday luxury. The guest bedroom features a comfortable queen bed and is located conveniently near the second full bathroom, providing privacy and ease for visiting family or friends. Adding to the versatility of this home is a charming Florida room with a pull-out twin bed, offering additional space for lounging or hosting overnight guests. Step outside to the rear screened-in lanai and deck—ideal for morning coffee, evening relaxation, or al fresco dining. A BBQ grill is provided for your convenience, making it easy to enjoy outdoor meals while taking in the golf course views. The home also includes a spacious two-car garage and comes equipped with an electric golf cart and two bicycles, inviting you to explore all that The Villages has to offer. Just a short golf cart ride away is Spanish Springs Town Square, where you'll find live entertainment, dining, shopping, and vibrant community events. With tile flooring in wet areas for easy maintenance, plush carpeting for comfort, and thoughtful furnishings throughout, this home offers both charm and modern convenience. Whether you're seeking a seasonal escape or a longer stay in one of Central Florida’s most beloved active adult communities, this residence provides the perfect blend of style, location, and comfort. This home is made for fun! Just bring your suitcase and we'll provide the 'key' for enjoying the lifestyle. NOTE: GOLF CART IS PROVIDED AS A COURTESY FROM THE OWNER IF FOR ANY REASON THE CART DOES NOT FUNCTION PROPERLY YOU WILL NOT BE GIVEN A REPLACEMENT CART. YOU WILL BE RESPONSIBLE FOR RENTING YOUR OWN CART. This is a smoke-free property. Smoking, vaping, and the use of electronic cigarettes are strictly prohibited inside the unit, on patios, and on the property's premises.. Rates are based on double occupancy, additional guest rates will apply. taxes and additional fees may apply A processing fees will be assessed for all payments made via credit card Minimum age to book this property is : 50
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See All Hotels with Pools in Lady Lake

Frequently Asked Questions

In Lady Lake, which hotels with Swimming Pools have barrier-free access?

Of all the hotels in Lady Lake, which hotels with Swimming Pools have the highest user ratings?

When travelling to Lady Lake for the first time, many travellers find it difficult to choose a hotel with Swimming Pools to stay in. According to Trip.com data, Comfort Suites the Villages, SureStay Plus Hotel by Best Western the Villages and Holiday Inn Express & Suites the Villages are popular highly rated hotels with Swimming Pools, making them good choices for your trip.

What are some popular economy hotels with Swimming Pools in Lady Lake?

Lady Lake Hotels with Pools Information

Total Properties10
Number of Reviews425
Highest PriceOMR 107
Lowest PriceOMR 78
Average Price (Weekdays)OMR 55
Average Price (Weekends)OMR 71