
Holiday rentals with a pool in Lake County
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Top-rated rentals with a pool in Lake County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

BreathtakingView-1BR/2BA-1 Mile to Disney-Sleeps 5
Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

St. Augustine suite
Luxurious space with PRIVATE ENTRANCE, PRIVATE BATHROOM and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree , Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting

Sapphire Cottage - sleeps 6, on 5 acres with canal
On 5 beautiful wooded acres with a boat dock on the canal. Relax by the shared pool, enjoy a BBQ by the firepit, fish from the boat dock, enjoy nature, or simply read a book in the gazebo. Sapphire Cottage has a Master with a queen size bed, a fully equipped kitchen, 2 full size sofa-beds, dinning area for 6, and a full size bathroom. Whether you are looking to relax, enjoy the farm animals, or a bit of adventure we have the perfect location. We live in the main house across the cottage.

1924 Spanish Carriage House Lower
Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

"Winnie's Place" A Peaceful Guesthouse with Pool.
Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

2-bedroom home with pool near Kings Landings!
Private 2-bedroom home with a queen size bed and a separate room with a twin daybed. There are many exciting things to do in the area! My home is about 30 minutes from theme parks such as Universal, SeaWorld, and Disney parks. Extra activities to do are Southern Hill Farms to pick fresh fruits and sunflowers. Want more fun in the sun? There is Wekiwa National park which is 7 miles away for kayaking and water springs. Additionally, Kings Landings is located 10 minutes away.

Lake Dora Dream-Waterfront/Pool
Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

Contemporary Stay 10 min to Parks Pets Friendly
Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Livingston Pool House- In The Heart of Downtown
Welcome to the Pool House! Our newly renovated detached pool house is located in the heart of downtown Orlando, in the Lake Eola Heights Historic District. We are two blocks to beautiful Lake Eola and all the dining and entertainment that Orlando has to offer. The Pool House has everything you need for a relaxing time at home, yet all the entertainment at your finger tips! Downtown living with a tropical escape!
Popular amenities for Lake County rentals with a pool
House rentals with a pool

Private 3-bedroom pool & waterfront home

2/2 custom pool home with 4 person gas golf cart

Pool + Heated spa Family friendly King suite Oasis

Rate Discount~ Pool~Private Country Retreat

Spacious Home with Pool & Hot Tub near Downtown

Stylish Villa Private Pool-SPA Near Parks Disney!

Private 4-Bedroom home with pool!

Stunning Orlando Getaway w/Spa & Heated Pool
Apartment rentals with a pool

ORLANDO SUITE@ UNIVERSAL/DISNEY/CONVENTION CENTER

Suites at Lake Buena Vista close Disney Spring A2

Modern Lake view Condo 1 mile from Disney

Excellent Condo Minutes from Universal Studios

The Point Hotel & Suites - 705H Luxury - Pool View

Luxury Studio, Near to Universal-Epic ,And Disney!

Disney & Epic Free Shuttle, Kitchen

Renovated Condo 2 miles away from Disney Pool view
Other holiday rentals with a pool

Smoke free Allergen Free unit. Animals Not Allowed

Villages home with unique elevated front porch

Adorable PoolHouse, Sleeps 4, Pets, Walk Downtown

Beautiful cozy private studio !!

Relaxing House in The Villages

Amazing New Pool House!

New home in the new part of the villages.

Boutique Suite in Orlando
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Congo River Golf
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