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

Unique Concrete House Boat! No cleaning fees!
This ferrocement boat Later Gator was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Restaurant/bar, pool, laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

Rustic Barn Retreat
Experience the rustic elegance of this beautifully remodeled 1,800 sq. ft. barn nestled on a serene 17-acre property. Unwind in the private heated hot tub and soak up the peaceful surroundings. The prime location offers convenient access to major attractions—just a 35-45 min drive west will take you to Disney, Universal, SeaWorld, and gator parks, while a 45-60 min drive east leads you to the breathtaking Atlantic beaches and the Space Coast. Plus, the property is only 40 min from the airport

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.

HISTORIC RIVERSIDE POOLSIDE CABANA WITH DOCK, POOL
As you drive up to this hacienda-style estate and park your car on the sandy drive under the ancient live oaks dripping with Spanish moss, you'll know that you have arrived at a genuinely special place. The mission-style bell tower atop this 'cabana' guest house and the Spanish-style courtyard tucked away behind wrought-iron gates offer the first clues that this was formerly the site of an early 20th-century railroad and streetcar tycoon's Florida get-away. Originally the carriage house for...

Galloway Getaway Ranch
This 10-Acre Hay n' Stay Destination is perfect for Equestrians and those looking to escape the hustle and bustle of the city. Relax by the pool or take a stroll through a pasture, plenty of room to roam. Located near Florida's top Horseback Riding Trails, Theme Parks, and Beaches, and just minutes away from Historic Downtown Mount Dora offering fantastic dining and shopping experiences. Be sure to visit the local Natural Springs nearby including Wekiva Springs, Rock Springs Run, and more!

The Perfect Home - Heated Pool - Next to Universal
This luxurious, modern, completely remodeled single-family home with HEATED pool and spacious FULLY FENCED backyard in one of Orlando's best neighborhood! Centrally located from all Orlando has to offer: ☆ 1.7 miles from Universal Studios ☆ 2.6 miles to Restaurant Row ☆ 4.5 miles to Orange County Convention Center ☆ 6.5 miles to Seaworld ☆ 10 miles to Disney World This home offers upscale living space with stunning outdoor area to kick back and enjoy after a long day at the parks.

Charming Tiny House on 5 acres with POOL/ HOT TUB
Escape to the heart of Lakeland where our charming Tiny House awaits. Nestled on 5 acres of tranquility, you'll experience the best of both worlds: a peaceful retreat and easy access to local shopping centers just a stone's throw away. The Tiny House is furnished with a queen size bed and a king sized bed in the upstairs loft, kitchen, full bath as well as a designated work area. Take a refreshing dip in the shared pool, unwind in the hot tub, or simply soak up some sun on the lounge chairs.

Adult-Only Getaway w/ Mermaid Pool | 18+, Private
🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)
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.

*HEATED POOL*NEAR RAINBOW RIVER & CRYSTAL RIVER*
FREE heated pool to 82° all winter long! Tasteful & comfortable furniture throughout! Spacious ranch style home that will comfortably sleep 10! Well stocked kitchen supplies & other items you may have forgotten! Extremely desirable pool & lanai area, perfect for hanging out! Great central location, close to Rainbow River, Three Sisters Springs, Weeki Wachee & Devil's Den. Quiet neighborhood, great to unwind at after a day of paddling with manatees, scalloping or even local airboat tours!

Enjoy the Magic - Floating Cottage on the River
Welcome to FLOATING COTTAGE . . . Imagine staying in a small cottage, gently afloat on the beautiful St. Johns River in Sanford, Florida. Perfect for social distancing! Sanitized between guests. Contactless check-in. Floating Cottage provides a magical space to relax, refresh and explore. Relax on the front porch; enjoy the warm breeze while watching marina activity, and the bounty of nature. Enjoy the peaceful comfort of the fully equipped small home.

Beautiful country house
Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates
Popular amenities for Central Florida rentals with a pool
House rentals with a pool

Beautifully Furnished 3/2 with In-ground Pool

Lake Dora Dream-Waterfront/Pool

Shades of Blue - Heated Pool! Pets Welcome!

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

Waterfront Home with Pool + Private Dock

(BayC) Poolside Paradise: Airbnb Retreat

Legoland Getaway 7 mins • Sleeps 7 • Elevator

Dream pool magazine home city center/parks/DT
Apartment rentals with a pool

Ocean Breeze • Easy - Heated Pool Access

Tiki Themed Waterfront Condo on Tampa Bay

Private Rooftop Suite! No resort fees!

Salt Life Oasis - Direct Oceanfront (End Unit)

Remodeled Retreat - Rest, Relax and Rejuvenate!

2-bedroom condo w/ stunning lake and Disney views

Tropical Courtyard Paradise on St. Pete Beach

Westgate Vacation Villas - 1 Bedroom
Other holiday rentals with a pool

Hidden Disney Cabin- Close to parks!

Pool Home close to Indian Rocks Beach Pet Friendly

Waterfront Beach Bungalow with Pool. 2 Bedroom

Epic stay at Vista Cay!

Waterfront Oasis - Crystal River

Pet-Friendly | King Bed | Gym & Pool | Near Parks

Max Beach Resort - 2 Bedroom Accessible Ocean View

Designers Villa @ Saddlebrook
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- Raymond James Stadium
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Discovery Cove
- Give Kids the World Village
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Amalie Arena
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- Southern Dunes Golf and Country Club
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