
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.

The Jungalow SOHO - Pool/Hot Tub
The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

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.

Waterfront Home with Pool + Private Dock
Unwind in this intercoastal waterfront paradise with breathtaking sunrise views over the Banana River. Spot turtles, dolphins & manatees from your private dock. Retreat into elegance with an upscale split floor plan coastal home with private pool. Mins from Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣♂️ We provide kayaks, fishing poles, beach chairs & pool toys! Send us a message about the ultimate getaway with your own private pool & dock

Spacious Getaway ~ Heated LED Pool & Ping Pong
Welcome to your Spacious Getaway! Exterior Features: ★ LED Lights in Pool and on Pool Cage ★ Fenced-in yard & Fire-pit ★ Doorbell & Driveway Camera for safety Interior Features: ★ Ping Pong Table ★Large Shower in Master Bathroom ★ROKU on each TV Extras: ★ Heated Pool up to 95 Degrees - $40 per day (Pool Water is normally at 75 degrees without the Pool Heater) ⚠️ Pet-Friendly, but the pet must be added to the reservation ($75 Pet fee)⚠️ {Willing to Negotiate Monthly Prices}

Downtown Orlando Garden Retreat
This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

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

Galloway Getaway Ranch

Lake Dora Dream-Waterfront/Pool

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

Family friendly home, heated pool “NO party’s”

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Rate Discount~ Pool~Private Country Retreat

Designers Villa @ Saddlebrook

Amazing Pool-Jacuzzi/ 8 Universal/ 15 Disney
Apartment rentals with a pool

Lovely Winter Park Home close to Hospitals !

Rocket Launch View/Oceanfront/EZ to Pool/Beach 16

Tiki Themed Waterfront Condo on Tampa Bay

Private Rooftop Suite! No resort fees!

Salt Life Oasis - Direct Oceanfront (End Unit)

Spectacular beach to bay views from this resort.

Westgate Vacation Villas - 1 Bedroom

Lakefront Resort Condo near Disney and Universal
Other holiday rentals with a pool

Boat Tree Marina Floating Home Sanford

Pool & Spa Oasis/Golf Retreat/Near Disney/3BR Home

Harmony | 10 Min Universal Studios | Heated Pool

2026 Brand NEW 5 BR At Windsor Cay/Close to Disney

Waterfront Oasis - Crystal River

Upstay-Luxury 3BR Home w Private Pool & Games Room

NEW Pool~Jacuzzi~ USSA field~ Cruises~Space Center

Chambre 102- Pool, Hot Tub, Walk to John's Pass!
Destinations to explore
- Seminole Holiday rentals
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- Rentals with pools United States
- 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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