
Holiday rentals with a pool in Orange City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Orange City
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Relaxing Tropical Pool Get Away Suite
Relaxing Tropical themed pool, spa with grilling area and tiki bar. Private secure parking space near detached suite with gated entry code access. Centrally located to all main area attractions and events. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

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.

Island Crib Escape
Welcome to the Space Coast. Just a few miles from this chunk of paradise is the beach, Kennedy Space Center (KSC) and the KSC visitor center. You can watch a rocket launch from the back yard, beach, or many other locations. You have your own entrance and parking spot and our freshly updated guesthouse with king bed waiting for you. We offer you a spot at the backyard key west style covered bar or pool area where you can soak in the sun, watch a launch, barbecue, or just chill. Fully equipped.

Farmhouse near the Springs
Enjoy the ducks, chickens, and goats. Wake to the neighbor's rooster crowing. Have fresh eggs for breakfast when the chickens and ducks cooperate. This three bedroom home with a pool sleeps six. It is - 6 minutes to a grocery store, - 12 minutes to Rock Springs or Wekiva Springs, - 15 minutes to the Lake Apopka Wildlife Drive and - 30 to 45 minutes to the major theme parks, depending on traffic. - a 4 minute bike ride to the 22 mile long West Orange Trail. NO PARTIES TWO VEHICLES MAXIMUM

"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.

The Great Escape! Explore,Romance, Rest,Relaxation
Welcome to the Inca Inn, a Cozy Private & very spacious home. Romantic & very roomy. Features Beautiful themed bedrooms a Private screened in pool, Tranquil and fenced private backyard. This private house has everything you need for a Business trip, Romantic getaway or a fun family vacation with the kids. The home is central to the beaches & major attractions as well as many parks for biking, running or canoeing. Enjoy nearby restaurants, Golf, Mini golf, Go-Carts, Movie Theater and more!

Stylish & spa like Getaway - peaceful garden suite
Relax and unwind from your busy life in this serene and quiet getaway. We are located 5 minutes to shopping and dining in downtown Lake Mary in a beautiful and safe neighborhood. Enjoy the solar heated saltwater pool and the comfy outdoor lounge area, Enjoy the backyard with its mature trees and tropical flowers. The indoors come with a luxury and modern wellness bathroom. Soak in the oversized jetted tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting.

The Hillside Haven Oasis
Enjoy a warm and inviting stay in our beautiful Sanctuary in your own private guest quarters, sweetly dubbed, "The Hillside Haven Oasis" This is an extension of our home, similar to a Mother In Law Suite. Only shared space would be the outdoors and we leave that for your private enjoyment. We created this Oasis with a desire is for our guests to feel calm, comfort and tranquility while being showered with Florida Sun. It would be our privilege to serve you as our guests here. :)

Gated community XL pool Home 2500sq/f
Our LK Mary home sits in Between the 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quite nights for a full rest. NO BIKERS PLease! My home is in a Gated community.1 mile to Dtwn Lake Mary. Our pool is NOT heated, the hot tub only CAN be headed at an additional cost

The Lemon Cottage -NO EXTRA FEES
Our cottage is nestled in Orange City RV Park. It is your home away from home! Our kitchen is equipped with all pots, pans, and dishes you will need. Our living room has a queen pull out sofa. Our bathroom provides towels, shampoo & conditioner, and a hair dryer. The bedroom has a queen size bed. We are pet friendly; we allow up to two pets. - 20m Daytona Speedway - 26m Daytona Beach - 35m Universal Studios - 41m Disney World - 66m Kennedy Space Center - 73m Legoland
Popular amenities for Orange City rentals with a pool
House rentals with a pool

Lake Dora Dream-Waterfront/Pool

Ormond By TheSea Pool Retreat

Tiki getaway

Beachy Oasis! Close to New Smryna & Daytona Beach

Cozy at Flamingo Cottage

Riverfront Retreat | Pool & Hot Tub near Beach

Private Pool Retreat • Sleeps 10 • Pet Friendly

Private 4-Bedroom home with pool!
Apartment rentals with a pool

Heated Pool | Ocean Views | Direct Beach Access

Oceania Getaway New Smyrna Beach, Florida

Stylish beach front condo with spectacular view!

Perfect View Studio on Daytona Beach

Oceanfront, Spacious, Dog-Friendly, Near Flagler

Sea Woods Condo Near Pool and Beach | Bottom floor

Stellar sunrises>Expansive views of ocean>Sleeps 5

Beachside Resort Oasis | Pools | Pickleball | Gym
Other holiday rentals with a pool

The Retreat at Sanford Riverwalk

Central Florida Pool Home.

Beautiful and spacious house

Relaxing Stay with Private Pool/ Near Orlando

Heated Pool Oasis Near Daytona & New Smyrna

*Heated pool and hot tub- 4Bed/4Bath Home

Theme Parks - Beaches - Port Canaveral - Space

Lakefront Cottage 1-bedroom
When is the best time to visit Orange City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $141 SGD | $132 SGD | $129 SGD | $126 SGD | $114 SGD | $126 SGD | $127 SGD | $123 SGD | $117 SGD | $125 SGD | $116 SGD |
| Avg. temp | 15°C | 16°C | 18°C | 21°C | 24°C | 27°C | 28°C | 28°C | 27°C | 24°C | 19°C | 17°C |
Quick stats about holiday rentals with a pool in Orange City

Total holiday rentals
Explore 20 holiday rentals in Orange City

Nightly prices starting at
Orange City holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Orange City holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orange City rentals

4.9 Average rating
Orange City stays are highly rated by guests – averaging 4.9 out of 5!
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Magic Kingdom Park
- Universal's Volcano Bay
- Ocean Center
- Orlando / Kissimmee KOA
- Daytona Beach Bandshell
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Camping World Stadium
- Aquatica
- Playalinda Beach
- Disney's Hollywood Studios
- ICON Park




