Vacation 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.

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Guest favorite
A compact kitchen area features modern black cabinetry and a wooden countertop. A stainless steel sink is visible, along with neatly arranged kitchen items. Stairs lead to a private sleeping area, illuminated by warm lighting, and a framed artwork is displayed on the wall.
Boat in Sanford
4.91 out of 5 average rating, 355 reviews

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.

Top guest favorite
The inviting exterior features a two-story home framed by lush green grass and mature trees. Arched windows and a symmetrical design enhance the charm, while a driveway leads to the front entrance, providing easy access to the peaceful surroundings.
Guesthouse in Silver Lake
4.98 out of 5 average rating, 425 reviews

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

Guest favorite
A spacious living area features a large sectional sofa with various textured cushions, a wooden coffee table, and mid-century furniture. Natural light floods the room through three glass sliding doors that open to the pool area, with a large flat-screen TV mounted on the wall.
Home in Cocoa
4.95 out of 5 average rating, 240 reviews

Modern Dream Home with Pool - Near Cocoa Village

Area favorite. Tropical garden surroundings. Cheerful home. The second you enter you'll be met with comfortable design, modern kitchen, spa-like bathrooms, and a charming collection of artwork. Relax on the stylish patio, explore the grounds, or take a dip in the pool. Mins. to Cocoa Beach, Kennedy Space Center, and historic Cocoa Village. 50min to Disney! We have an outdoor pool in Florida and it is subject to weather, please note the patina and natural stains on bottom prior to booking.

Guest favorite
Home in Sanford
4.87 out of 5 average rating, 270 reviews

Cozy at Flamingo Cottage

This 3 bedroom, 1.5 bath is equipped for a peaceful stay! At the intersection of 429, I-4 & SR417, under 40 miles from Disney & Parks, close to shopping & transportation, a screened private pool, a backyard, 2-car garage, cable, wi-fi, new appliances, fully equipped, renovated kitchen, a washer and dryer. Inside, tile floors keep allergens at bay. An older home set up to be comfy and homey. Vacation in a home setting! With outdoor seating and citrus trees, Florida is at your doorstep!

Top guest favorite
The exterior of the property features a fenced yard with shaded trees and a front lawn leading to a single-story house. A pool area with protective mesh surrounds the heated pool, illuminated with vibrant LED lights in evening settings. Indoor spaces exhibit an open layout with natural light and comfortable seating.
Home in Minneola
4.98 out of 5 average rating, 174 reviews

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}

Top guest favorite
A cozy lounge area features a gray sofa and a small dining table with two wooden chairs. A wall with natural wood accents complements a colorful beach-themed art piece. Light streams through a nearby window, enhancing the inviting atmosphere.
Guest suite in Orange City
4.94 out of 5 average rating, 135 reviews

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. :)

Guest favorite
An open-concept living area features a modern kitchen with a central island and stainless steel appliances. A comfortable sectional sofa is paired with wooden armchairs, and a round coffee table sits in the center. Large windows bring natural light into the space, enhancing the clean, neutral decor.
Home in Apopka
4.86 out of 5 average rating, 148 reviews

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.

Top guest favorite
Home in Orange City
4.99 out of 5 average rating, 145 reviews

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

Top guest favorite
A charming yellow cottage with a metal roof is docked at the marina. A covered front porch features blue chairs and offers a view of the water. An American flag waves gently, while a sign indicates a private dock. Lush greenery surrounds the area.
Houseboat in Sanford
4.98 out of 5 average rating, 198 reviews

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.

Guest favorite
A single-story brick home is situated on a spacious lawn, featuring a covered entrance and large windows allowing natural light. Two blue chairs are positioned on the porch, complemented by a star decoration above the entryway. Nearby trees provide shade in the open yard.
Home in DeBary
4.89 out of 5 average rating, 110 reviews

Pool Home with Tiki Pub Close to Everything!

Spacious updated pool home close to everything you want to do in Central Florida. 25 minutes from the beaches of Daytona & New Smyrna, 25 minutes to downtown Orlando, 40 minutes to Disney. Enjoy the Sunsets overlooking the pool from the covered "Tiki Pub". 1700 square-feet of living space and sleeping accommodations for up to 8. Walking distance to a number of restaurants, pubs, and groceries, or try a round of golf across the street.

Guest favorite
Home in Deltona
4.92 out of 5 average rating, 13 reviews

Luxury Pool Home Near Parks & Beach Great Location

Enjoy a refreshing escape at this beautiful poolside getaway, perfectly located in the middle of everything! Whether you’re planning a beach day, a fun trip to the parks, or just want to relax under the sun, this spot gives you the best of both worlds. Daytona Beach is located 25 min , and Orlando is 35 min away. The nearest airport is Orlando Sanford International Airport, just 11 miles from Centrally Located Private Getaway

Superhost
A refreshing private pool is surrounded by a spacious patio, featuring an umbrella for shade and four outdoor chairs. Lush palm trees and a white fence provide privacy, while a grill is positioned nearby for outdoor cooking.
Home in Port Orange
4.83 out of 5 average rating, 111 reviews

Renovated Home with Private Pool 5 min from Beach

Stunning renovated beach home just 5 minutes from the sandy shores, perfect for families or groups. It features 3 bedrooms with queen beds, plus a queen sofa bed in the living room—ideal for up to 8 guests. Enjoy a long 3-car driveway with additional parking next to the house. Unwind in the inviting backyard with a pool or dine on the patio. With 2 full bathrooms, there's plenty of space to refresh after a day at the beach.

Popular amenities for Orange City rentals with a pool

When is the best time to visit Orange City?

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Quick stats about vacation rentals with a pool in Orange City

  • Total vacation rentals

    Explore 20 vacation rentals in Orange City

  • Nightly prices starting at

    Orange City vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Orange City vacation rentals include wi-fi 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!