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Vacation rentals with a pool in DeLand

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in DeLand

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
The image captures a view from a balcony overlooking a heated pool area, surrounded by palm trees. In the background, the ocean is visible, along with beach access and lounge chairs set along the shoreline, inviting relaxation by the water.
Condo in Sea Woods
4.97 out of 5 average rating, 144 reviews

Heated Pool | Ocean Views | Direct Beach Access

Could this be the home place for your next vacation? A beachfront location with great ocean views is just one of the few perks that await our next guests. Our amazing complex offers a heated pool and a direct beach entrance to the private no-drive beach. Centrally located close to restaurants, boutique shops and a short drive away from Flagler Ave. We have everything you need for days at the beach, no need to worry about what to bring. We look forward to hosting you at the Colony Beach Club!

Top guest favorite
A private pool area is surrounded by a white privacy fence, showcasing a refreshing swimming pool. The space includes a bistro table with two chairs and decorative planters with vibrant plants. Green grass enhances the tranquil atmosphere, inviting relaxation and enjoyment.
Guest suite in South Daytona
5 out of 5 average rating, 102 reviews

Daytona Delight! Private Pool! Beach Close By!

There is something romantic & tranquil about water! There is plenty of it at the Daytona Delight! You are 6 minutes from the beach & steps away from your own personal pool! We have created a beautiful & spacious lock off apartment/suite with private entrance, your own private pool & pool deck! Personal bathroom, coffee area with a Keurig, fridge, toaster, & microwave. It is super clean! No shared space and located in a safe, quiet neighborhood. This is the perfect, romantic tropical oasis!

Top guest favorite
A spacious outdoor area is highlighted by a swimming pool and two lounge chairs under a large umbrella. A wooden dock extends over the water in the background, while the expansive water view extends towards the horizon.
Apartment in Astor
5 out of 5 average rating, 135 reviews

Sanctuary on Lake George, Waterfront Paradise!

This is a small , attached Mother-in-Law apartment with a separate entrance. Best suited for a family. A waterfront paradise in the Ocala National Forest, down a 4 mile dirt road in a small neighborhood. Located on Beautiful Lake George at the mouth of the St. Johns River, a romantic getaway for two or fun small family water vacation. Close to 5 Springs. Popular area for boating, jetskiis, airboats, fishing. Birdwatching, kayaking, canoeing, relaxing or sightseeing, hiking Amazing sunsets!

Guest favorite
Condo in Daytona Beach
4.85 out of 5 average rating, 106 reviews

Victory Lane Ocean Front Daytona Beach

We are one of the closest airbnb to the boardwalk, OnThe Worlds Most Famous Beach with an open Pool 65inch Tv Come enjoy our Newly Furnished Studio with Amazing Top Floor Beach Views. We are the Closest AIRBNB on the Beach to the Daytona International Speedway With king bed and Queen sleeper sofa. Centrally located in the Heart of Daytona Beach. walking distance to the Pier Boardwalk, Restaraunts, and Main Street We have FREE parking for 1 vehicle and provide Coffee,Cream,Sugar,bch chairs

Top guest favorite
A private balcony offers views of the shared pool area surrounded by palm trees. Sunlight brightens the space, highlighting a comfortable chair and the well-maintained grounds below. The inviting atmosphere allows for relaxation while enjoying the warm ocean breeze.
Condo in Sea Woods
4.95 out of 5 average rating, 118 reviews

Beachfront | Ocean View | Heated Pool

Welcome to our cozy beachside retreat! Located just steps away from the pristine white sand and sparkling waters of the Atlantic Ocean! This is the place to relax in our stylishly furnished and well-equipped space, complete with modern amenities. Enjoy breathtaking sunrises from the private balcony or take a dip in the heated pool. With many nearby attractions, restaurants, and shops, your stay here promises to be a memorable one. We look forward to hosting you at Colony Beach Club!

Top guest favorite
A bright outdoor lounge area is furnished with comfortable wicker sofas, set against a backdrop of large windows overlooking a shared saltwater pool. A colorful area rug adds vibrancy, while a ceiling fan circulates air within the space.
Guest suite in Lake Mary
4.96 out of 5 average rating, 372 reviews

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 tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting.

Top guest favorite
A bright living area features large windows with light beige curtains, allowing natural light to fill the space. A vintage dresser is positioned next to a blue upholstered chair adorned with decorative pillows. Warm wooden flooring and an area rug add to the room's cozy atmosphere.
Guest suite in Altamonte Springs
4.97 out of 5 average rating, 342 reviews

St. Hemingway Suite

Very tranquil Romantic Suites with views and access to large lake. PRIVATE ENTRANCE and private bathroom. Amenities include, private dock, pool, large manicured lawns, private parking, breakfast kitchenette and much more. Close to theme parks and beaches. Ample shopping and award winning restaurants very nearby. Peaceful setting to read, do Yoga, enjoy quiet moments by the lake, watch the boats sail by or watch the sun rise. Peace and tranquility at its best. We welcome you

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, 133 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. :)

Top guest favorite
A light-filled living area features a soft blue couch paired with a wooden coffee table. Decorative artwork adorns the wall, and a ceiling fan provides ventilation. The open layout offers a view into a dining area with a table and chairs in the background.
Condo in Sea Woods
4.91 out of 5 average rating, 120 reviews

Heated Pool * Balcony * Steps To The Beach

Breathtaking design, views, and location. This condo provides all the pleasure for your next vacation getaway! Relax in this gorgeous condo beautifully decorated with a blend of modern and cozy furniture for a luxurious yet charming atmosphere. This is the perfect place to escape reality and take in the salty coastal air. Don't stress about what to bring. We provide chairs, umbrellas, beach toys and towels. You may spend days or even weeks at the beach with everything we offer!

Top guest favorite
Home in Orange City
4.99 out of 5 average rating, 144 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 welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.
Home in Sanford
4.98 out of 5 average rating, 165 reviews

The Cypress House

This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb

Popular amenities for DeLand rentals with a pool

When is the best time to visit DeLand?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ624ﺩ.ﺇ624ﺩ.ﺇ665ﺩ.ﺇ606ﺩ.ﺇ606ﺩ.ﺇ606ﺩ.ﺇ606ﺩ.ﺇ588ﺩ.ﺇ588ﺩ.ﺇ624ﺩ.ﺇ367ﺩ.ﺇ485
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Quick stats about vacation rentals with a pool in DeLand

  • Total vacation rentals

    Explore 20 vacation rentals in DeLand

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of DeLand vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across DeLand rentals

  • 4.9 Average rating

    DeLand stays are highly rated by guests—averaging 4.9 out of 5!

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