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 favourite
An enclosed veranda is furnished with a large dining table surrounded by six wicker chairs. Soft cushions are placed on the chairs, enhancing comfort. Natural sunlight filters through the screened walls, illuminating the tropical foliage visible outside.
Condo in Sea Woods
4.96 out of 5 average rating, 129 reviews

Beachside Resort Oasis | Pools | Pickleball | Gym

Step outside and immerse yourself in the ocean or a pool in minutes! Escape for days or weeks to this lovely renovated home, just a short stroll to pristine, no-drive New Smyrna Beach. Nestled in a resort-like setting, our condo features modern amenities and cozy comforts for an ultra relaxing stay. We provide towels, chairs, and all beach essentials for your seaside adventure. The huge enclosed veranda is perfect for lounging and dining in privacy. Visit this oasis to relax, refresh and renew!

Top guest favourite
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, 103 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 favourite
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!

Superhost
A wide view of an oceanfront condominium building is captured from the water, showcasing its architectural design against a clear blue sky. Gentle waves create a dynamic foreground, while distant beachgoers enjoy the shoreline along with palm trees lining the beach.
Condo in Daytona Beach
4.87 out of 5 average rating, 122 reviews

Stunning Studio with Breathtaking Ocean Views

Oceanfront studio condo with a beautiful view. with wide shared balcony with seating. The current rate reflects ongoing storm-related repairs and closures of some amenities. Ideal for guests who value being close to the beach and ocean views over perfection and understanding the challenges. Some recently opened: **Open Amenities • 8:00 AM – 8:00 PM • One Outdoor Pool • Indoor Pool • South Spa • Fitness Center / Gym • Sauna **Primary guest registration with ID required through guest portal.

Top guest favourite
Condo in Daytona Beach
4.85 out of 5 average rating, 108 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 favourite
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, 119 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!

Guest favourite
A spacious studio room features a queen-size bed adorned with a blue coral-patterned quilt. A welcoming sofa bed and side table are positioned nearby. Soft lighting is provided by table lamps on either side of the bed, while a decorative wall art piece enhances the coastal theme.
Condo in Daytona Beach
4.89 out of 5 average rating, 358 reviews

Oceanfront Escape | Pool, Beach Access, Prime Spot

Welcome to your Daytona Beach escape! This oceanfront condo features a Queen-size bed, a queen-size sofa bed, and a full-size kitchen—ideal for a relaxing stay. Step out onto the pool deck with direct beach access and soak up the sun! Located less than 1 mile from the Daytona Beach Boardwalk, Main Street Pier, The Ocean Center, and Daytona Lagoon Water Park, you'll be close to amusement rides, arcades, shops, and famous restaurants. Book now for an unforgettable beachfront getaway!

Guest favourite
An outdoor pool area is showcased, surrounded by white lounge chairs and blue umbrellas. The pool reflects clear skies and is adjacent to the beach, with the Atlantic Ocean visible in the background. The open space is enhanced by palm trees and a tiled patio.
Condo in Daytona Beach
4.86 out of 5 average rating, 145 reviews

Sea Side Hideaway ~ Studio Condo ~ near the Beach

Welcome to the worlds most famous Beach! Updated Boho Beach Studio Condo by the ocean. Condo sleeps two with a Queen size bed, a kitchenette, and tub/shower combo. Property offers a outdoor pool, an indoor pool, a game room, and gated beach access. Daytona boasts miles of pristine sand, sun, and saltwater.. right outside the resort. Enjoy views of the Atlantic Ocean while relaxing poolside. Then spend your evenings taking a stroll as the sun sets in Paradise. ~ See Amenity details.

Top guest favourite
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, 373 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 favourite
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, 343 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 favourite
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, 134 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 favourite
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, 121 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!

Popular amenities for DeLand rentals with a pool

When is the best time to visit DeLand?

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Avg. price$232 CAD$232 CAD$247 CAD$226 CAD$226 CAD$226 CAD$226 CAD$219 CAD$219 CAD$232 CAD$137 CAD$180 CAD
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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 $55 CAD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of DeLand vacation rentals include wifi 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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