Holiday rentals with a pool in DeLand

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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
A private tropical pool area is framed by lush greenery and vibrant plants, complemented by a stone water feature. The sparkling water reflects sunlight, creating a serene atmosphere. Loungers are positioned nearby for relaxation, inviting guests to enjoy the tranquil setting.
Guest house in Port Orange
4.94 out of 5 average rating, 378 reviews

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.

Guest favourite
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, 345 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 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.
Flat in Astor
5 out of 5 average rating, 134 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 favourite
Apartment in Daytona Beach
4.83 out of 5 average rating, 141 reviews

Luxurious oceanfront sanctuary W/ Private Balcony!

NOTICE–Amenity Update Our building has been undergoing repairs. Some amenities have now reopened, while others remain closed as work continues. Currently Open: • 1 Outdoor Heated Pool • 1 Indoor Pool • 1 Hot Tub • Fitness Center & Sauna Still Under Repair: • Additional Outdoor Pools • Beach Access from the Pool Deck (Beach access is available via the North Side Beach Access) • Covered Parking Garage (Free parking is available in our south side parking lot) Thank you for your understanding

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.
Apartment in Daytona Beach
4.87 out of 5 average rating, 121 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
A serene pool area features a clear blue pool surrounded by elegant tile flooring. Comfortable lounge chairs are arranged around the pool, providing ample space for relaxation. Potted plants add a touch of greenery to the setting, contributing to a calming atmosphere.
Guest suite in Altamonte Springs
4.96 out of 5 average rating, 374 reviews

St. Augustine suite

Luxurious space with PRIVATE ENTRANCE, PRIVATE BATHROOM and breakfast kitchenette. Located on a large lake front property with amenities that include private dock, pool, large manicured lawns and much more. Ideal for canoeing, watching the sun rise or doing nothing at all. Close to theme parks and beaches. Spring Valley is a peaceful community with age old oak tree , Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting

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.
Apartment in Sea Woods
4.97 out of 5 average rating, 115 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 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, 368 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 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 favourite
Home in Orange City
4.99 out of 5 average rating, 140 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

Superhost
A modern kitchen features sleek cabinetry and a large island with bar seating. Unique patterned ceiling tiles complement the granite countertops. A stainless steel refrigerator and double ovens are visible, highlighting a functional yet stylish cooking space.
Home in Lake Mary
4.86 out of 5 average rating, 117 reviews

Markham Woods 4BR Pool Retreat near Attractions

1 camera near the front door for security. Recording 24/7 ANY PARTIES HOSTED WILL BE CANCELED STRICT POLICY Great blend of medieval charm and modern comforts in the spacious living area with expansive glass windows. Luxuriate in the lavish master suite boasting a king-sized bed and indulgent oversized showers. Outside, discover a sprawling backyard with a pool. Conveniently close to Disney, Daytona Beach, and local attractions for a serene getaway. getaway.

Top guest favourite
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, 197 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.

Popular amenities for DeLand rentals with a pool

When is the best time to visit DeLand?

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Avg. price€ 143€ 143€ 152€ 139€ 139€ 139€ 139€ 135€ 135€ 143€ 84€ 111
Avg. temp15°C16°C18°C21°C24°C27°C28°C28°C27°C24°C19°C17°C

Quick stats about holiday rentals with a pool in DeLand

  • Total holiday rentals

    Explore 20 holiday rentals in DeLand

  • Nightly prices starting at

    DeLand holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of DeLand holiday 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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