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.
Guesthouse in Port Orange
4.94 out of 5 average rating, 376 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, 341 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
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, 135 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!

Superhost
The studio features a spacious bed adorned with soft pillows, positioned near large windows that offer sweeping views of the ocean. A kitchenette is visible, equipped with a microwave and a refrigerator. Natural light floods the room, highlighting its clean design and inviting atmosphere.
Condo in Daytona Beach
4.84 out of 5 average rating, 267 reviews

Beachfront, Balcony, 2 Pools, Queen Bed, Smart TV

Welcome to our oceanfront studio, steps to the ocean, and in the heart of the world's most famous beach! Our studio features a spacious balcony. 2 pools, a gym, BBQ grills, and more. Wifi and Smart TV for entertainment in the room. If you're looking to learn how to surf or are here for a good time this summer, you're in the heart of the fun, less than 1 mile from all of the action here in Daytona Beach. Our Amenities include: √ Beachfront √ Free Wi-Fi √ Free Parking √ Self Check-In Book Now!

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, 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!

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
4.86 out of 5 average rating, 118 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 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, 364 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
4.95 out of 5 average rating, 130 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, 116 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 favourite
Home in Orange City
4.99 out of 5 average rating, 134 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 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, 195 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.

Top Guest favourite
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
4.99 out of 5 average rating, 158 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?

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Avg. price$253 AUD$253 AUD$270 AUD$246 AUD$246 AUD$246 AUD$246 AUD$239 AUD$239 AUD$246 AUD$253 AUD$253 AUD
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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 $60 AUD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of DeLand holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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