Holiday rentals with a pool in DeLand

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in DeLand

  • Total holiday rentals

    Explore 30 holiday rentals in DeLand

  • Nightly prices starting at

    DeLand holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of DeLand holiday 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!

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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Guest favourite
This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.
Home in Orlando
4.95 out of 5 average rating, 107 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

Top Guest favourite
A heated pool surrounded by lush greenery features a stone ledge and a small waterfall. Hammocks are placed for relaxation. The screened patio allows for unobstructed views of the sunset, creating a tranquil setting. Warm lighting highlights the natural textures of the landscape.
Home in Orlando
4.96 out of 5 average rating, 172 reviews

Spacious Home with Pool & Hot Tub near Downtown

Nestled in one of the most coveted neighborhoods near Downtown Orlando (Ivanhoe Village), you'll be within a 5-min walk to tons of restaurants, bars, breweries, and boutique shops. Boasting a heated pool, hot tub, tiki bar, patio area w/seating & two living areas -you'll have ample room to play, entertain or relax in your Tropical Oasis! ☀ Harry P. Leu Gardens – 4 mins ☀ Orlando Museum of Art – 4 mins ☀ Universal Studios – 19 mins ☀ Walt Disney World – 24 mins ☀ The Mall at Millenia – 16 mins

Top Guest favourite
A bright living area is visible with a light-colored sectional sofa facing a large sliding glass door that opens to a balcony. A blue accent wall features artwork of a heron. A wooden console table holds decor items, and a ceiling fan is present for comfort.
Condo in Ormond-by-the-Sea
5.0 out of 5 average rating, 157 reviews

Sea Forever -Oceanfront Getaway in Ormond Beach

Whether you are looking for a romantic getaway, a fun place to hang with good friends or a family vacation...Look no further, you have found the perfect spot. Come stay at "Sea Forever" where the ocean waves will help cure what ails you. Life is so good here. So much to do, Sun, Surf, Sand and Fun. A day trip to St. Augustine, Great Shopping and some of the very best seafood restaurants around. Enjoy the most spectacular sunrises on the east coast. Book it now. You will be so glad you did.

Top Guest favourite
A wooden tray rests across a bathtub filled with warm water, decorated with rose petals. A glass of wine and a small potted plant are placed on the tray, complemented by candles that provide gentle illumination in the background.
Home in Deltona
4.94 out of 5 average rating, 124 reviews

The Great Escape! Explore,Romance, Rest,Relaxation

Welcome to the Inca Inn, a Cozy Private & very spacious home. Romantic & very roomy. Features Beautiful themed bedrooms a Private screened in pool, Tranquil and fenced private backyard. This private house has everything you need for a Business trip, Romantic getaway or a fun family vacation with the kids. The home is central to the beaches & major attractions as well as many parks for biking, running or canoeing. Enjoy nearby restaurants, Golf, Mini golf, Go-Carts, Movie Theater and more!

Guest favourite
Home in DeLand
4.82 out of 5 average rating, 172 reviews

Spacious House, Private Salt Pool, Near Downtown

CENTRAL FLORIDA HUB ♡ ▪︎ 5 minutes from downtown Deland and Stetson University. ▪︎ 10 minutes from DeLeon and Blue springs. ▪︎ 30 minutes from Daytona and New Smyrna beach. ▪︎ 1 hour from Orlando, Disney World, Sea World, Universal Studios, Islands of Adventure, Valcano Bay, Wet 'n Wild, Discovery Cove, Gatorland, WonderWorks, Aquatica, Cocoa beach, and St. Augustine. ▪︎ 2 hours from Tampa, Jacksonville, and Gainesville. ▪︎ 4 hours from Tallahassee, Fort Lauderdale, and Miami beach.

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

Guest favourite
Guest suite in Orange City
4.93 out of 5 average rating, 145 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 favourite
Apartment in Daytona Beach
4.8 out of 5 average rating, 111 reviews

The Atlantic | Direct Oceanfront | 10th Floor

Welcome to The Atlantic — a direct oceanfront studio on the 10th floor where the ocean fills your entire window. Clean, comfortable, and positioned for some of the best unobstructed water views in the building. Renovations are underway — some daytime noise and occasional dust is part of the process. Three outdoor lots provide adequate parking — see property description for full details. One spot included; additional parking available as a paid upgrade with 24-hour notice

Guest favourite
A spacious single-story house is set in a manicured lawn with lush greenery. Large windows and a welcoming entryway invite natural light into the home. A decorative tree and vibrant plants adorn the front yard, contributing to the overall serene atmosphere.
Home in Deltona
4.8 out of 5 average rating, 108 reviews

Perfect Gateway to Disney and Retreat Center.

This is a perfect place for your family. Your children will love soaking in a huge pool, that is cleaned and sanitized. There are also"pool toys" on the premises for your usage. BBQ Pit, and Coal Available. This full house with Central A/C, fully certified outdoor pool is a gateway to Disney and other major parks, as well as Daytona Beach. Close to MCO airport in a pristine community. The house is cleaned by a professional company and fully sanitized after each guest.

Top Guest favourite
Home in Orange City
4.99 out of 5 average rating, 165 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
An open-concept living area features natural light streaming through large windows with scenic views of the lake. Cozy seating arrangements include a comfortable sectional and accent chairs, complemented by a dining space and a well-equipped kitchen with modern appliances.
Home in Tavares
4.97 out of 5 average rating, 159 reviews

Lake Dora Dream-Waterfront/Pool

Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.

Top Guest favourite
A spacious living area is highlighted by a sleek, modern design featuring polished floors. A green couch and two accent chairs are arranged around a wooden coffee table. A dining table with ample seating is situated nearby, complemented by decorative wall art and soft lighting.
Guesthouse in Orlando
4.99 out of 5 average rating, 209 reviews

Luxe Guest House| Pool, HotTub| UCF, Rollins

This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.

Popular amenities for DeLand rentals with a pool

When is the best time to visit DeLand?

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