Holiday 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

Home in Lake Formosa

4.97 out of 5 average rating, 122 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

Guest favourite

Apartment in Astor

5 out of 5 average rating, 133 reviews

Sanctuary on Lake George, Waterfront Paradise!

This is a small , fully equipped, attached Mother-in-Law apartment with a separate entrance. 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 Florida Springs. Popular area for boating, jetskiis, airboats, fishing. Birdwatching, kayaking, canoeing, relaxing or sightseeing, hiking and Amazing sunsets!

Guest favourite

Home in Apopka

4.88 out of 5 average rating, 152 reviews

Country Pool home on 2 acres-30 minutes to Disney

Relax with friends and family at this country pool home just northwest of Orlando and all of the attractions! 30 minutes to Disney and Universal Studios. 10 minutes to Historic Mount Dora. 8 minutes to Kelly Park/Rock Springs Run. One hour to Daytona Beach. What a great location and place to stay to explore Central Florida! Pets are welcome! 3 queen beds & couch **The hot tub you might see in a photo is not advertised because it is not operational. The pool is very refreshing but not heated.

Top Guest favourite

Guesthouse in Deer Island

4.95 out of 5 average rating, 119 reviews

Sapphire Cottage - sleeps 6, on 5 acres with canal

On 5 beautiful wooded acres with a boat dock on the canal. Relax by the shared pool, enjoy a BBQ by the firepit, fish from the boat dock, enjoy nature, or simply read a book in the gazebo. Sapphire Cottage has a Master with a queen size bed, a fully equipped kitchen, 2 full size sofa-beds, dinning area for 6, and a full size bathroom. Whether you are looking to relax, enjoy the farm animals, or a bit of adventure we have the perfect location. We live in the main house across the cottage.

Home in DeLand

4.82 out of 5 average rating, 114 reviews

Beautiful country ranch on over 65 acres

Country ranch located on 70 plus acres on the water connecting to the St Johns river, total privacy yet close to beaches and a little over an hour to Central Fla attractions, Disney Etc. There is no other property that compares in Central fla. The house has a wrap around deck to sit on to enjoy the expansive property and lakefront. Bring your boat or rent one close by. The house has 3 bedrooms with two king beds and two queen beds and two baths. living area is up one flight of stairs.y

Superhost

Home in Deltona

4.83 out of 5 average rating, 99 reviews

Private Pool, Game Room, Fire Pit, Coffee Bar

Bring your family to this spacious 3BR 3Bath oasis, conveniently located between Daytona Beach and Orlando. Spend the day at the International Speedway, sun-soaked beach, or go visit the world-famous Disney World and Universal Studios theme parks. Once you are done adventuring for the day, retreat to this fantastic location and enjoy its tranquil surroundings. ✔ Private Pool ✔ Fire Pit ✔ Ping Pong Table ✔ Arcade ✔ Fully Equipped Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi Learn more below!

Top Guest favourite

Home in Maitland

4.95 out of 5 average rating, 167 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Superhost

Boat in Sanford

4.91 out of 5 average rating, 315 reviews

Unique Concrete House Boat!!! NO CLEANING FEES!!!

This ferrocement boat 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

Guest suite in Altamonte Springs

4.97 out of 5 average rating, 336 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

Houseboat in Sanford

4.98 out of 5 average rating, 191 reviews

Floating Cottage - Summer/Fall Rates Reduced

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 favourite

Tiny home in Chuluota

4.95 out of 5 average rating, 137 reviews

Tiny Tropical House! 🏝

Welcome to life on Tropical ! Our tiny home is located right outside of Oviedo. About 20 mins away from UCF and an hour from Cocoa and most major theme Parks. We live down the street from Lake Mills Park which is a beautiful park with a great lake you are welcome to use our water crafts too! *Please note that the ladder to access the loft above the restroom is not secured to the wall and is moveable. If you proceed to book use at your own risk.

Guest favourite

Home in DeBary

4.88 out of 5 average rating, 103 reviews

Pool Home with Tiki Pub Close to Everything!

Spacious updated pool home close to everything you want to do in Central Florida. 25 minutes from the beaches of Daytona & New Smyrna, 25 minutes to downtown Orlando, 40 minutes to Disney. Enjoy the Sunsets overlooking the pool from the covered "Tiki Pub". 1700 square-feet of living space and sleeping accommodations for up to 8. Walking distance to a number of restaurants, pubs, and groceries, or try a round of golf across the street.