Holiday rentals with a pool in DeLand

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

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Private Pool and Ocean Views Coastal Escape

Discover this inviting private pool home with gentle ocean views and easy coastal comfort that encourages you to slow down and unwind. Located on Atlantic Avenue, this charming three-story townhome offers plenty of space to relax, reconnect, and enjoy beach life. Ideally positioned between the drive-on and no-drive sections of the beach, everything feels effortless and close by. Perfect for families or a peaceful mini getaway, it’s a place to make memories and feel right at home. Be Our Guest!

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!

Chamorro Retreat Home with Heated Pool

Have fun with the whole family at this stylish place with HEATED POOL. With an Elegant Boho vibe, this home is ideal to decompress and connect with your loved ones. The kitchen is a dream! Strategically designed to ensure a Relaxed Getaway Experience while enjoying a tastefully outlined lodging place. Conveniently located within 45 minutes to all Orlando theme parks to famous Daytona Beach Shores. A lot of commerce is nearby. (NO PETS) (ADDITIONAL FEE APPLY TO HAVE THE POOL HEATED)

The Reserve | Oceanfront Studio | Private Balcony

Welcome to The Reserve — an oceanfront studio that consistently ranks among the best in the building. Fully updated, thoughtfully designed, and sitting behind one of the most private balconies on the property with stunning ocean and pool views. 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.

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. :)

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. Laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

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

Secluded Getaway w/ Pool and private porch

Our Pool House is separate from the main house with it's own private back porch and parking. We’re pet friendly w/ large dog doors and fenced yard. We’re located 2 miles from I-4 (exit #114), 5 miles to Stetson University/Downtown Deland, 20 miles to Daytona Speedway, 27 miles to both Daytona & New Smyrna Beaches and 4 miles to Blue Springs State Park. Whether you're looking for a quiet time alone or a weekend getaway to stay and see Central Florida.... this is it!

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.

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.