
Vacation 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.

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.

Lexi's Beach Loft
Welcome to Lexi's Beach Loft. The Apartment is right across the street from the beach and features vaulted ceilings in the living area, two master bedrooms with en suite bathrooms and a loft. Enjoy the large screened in porch or watch the sunrise from the loft area. The beach is a quick 250 yard stroll. It is on the non driving section of New Smyrna Beach. The unit is located in an award winning community with 3 pools, fitness center, tennis courts, shuffleboard, racquetball and walking trails.

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!

Oceanfront Studio- Can’t get closer to the beach!
Weekend getaway. Time to rewind? Visit our oceanfront studio. We supply everything you will need! We have beach access, no damage, and an open pool! Safe, quiet building of only 33 units. The OCEAN is located directly in front of this comfy condo, with no roads to cross! This is a remodeled 2nd floor 389 sq ft condo at the Symphony Beach Club. Private balcony and full kitchen no need to leave the premises. This is a DIRECT OCEAN FRONT unit with an ocean view from your private balcony.

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

Sea Side Hideaway ~ Studio Condo ~ near the Beach
Welcome to the worlds most famous Beach! Updated Boho Beach Studio Condo by the ocean. Condo sleeps two with a Queen size bed, a kitchenette, and tub/shower combo. Property offers a outdoor pool, an indoor pool, a game room, and gated beach access. Daytona boasts miles of pristine sand, sun, and saltwater.. right outside the resort. Enjoy views of the Atlantic Ocean while relaxing poolside. Then spend your evenings taking a stroll as the sun sets in Paradise. ~ See Amenity details.

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.

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. :)

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!

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

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.

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
House rentals with a pool

Lake Dora Dream-Waterfront/Pool

Gated community XL pool Home 2500sq/f

Modern Tropical House Heated Salt Pool

Private Pool & Hot Tub - Walk to Flagler Ave

2-bedroom home with pool near Kings Landings!

Riverfront Retreat | Pool & Hot Tub near Beach

Cozy at Flamingo Cottage

3 bedroom Modern pool home,close to UCF&Boombah
Condo rentals with a pool

Lovely Winter Park Home close to Hospitals !

Beachfront Luxury with Spectacular Ocean Views!

Breathtaking Direct Oceanfront

Cozy condo on the beach

Daytona Escape

Heated Pool | Ocean Views | Direct Beach Access

Hawaiian Views Studio On Daytona Beach

Ocean Views, 2 Mins to Bch, Walk to shop/food
Other vacation rentals with a pool

Relaxing Stay with Private Pool/ Near Orlando

Boat Tree Marina Floating Home Sanford

updated home with pool

Beautiful cozy private studio !!

Joy’s Den Pool Home

The River Studio

*Heated pool and hot tub- 4Bed/4Bath Home

Humble Home
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 CAD | $236 CAD | $252 CAD | $229 CAD | $229 CAD | $229 CAD | $229 CAD | $222 CAD | $222 CAD | $229 CAD | $236 CAD | $236 CAD |
| Avg. temp | 15 °C | 16 °C | 18 °C | 21 °C | 24 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 19 °C | 17 °C |
Quick stats about vacation rentals with a pool in DeLand

Total vacation rentals
Explore 20 vacation rentals in DeLand

Nightly prices starting at
DeLand vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of DeLand vacation 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Daytona Beach Bandshell
- Ocean Walk Shops
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Epcot
- Old Town
- Kia Center
- Daytona International Speedway
- Universal's Volcano Bay
- Discovery Cove
- Playalinda Beach
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Disney's Hollywood Studios
- ICON Park
- Andy Romano Beachfront Park
- Congo River Golf




