
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.

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.

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.

Maitland-Orlando Area, FL. Pool House Bungalow
Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

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.

Ocean Front Studio! Amazing Beach and Ocean View
Charming and stylish studio, Queen size bed. 2 burner kitchenette. Spacious bathroom with supplies. This location is on Daytona beach, close to Ormond Beach. Near by is fabulous shopping, dining, and entertainment. The Studio faces the ocean. This is a direct ocean front studio. Indoor & outdoor north pool are currently open. Sauna and gym are open. We have beach access to the north side of the building via the public access ramp. Temp parking is next door, south side behind white fence.

1924 Spanish Carriage House Lower
Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

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 5 Springs. Popular area for boating, jetskiis, airboats, fishing. Birdwatching, kayaking, canoeing, relaxing or sightseeing, hiking Amazing sunsets!

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. :)

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

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.

~ Paradise Pointe ~ 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.
Popular amenities for DeLand rentals with a pool
House rentals with a pool

Galloway Getaway Ranch

3 BR/2BA Home w Private Pool~12 min to Airport!

4 bedroom Modern pool home, close to UCF&Boombah

Modern Tropical House Heated Salt Pool

Private Pool & Hot Tub - Walk to Flagler Ave

Pool-Jacuzzi & Palm Trees/ 8 Universal/ 15 Disney

2-bedroom home with pool near Kings Landings!

Cozy at Flamingo Cottage
Condo rentals with a pool

Breathtaking Direct Oceanfront

Cozy condo on the beach

Daytona Escape

Direct Oceanfront Luxury Suite

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

Heated Pool | Ocean Views | Direct Beach Access

Lexi's Beach Loft

The Ocean Stirs The Heart
Other holiday rentals with a pool

Central Florida Pool Home.

Relaxing Stay with Private Pool/ Near Orlando

Boat Tree Marina Floating Home Sanford

Pool House Paradise-Walk to Downtown Lake Mary

Deland Den 4BR, pool, blocks fr Stetson & Downtown

updated home with pool

The River Studio

great affordable place to stay no heated pool
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $254 AUD | $254 AUD | $270 AUD | $247 AUD | $247 AUD | $247 AUD | $247 AUD | $239 AUD | $239 AUD | $247 AUD | $254 AUD | $254 AUD |
| 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 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 1,770 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Tampa Bay Holiday rentals
- House rentals DeLand
- Cottage rentals DeLand
- Family-friendly rentals DeLand
- Condo rentals DeLand
- Rentals with a fireplace DeLand
- Cabin rentals DeLand
- Guesthouse rentals DeLand
- Apartment rentals DeLand
- Pet-friendly rentals DeLand
- Rentals with a washing machine and dryer DeLand
- Rentals with a patio DeLand
- Rentals with outdoor seating DeLand
- Rentals with a fire pit DeLand
- Rentals with pools Volusia County
- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- Kia Center
- Daytona International Speedway
- Universal's Volcano Bay
- Playalinda Beach
- Discovery Cove
- Aquatica
- Apollo Beach
- Disney's Hollywood Studios
- ICON Park
- Old A1A Beach
- Summer Haven st. Augustine FL
- Universal's Islands of Adventure
- Ventura Country Club
- Daytona Boardwalk Amusements




