
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.

Stunning Studio with Breathtaking Ocean Views
Oceanfront studio condo with a beautiful view. with wide shared balcony with seating. The current rate reflects ongoing storm-related repairs and closures of some amenities. Ideal for guests who value being close to the beach and ocean views over perfection and understanding the challenges. Some recently opened: **Open Amenities • 8:00 AM – 8:00 PM • One Outdoor Pool • Indoor Pool • South Spa • Fitness Center / Gym • Sauna **Primary guest registration with ID required through guest portal.

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

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.

Victory Lane Ocean Front Daytona Beach
We are one of the closest airbnb to the new years fireworks. OnThe Worlds Most Famous Beach with an open Pool Come enjoy our Newly Furnished Studio with Amazing Top Floor Beach Views. We are the Closest AIRBNB on the Beach to the Daytona International Speedway With king bed and Queen sleeper sofa. Centrally located in the Heart of Daytona Beach. walking distance to the Pier Boardwalk, Restaraunts, and Main Street We have FREE parking for 1 vehicle and provide Coffee,Cream,Sugar,bch chairs

Beachfront | Ocean View | Heated Pool
Welcome to our cozy beachside retreat! Located just steps away from the pristine white sand and sparkling waters of the Atlantic Ocean! This is the place to relax in our stylishly furnished and well-equipped space, complete with modern amenities. Enjoy breathtaking sunrises from the private balcony or take a dip in the heated pool. With many nearby attractions, restaurants, and shops, your stay here promises to be a memorable one. We look forward to hosting you at Colony Beach Club!

Salty~Tides ~ 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. :)

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.

Easiest camping ever, RV & Golf cart included
Welcome to the Damon Nomad! Gated Lakefront campground. No RV experience needed. Across street salt springs. A short drive to Silver glen, Silver, Alexander & jupiter springs. Only RV I know of with a California King. Tons of stuff to do if you like the outdoors. Take the golf cart to the restraunts, bait store, dollar general or just cruise the campgrounds. $35 checkin fee for up 2 vehicles. If booked try: www.airbnb.com/h/paulapuma www.airbnb.com/h/tinytina
Popular amenities for DeLand rentals with a pool
House rentals with a pool

Lake Dora Dream-Waterfront/Pool

The Cypress House

Gated community XL pool Home 2500sq/f

2-bedroom home with pool near Kings Landings!

Cozy at Flamingo Cottage

Riverfront Retreat | Pool & Hot Tub near Beach

Pool Home with Tiki Pub Close to Everything!

Pool, short drive to Flagler Ave and Canal St.
Apartment rentals with a pool

Breathtaking Direct Oceanfront

Daytona Escape

Heated Pool | Ocean Views | Direct Beach Access

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

The Point Hotel & Suites - 705H Luxury - Pool View

Romantic Hideout Sea And City Views

Sea Woods Condo Near Pool and Beach | Bottom floor

Beachside Resort Oasis | Pools | Pickleball | Gym
Other holiday rentals with a pool

Relaxing Stay with Private Pool/ Near Orlando

Pool house: 4bd/2bth near daytona and new smyrna

Luxury Escape on the Water

updated home with pool

The River Studio

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

Spacious 3-BRD | Pool | Porch | Downtown Sanford

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 | £126 | £126 | £134 | £122 | £122 | £122 | £122 | £118 | £118 | £126 | £74 | £98 |
| 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 £30 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of DeLand holiday 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
- Walt Disney World Resort Golf
- Disney Springs
- SeaWorld Orlando
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Epcot
- Daytona International Speedway
- Old Town
- Kia Center
- Universal's Volcano Bay
- Playalinda Beach
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- Camping World Stadium
- Ocala National Forest
- Ventura Country Club
- Shingle Creek Golf Club
- Universal's Islands of Adventure




