
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.

Silver Lake Guest Pool House Very Private !
The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool . Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from grocery stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

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.

St.John suite
Luxurious space with PRIVATE ENTRANCE, 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 lined streets, Ample shopping and award winning restaurants very nearby. Come play or rejuvenate your soul in this picturesque setting.

Nautical wreck, Heated Pool! 2 BATH!,ocean view!
Enjoy a stylish experience at this centrally-located place. Just fully renovated and furnished and ready to be enjoyed by you. 675 sq/ft condo-tel with FULL kitchen and everything you need to enjoy your vacation. JUST BRING YOUR TOOTHBRUSH! Bedroom has its own bathroom and living room has its own so no disturbing your kids or friends at night time. Oceanfront complex and my condo has a nice side view of ocean from my 5th floor private balcony also from front door. 2 pools one is heated!

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.

"Winnie's Place" A Peaceful Guesthouse with Pool.
Share the quiet backyard and pool with your hosts. Half was between Disney & the beaches. 12 years & older only. Sofa extends to a single bed. Minutes from Interstate-4. NOT a heated pool. Wheelchairs are fine. Driveway Entry gate 39"- Breezeway to Ramp entrance 32"- Slider Entrance 33"-Bedroom door 35"-Shower (no step) 35"-Laundry 32"-Closet 35"-Queen bed 29"-standard cabinets. We are not Handicap Certified but most wheelchair guests have not had issues. Grab bars are in the bathroom.

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. :)

Stunning Studio with Breathtaking Ocean Views
Platform fee 18.5% is paid by host Ocean front Studio Condo with Beautiful View!, on the 4th floor ocean side of the 5 story building. Wide Shared balcony & chairs overlook the ocean & sun rise. Ideal for guests who love a beach and ocean view. Some resort amenities damaged, 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.

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

Lake Dora Dream-Waterfront/Pool
Luxurious lakefront home on Lake Dora - 8 minutes to downtown Mount Dora and Tavares. Enjoy your vacation in this newly renovated pool home (Pool Not Heated) on Lake Dora and the Harris chain of Lakes. Bring your boat or rent one nearby to explore the area by water and cruise the Dora Canal to Lake Eustis. Included is a guest apartment with private entrance totaling 4 bedrooms and 4 full baths. Just a half mile to the Tavares Pavilion and dining in downtown Tavares.
Popular amenities for DeLand rentals with a pool
House rentals with a pool

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

Modern home, w Pool, 5 min from Universal Studios

Mount Dora, FL Private Corner Home w/pool

Private pool home near Downtown

Rate Discount~ Pool~Private Country Retreat

Modern Tropical House Heated Salt Pool

2-bedroom home with pool near Kings Landings!

Cozy at Flamingo Cottage
Condo rentals with a pool

Lovely Winter Park Home close to Hospitals !

Beachfront Condo with heated pool and epic view

5 mins Universal 10 mins Epic park | Rustic LOFT

Cozy condo on the beach

Daytona Escape

Heated Pool | Ocean Views | Direct Beach Access

Contemporary Cottage Condo Plush Ocean Front King

Escape To The Beach~Pool~Kitchen~Sleeps 3~Parking
Other vacation rentals with a pool

Cozy quiet 1 bedroom home with office!

Relaxing Stay with Private Pool/ Near Orlando

Sunny Side Stay

updated home with pool

Joy’s Den Pool Home

The River Studio

great affordable place to stay

Sandy Toes Retreat on the Beach
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $237 CAD | $237 CAD | $253 CAD | $231 CAD | $231 CAD | $231 CAD | $231 CAD | $224 CAD | $224 CAD | $231 CAD | $237 CAD | $237 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 1,770 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
- Universal's Volcano Bay
- Disney Springs
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Old Town Kissimmee
- Walt Disney World Resort Golf
- Epcot
- Amway Center
- Daytona International Speedway
- 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 Beach Boardwalk and Pier




