
Holiday rentals with a pool in DeLand
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in DeLand

Total holiday rentals
Explore 30 holiday rentals in DeLand

Nightly prices starting at
DeLand holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 2,170 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of DeLand holiday rentals include Wi-Fi 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!
Top-rated rentals with a pool in DeLand
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Private Pool Oasis w/Xbox, Fireplace, Projector
Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

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

Sea Forever -Oceanfront Getaway in Ormond Beach
Whether you are looking for a romantic getaway, a fun place to hang with good friends or a family vacation...Look no further, you have found the perfect spot. Come stay at "Sea Forever" where the ocean waves will help cure what ails you. Life is so good here. So much to do, Sun, Surf, Sand and Fun. A day trip to St. Augustine, Great Shopping and some of the very best seafood restaurants around. Enjoy the most spectacular sunrises on the east coast. Book it now. You will be so glad you did.

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!

Spacious House, Private Salt Pool, Near Downtown
CENTRAL FLORIDA HUB ♡ ▪︎ 5 minutes from downtown Deland and Stetson University. ▪︎ 10 minutes from DeLeon and Blue springs. ▪︎ 30 minutes from Daytona and New Smyrna beach. ▪︎ 1 hour from Orlando, Disney World, Sea World, Universal Studios, Islands of Adventure, Valcano Bay, Wet 'n Wild, Discovery Cove, Gatorland, WonderWorks, Aquatica, Cocoa beach, and St. Augustine. ▪︎ 2 hours from Tampa, Jacksonville, and Gainesville. ▪︎ 4 hours from Tallahassee, Fort Lauderdale, and Miami beach.

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 jetted 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 Atlantic | Direct Oceanfront | 10th Floor
Welcome to The Atlantic — a direct oceanfront studio on the 10th floor where the ocean fills your entire window. Clean, comfortable, and positioned for some of the best unobstructed water views in the building. 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 with 24-hour notice

Perfect Gateway to Disney and Retreat Center.
This is a perfect place for your family. Your children will love soaking in a huge pool, that is cleaned and sanitized. There are also"pool toys" on the premises for your usage. BBQ Pit, and Coal Available. This full house with Central A/C, fully certified outdoor pool is a gateway to Disney and other major parks, as well as Daytona Beach. Close to MCO airport in a pristine community. The house is cleaned by a professional company and fully sanitized after each guest.

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.

Luxe Guest House| Pool, HotTub| UCF, Rollins
This luxury guesthouse (on the same property as our main house but they are completely separate) is a hidden oasis conveniently located in the middle of downtown Winter Park (Rollins College/Full Sail) and UCF. It's roughly 10 minutes to each. Close to 417 expressway (toll road) so you can easily get around to the other areas of Orlando. Note: The guesthouse is 35 minutes to Disney, 25 minutes to Universal Studios and 20 minutes to Orlando International Airport.
Popular amenities for DeLand rentals with a pool
House rentals with a pool

Gated community XL pool Home 2500sq/f

Cozy Pool Home with Spacious Private Backyard

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

Private Pool at Flamingo Cottage

Modern Tropical House Heated Salt Pool

Beautiful 4/2, Golf, Pool & Games!

Galloway Getaway Ranch

Chamorro Retreat Home with Heated Pool
Condo rentals with a pool

Second floor corner oceanfront>Sweeping views

Lovely 2 bedroom condo directly on no-drive beach

Lexi's Beach Loft

Beachfront Luxury with Spectacular Ocean Views!

Stylish Beachfront | Oceanview | Walk to Flagler

Cozy space 5/10 universal & epic

Sea Coast Gardens II Unit 502

Escape 2 The Beach Daytona Beach FL 2BR 2B
Other holiday rentals with a pool

Palm Suite at Bliss House

Sapphire Cottage - sleeps 6, on 5 acres with canal

Beautiful 1bd/1ba Condo - New Smyrna Beach

The Casita at Casa Cascada

Secluded Getaway w/ Pool and private porch

Pool Home Near Parks & Beach Great Location

updated home with pool

*Heated pool and hot tub- 4Bed/4Bath Home
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 NZD | $275 NZD | $285 NZD | $275 NZD | $277 NZD | $277 NZD | $277 NZD | $268 NZD | $268 NZD | $285 NZD | $168 NZD | $221 NZD |
| 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 |
Destinations to explore
- Miami Holiday rentals
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- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Savannah Holiday rentals
- Hollywood Holiday rentals
- Charleston Holiday rentals
- Jacksonville Holiday rentals
- Hilton Head Island Holiday rentals
- Walt Disney World Resort
- Universal Studios Florida
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Daytona International Speedway
- Epcot
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Tinker Field
- Old Town
- Disney's Hollywood Studios
- ICON Park
- Playalinda Beach
- Aquatica
- Universal's Islands of Adventure
- Ocala National Forest
- Blue Spring State Park





