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

Total vacation rentals
Explore 30 vacation rentals in DeLand

Nightly prices starting at
DeLand vacation rentals start at $40 per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of DeLand vacation 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.

Gated community XL pool Home 2500sq/f
Need one night stay , reach out 4 special pricing. home rest between 2 most famous places central Florida has to offer, Disney World & Daytona beach and everything else in between. This property sits on 1/2acre of land, tropical landscaped backyard making your stay with us the true Floridian experience . Total privacy with quiet nights for a full rest. ! My home is in a Gated community.1 mile to Dtwn Lake Mary. POOL NOT heated, the hot tub only CAN be headed at an additional cost. NO TRAILERS!!!
ValueFamilyGrill

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
LocationValueAmenities

Island Crib Escape
Welcome to the Space Coast. Just a few miles from this chunk of paradise is the beach, Kennedy Space Center (KSC) and the KSC visitor center. You can watch a rocket launch from the back yard, beach, or many other locations. You have your own entrance and parking spot and our freshly updated guesthouse with king bed waiting for you. We offer you a spot at the backyard key west style covered bar or pool area where you can soak in the sun, watch a launch, barbecue, or just chill. Fully equipped.
ValueLocationCheckout

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.
ValueLocationHeating

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. Walking distance to shopping and restaurants. House guests must have only registered guests on property, any violation causes removal and no refund. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.
LocationFamilyHot tub

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. :)
FamilyLocationCheckout

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
LocationValueHospitality

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.
ValueFamilyDecor

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
ValueFamilyOutdoor spaces

August Sale - Floating Cottage on St Johns 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.
FamilyValueOutdoor spaces

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
ValueFamilyCheckout

Cozy Pool Home with Spacious Private Backyard
Our home is located on a beautiful large lot and is fully gated. Surrounded by fruit trees and flowers. There is a fully enclosed private pool ( non heated) with a relaxing view, which is cleaned and sanitized weekly. This is a perfect place for your vacation, located between Daytona Beach and Orlando theme parks as well as, beaches and springs. New Smyrna Beach, Daytona International Speedway, Disney World, etc await within an hour drive.
ValueLocationComfort
Popular amenities for DeLand rentals with a pool
House rentals with a pool

Recharge @ Timberland Lodge: Pool Hottub Sauna
ValueFamilyComfort

Home away from home
FamilyLocationAccess

Gorgeous Hideaway w/Pool in Historic Downtown NSB
FamilyLocationDecor

Harmony | Heated Pool | 10 min Universal & Epic.
FamilyLocationKitchen

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
ValueFamilyPool

Rate Discount~ Pool~Private Country Retreat
LocationFamilyView

Modern Tropical House Heated Salt Pool
ValueLocationGetting around

2-bedroom home with pool near Kings Landings!
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Condo rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!
FamilyValuePool

Beachfront Luxury with Spectacular Ocean Views!
FamilyLocationAmenities

Cozy space 5/10 universal & epic
FamilyLocationNearby

Lexi's Beach Loft
ValueLocationCleanliness

Super Mario's Sky Suite - Epic Universe 3 BD SUITE
FamilyLocationLaundry

Breathtaking Ocean View Suite w/ Spacious Balcony!
FamilyValueAmenities

Escape 2 The Beach Daytona Beach FL 2BR 2B
ValueLocationCondition

Second floor corner oceanfront>Sweeping views
ValueFamilyQuiet
Other vacation rentals with a pool

Relaxing Stay with Private Pool/ Near Orlando
LocationFamilyDecor

Pool Retreat Near Daytona & NSB
LocationFamilyCleanliness

Chamorro Retreat Home with Heated Pool
FamilyValueCleanliness

Sapphire Cottage - sleeps 6, on 5 acres with canal
ValueFamilyCheck-in

updated home with pool
FamilyLocationParks

Central Florida Couples Pool Retreat
LocationAmenitiesCheck-in

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

The Casita at Casa Cascada
LocationCheck-inHospitality
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 | $164 | $170 | $164 | $165 | $165 | $165 | $160 | $160 | $170 | $100 | $132 |
| Avg. temp | 59°F | 61°F | 65°F | 70°F | 76°F | 80°F | 82°F | 82°F | 80°F | 74°F | 67°F | 62°F |
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- Epcot
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