
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 $56 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 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!
Top-rated rentals with a pool in DeLand
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

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.

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.

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

Downtown Orlando Garden Retreat
This space is a mother-in-law suite, completely private from the main house, accessible through a private entrance outside and entering through the garage. THIS IS NOT THE ENTIRE HOUSE! There is a queen size bed... perfect for a couples getaway! It is conveniently located about 15 min. from OIA and 5 min. from downtown Orlando. There is a beautiful pool and hot tub with stunning sunset views of across the lake... so peaceful and you feel like you are in a resort

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.

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
Popular amenities for DeLand rentals with a pool
House rentals with a pool

Galloway Getaway Ranch

Recharge @ Timberland Lodge: Pool Hottub Sauna

Gorgeous Hideaway w/Pool in Historic Downtown NSB

Private Pool Oasis w/Xbox, Fireplace, Projector

Gated community XL pool Home 2500sq/f

Large lighted Pool, 8 min to beach, huge backyard

Private Pool & Hot Tub - Walk to Flagler Ave

Modern Tropical House Heated Salt Pool
Condo rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Cozy space 5/10 universal & epic

Lexi's Beach Loft

Breathtaking Ocean View Suite w/ Spacious Balcony!

Breathtaking, Elegant, Direct Oceanfront Condo

Second floor corner oceanfront>Sweeping views

A breathtaking oceanfront studio w/ a pvt balcony.
Other vacation rentals with a pool

Chamorro Retreat Home with Heated Pool

Sapphire Cottage - sleeps 6, on 5 acres with canal

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

Central Florida Couples Pool Retreat

The Casita at Casa Cascada

Island Crib Escape

Secluded Getaway w/ Pool and private porch

A private little resort.
When is the best time to visit DeLand?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $217 CAD | $230 CAD | $238 CAD | $230 CAD | $231 CAD | $231 CAD | $231 CAD | $224 CAD | $224 CAD | $238 CAD | $140 CAD | $185 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 |
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- Walt Disney World Resort
- Orange County Convention Center
- SeaWorld Orlando
- Disney Springs
- Orlando / Kissimmee KOA
- Daytona International Speedway
- Universal's Volcano Bay
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- University of Central Florida
- Discovery Cove
- Tinker Field
- Old Town
- Disney's Hollywood Studios
- Playalinda Beach
- ICON Park
- Aquatica
- Ocala National Forest
- Blue Spring State Park
- King's Landing
- Ocean Center
- Shingle Creek Golf Club





