
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.

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. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

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.

The Cocoa Boho Rooftop Retreat
Escape to your own slice of paradise, a brand-new boho-chic retreat just 2 minutes from the beach! Picture this: ocean views from your private rooftop patio, mimosas in hand, Atlantic breezes flowing through bright, airy interiors. This isn't just accommodation, it's your perfect beach escape. Whether you're planning an unforgettable girls' trip, a romantic poolside retreat, or the ultimate theme park + beach combo vacation, Cocoa Boho delivers that perfect coastal vibe you've been craving.

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.

1926 Spanish Carriage House Lower
Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

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!

Waterfront Home with Pool + Private Dock
Unwind in this intercoastal waterfront paradise with breathtaking sunrise views over the Banana River. Spot turtles, dolphins & manatees from your private dock. Retreat into elegance with a sophisticated upscale split floor plan coastal home. 🏡 Close to Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣♂️ Provided kayaks, fishing poles, beach chairs & pool toys. Send us a message about the ultimate getaway with your own private pool & dock!

Private Entrance Bedroom Suite w/Pool
Just 45 minutes from Orlando International Airport or Sanford Airport, this “private entrance” room-suite includes a private deck, beautiful pond view & inviting pool w/lanai in a spacious, secluded neighborhood. Only 30 min. to the beaches, 10 min. from Kennedy Space Center & 3 min. From Interstate 95. High ceilings, compact refrigerator/freezer, microwave, Keurig + more. We are a great place for couples, business travelers & solo adventurers. Tim & Kim would love to welcome you!

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

Galloway Getaway Ranch

Modern Dream Home with Pool - Near Cocoa Village

2/2 custom pool home with 4 person gas golf cart

The Cypress House

WaterfrontOasis | HtdPool • Walk2Beach • KBeds

Rate Discount~ Pool~Private Country Retreat

Private Pool at Flamingo Cottage

Pool Home with Tiki Pub Close to Everything!
Condo rentals with a pool

Beachfront | Ocean View | Heated Pool

Stylish Condo 20 mins to Disney/King Bed

Daytona Escape

Nautical wreck, Heated Pool! 2 BATH!,ocean view!

Its a Vibe Beachfront Condo in Daytona Beach

Need for Speed Daytona Beachfront studio!

Fully Renovated Ocean Front Studio - Daytona Beach

Lakefront Studio •Private Terrace• near Universal
Home rentals with a private pool

Wr001or (1stfororlando)

Disney's Championsgate: Private Pool & Arcade Fun!

1116chd-The Retreat at Championsgate

Airy, Stylish Home with Pool Heat Included in Davenport

Visit Disney World from a Sunny Home with a Pool

The Manors at Westridge Home W/ Private Pool

4323sl-Storey Lake Resort

732bd 4 Bedroom Villa
Quick stats about vacation rentals with a pool in DeLand
Total rentals
20 properties
Nightly prices starting at
€ 34 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Seminole Vacation rentals
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Charleston Vacation rentals
- Rentals with outdoor seating DeLand
- Guesthouse rentals DeLand
- Condo rentals DeLand
- House rentals DeLand
- Pet-friendly rentals DeLand
- Rentals with a patio DeLand
- Apartment rentals DeLand
- Family-friendly rentals DeLand
- Rentals with a fire pit DeLand
- Rentals with a fireplace DeLand
- Cabin rentals DeLand
- Cottage rentals DeLand
- Rentals with a washer and dryer DeLand
- Rentals with pools Volusia County
- Rentals with pools Florida
- Rentals with pools United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Magic Kingdom Park
- Epcot
- Amway Center
- Playalinda Beach
- Daytona International Speedway
- Aquatica
- Walt Disney World Resort Golf
- Apollo Beach
- Disney's Hollywood Studios
- Universal CityWalk
- ICON Park
- Summer Haven st. Augustine FL
- Old A1A Beach
- Universal's Islands of Adventure
- Daytona Beach Boardwalk and Pier