
Holiday rentals with a pool in Holly Hill
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Holly Hill
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.

Oceanfront Guest Favorite Balcony Pool Best View
Just steps from the beach, this bright and spacious 2-bedroom, 2-bath direct oceanfront condo is your perfect coastal getaway. Wake up to panoramic ocean views, sip coffee on the large private balcony, and fall asleep to the sound of the waves. The condo is fully equipped including beach chairs and gear, washer and dryer, ultra-fast Wi-Fi, and free parking. Enjoy a newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs for streaming your favorite shows.

Pool/Garage/Games/10 min drive to Bucees/Beaches
Enjoy your stay at this newly remodeled beautiful tropical oasis retreat where you can relax, work or play. Enjoy a large 65 inch TV in the living room couch/sofa bed and 40 inch tv’s in the master and guest bedroom. Plenty of entertainment, board games, ping pong table and a beautiful sunroom for your photo ops. Grill by the private pool area and soak in the sun at our deck. Laundry onsite. 10 Minute drive to the beaches and 15 minute drive to Daytona International Speedway! Sea you real soon!

Walk to Beach | Pool, Spa & Private Dock
This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

Breathtaking Ocean View Suite w/ Spacious Balcony!
NOTICE–Amenity Update Our building has been undergoing repairs. Some amenities have now reopened, while others remain closed as work continues. Currently Open: • 1 Outdoor Heated Pool • 1 Indoor Pool • 1 Hot Tub • Fitness Center & Sauna Still Under Repair: • Additional Outdoor Pools • Beach Access from the Pool Deck (Beach access is available via the North Side Beach Access) • Covered Parking Garage (Free parking is available in our south side parking lot) Thank you for your understanding

"Southern Comfort" Pool - Daytona & Ormond Beach
Nestled between the beaches of Daytona and Ormond, our vacation home has so much to offer! "Southern Comfort" is the prime location for some R&R or family adventure! Enjoy a BBQ by the POOL followed by a game of cornhole or spend the day walking the BEACH. Take in some excitement at DAYTONA INTERNATIONAL SPEEDWAY or sharpen your pickleball skills at PICTONA! Shop the TANGER OUTLETS or enjoy a dinner cruise on the HALIFAX RIVER! There's so much to do, you're just a short drive/walk to it all!

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.

Cowboy Pool | Mini Golf | Beach | Ocean Center
PET & BIKER FRIENDLY! Come stay at our tropical oasis just 1 block to the beach, steps from the Ocean Center & 1 street from Main Street! Whether you are in town for business, a convention at the Ocean Center or coming to enjoy the beach, our home is perfectly suited for all types! Bring your bathing suit & flip flops, we have taken care of the rest! Disney World & Universal Studios are 1hr & 15mins away! St Augustine(The first city in the US!) is only 1hr away! Take a day to explore!

Beautiful Ormond Beach Ocean Front Condo
Beautiful ocean front condo. Two bedrooms two bathrooms. Large master bedroom with new California king bed, private bath and balcony overlooking the Ocean. 2nd Bedroom has 2 single beds. Recently renovated including new bathroom, tvs, and new flooring in bedrooms and living areas. Wifi, Led TV's throughout, shaded balcony overlooks the ocean, beautiful private pool, on site laundry, close to area shopping and restaurants, including a Publix across the street no smoking

Daytona’s paradise/bonfire/BBQ/3Bed/2Baths
Welcome to your perfect getaway! This beautiful, family-friendly home is nestled just minutes from the river, offering stunning views and a serene escape from the everyday. With a private pool, spacious layout, and plenty of amenities, this is the ideal spot for families and groups looking to relax and unwind. 1320 Daytona Avenue is situated in a prime location offers residents and visitors a variety of attractions and amenities within a short distance. 

Chic & Cozy Modern Pool Home
Escape the crowds and relax in this fully private 1BR guest house just 10 minutes from the beach and 15 minutes from Daytona. Located in a quiet, safe neighborhood, this newly renovated pool home features a full kitchen, walk-in closet, sleeper sofa, and access to a shared pool, outdoor shower, and half bath. Ideal for those that want to enjoy all Daytona has to offer, but prefer to get some peace and quiet!

Pool Party in Daytona! Sleeps 8
Enjoy the best of Daytona Beach in this spacious, modern pool home! It sleeps 8 comfortably and is just minutes from beaches, dining, top attractions, and local parks. Unwind in your own private backyard oasis featuring a sparkling pool and serene park views. Perfect for families or groups, this home offers the ideal blend of relaxation, privacy, and fun—no crowds, no stress, just your own slice of paradise.
Popular amenities for Holly Hill rentals with a pool
House rentals with a pool

Beautiful and spacious house

Ormond By TheSea Pool Retreat

Heated Pool house 4 miles away from the beach

The Lemon Cottage -NO EXTRA FEES

Salty Oceanfront Luxury Condo | Pools & Hot Tubs

COZY 2 BEDROOM HOME

⭐️Stylish yet COZY ⭐️ home in PALM COAST FLORIDA!

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!
Apartment rentals with a pool

Daytona Beach Penthouse. Oceanfront Balcony + Pool

Beachfront Luxury with Spectacular Ocean Views!

Updated Oceanfront Condo! Come Relax by the Sea!

Cozy condo on the beach

Victory Lane Ocean front Daytona Beach

Amazing Ocean Front in Daytona / Pool

Sechrist’s Beach Getaway

Daytona Breeze Ocean Front At Hawaiian Inn
Other holiday rentals with a pool

Chamorro Retreat Home with Heated Pool

Luxury Beach Condo life

Direct Beachfront Condo with Pool and huge balcony

Luxury, Direct Oceanfront Condo

Friendly Neighbor Suite

Gorgeous Beach Front Condo, Near Flagler Ave - 701

*Oceanfront Penthouse Suite w/ Iconic Views

Daytona Oceanside Inn Condo
When is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £118 | £131 | £138 | £132 | £132 | £132 | £132 | £130 | £120 | £117 | £98 | £101 |
| 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 holiday rentals with a pool in Holly Hill

Total holiday rentals
Explore 50 holiday rentals in Holly Hill

Nightly prices starting at
Holly Hill holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Holly Hill holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Holly Hill rentals

4.7 Average rating
Holly Hill stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Augusta Holiday rentals
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a fireplace Holly Hill
- Rentals with a firepit Holly Hill
- Rentals with a washing machine and dryer Holly Hill
- Rentals with a patio Holly Hill
- Apartment rentals Holly Hill
- Fitness-friendly rentals Holly Hill
- House rentals Holly Hill
- Pet-friendly rentals Holly Hill
- Family-friendly rentals Holly Hill
- Rentals with outdoor seating Holly Hill
- Flat rentals Holly Hill
- Rentals with beach access Holly Hill
- Rentals with a hot tub Holly Hill
- Rentals with a sauna Holly Hill
- Waterfront rentals Holly Hill
- Rentals with pools Volusia County
- Rentals with pools Florida
- Rentals with pools United States
- Ocean Center
- Daytona Beach Bandshell
- Daytona International Speedway
- Playalinda Beach
- University of Central Florida
- Ocala National Forest
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- Summer Haven st. Augustine FL
- Wekiwa Springs State Park
- Lightner Museum
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Saint Augustine Town Plan Historic District
- King's Landing
- Ravine Gardens State Park
- Embry Riddle Aeronautical University
- Historic Downtown Sanford
- St. Augustine Alligator Farm Zoological Park
- Orlando Speed World
- Vilano Beach Fishing Pier
- Anastasia State Park
- Addition Financial Arena




