
Vacation 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.

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!

The Rider House Daytona | Pool |7 min to Beach
Stylish industrial 3BR/2BA private Florida home just 7 min from Daytona Beach. Private pool, fire pit, coastal-style bar, BBQ, gazebo, pool table, record player, Smart TV, high-speed WiFi, washer/dryer, full kitchen & keyless check-in. King, Queen & bunk beds. Located in a quiet neighborhood near the Speedway, outlets & dining. This isn’t a hotel stay, it’s a private space created for connection, downtime, and unforgettable Daytona moments. Book your stay and make it your next favorite memory

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!

The Tropics | Spacious 1BR | 12th Floor Views
Welcome to The Tropics — a spacious 12th floor 1-bedroom bursting with color and personality. Big, bright, and designed to put you in a tropical state of mind the moment you walk in. 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 — same-day requests may not be accommodated.

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.

Direct Oceanfront+Views+Balcony+Pool+Beach Gear
Directly on the beach, this bright and spacious 2-bedroom, 2-bath 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.

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. 

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!
Costal beach home 200ft. from pristine no-drive beach.. close to grocery, restaurants and entertainment. Large pool deck with new pavers. 2 sun loungers have been added along with fresh landscaping. Large swimming pool. Located on a quiet street, this 2BR/2 BA home is the perfect location to relax & live like a local. Perfect for families & friends, this place is fully stocked and ready for your arrival, just bring your swimsuit, flops & sunglasses.

Gorgeous Hideaway w/Pool in Historic Downtown NSB
-MUST BE 30 TO BOOK -BOOKER MUST STAY ON PROPERTY -NO SMOKING, PETS, OR PARTIES Previously an Airbnb Plus with over 65 reviews, all 5 ⭐️ The Hideaway is under new ownership with the same 5 ⭐️management. Spread out in your own private oasis with a private salt water pool, outdoor bathtub, rain shower and gas fire table. Enjoy a BBQ lunch and snooze in the hammock. Move inside to your stylish and cozy retreat.
Popular amenities for Holly Hill rentals with a pool
House rentals with a pool

Healthcare prof? Family home:5 min beach/pool/yard

Private Pool & Hot Tub - Walk to Flagler Ave

Heated Pool house 4 miles away from the beach

Ocean to the front, River in the Back

Screened Pool |Dog Friendly| Game Room | Sleeps 10

Hidden Treasure-cozy 3BR w/salt water Heated pool

Waterfront/Pool/Hot Tub/Dock / Game Room

Beautiful Family Pool Home
Condo rentals with a pool

Beachfront Luxury with Spectacular Ocean Views!

Victory Lane Ocean front Daytona Beach

Daytona Escape

Perfect View Studio on Daytona Beach

Its a Vibe Beachfront Condo in Daytona Beach

Escape 2 The Beach Daytona Beach FL 2BR 2B

Sea Woods Condo Near Pool and Beach | Bottom floor

Top Floor Oceanfront Condo Pools | Peaceful Stay
Other vacation rentals with a pool

15th Floor 3/2 Oceanfront Condo

Oceanfront Studio Oasis

The LUX Paradise Daytona Beach

Resort Studio w/ Beach Access & Ocean Views!

Scenic beachfront condo

🏖 Ocean Front 21st Floor Vacation Paradise!!

STUNNING OCEANVIEW, Beachfront, internet 70" TV

Beach Access Studio + Kitchen - Amazing Location
When is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$27,595 GYD | G$32,403 GYD | G$36,375 GYD | G$36,584 GYD | G$36,584 GYD | G$36,584 GYD | G$36,584 GYD | G$36,166 GYD | G$33,448 GYD | G$32,612 GYD | G$27,177 GYD | G$28,013 GYD |
| 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 vacation rentals with a pool in Holly Hill

Total vacation rentals
Explore 50 vacation rentals in Holly Hill

Nightly prices starting at
Holly Hill vacation rentals start at G$14,634 GYD per night before taxes and fees

Verified guest reviews
Over 1,770 verified reviews to help you choose

Family-friendly vacation rentals
20 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
40 of Holly Hill vacation rentals include wi-fi 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
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- Rentals with pools Volusia County
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- Rentals with pools United States
- Ocean Center
- Daytona International Speedway
- Crescent Beach
- Playalinda Beach
- University of Central Florida
- Ocala National Forest
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- Wekiwa Springs State Park
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Daytona Lagoon
- King's Landing
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Summer Haven st. Augustine FL
- Vilano Beach Fishing Pier
- Orlando Speed World
- Ravine Gardens State Park
- Daytona Beach International Airport
- Historic Downtown Sanford
- Addition Financial Arena
- Full Sail University
- St. Augustine Alligator Farm Zoological Park





