
Holiday rentals with a pool in Holly Hill
Find and book unique homes with a pool on Airbnb
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 €60 per night before taxes and fees

Verified guest reviews
Over 1,720 verified reviews to help you choose

Family-friendly holiday rentals
20 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
40 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
Top-rated rentals with a pool in Holly Hill
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

"Ocean Overload" w/huge private balcony POOL OPEN
Wake up to breathtaking panoramic views of the Atlantic Ocean in this beautiful 9th-floor condo. Perfectly located for a relaxing beach getaway, this unit offers comfort, style, and unforgettable scenery from sunrise to sunset. ‼️Our pools and amenities are OPEN—1 outdoor & 1 indoor pools, sauna, gym! Due to the recent hurricane,2 others pools remain closed, the Tiki bar and hotel restaurant are unavailable.There is also visible damage to the seawall. The beautiful beach and ocean areOPEN! 🏖️☀️

Updated Oceanfront Condo! Come Relax by the Sea!
Relaxing is easy at this bright and airy Ormond Beach rental! This condo offers 2 bedrooms on the fourth floor overlooking the gorgeous Atlantic Ocean. This beachfront property comes fully equipped for your beach vacation. The balcony overlooks the pool and provides unobstructed views of the Atlantic Ocean. A full kitchen and eat-in dining room provides ample space to cook your favorite meal. All bedrooms have smart televisions with spectrum cable and internet is provided throughout the condo.

A breathtaking oceanfront studio w/ a pvt balcony.
This bright, breezy seaside studio features a private balcony with a stunning direct oceanfront view from the room and balcony. This studio is ideal for families or up to 4 guests with included bedding (2 queen beds). This beach unit is part of the Daytona Resort and Conference Center building. This building has been recovering from previous hurricane damages. The indoor pool and north side outdoor pool just reopened for use. Enjoy both pool view and ocean view directly from the room.

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

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.

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!

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!

Large lighted Pool, 8 min to beach, huge backyard
Welcome to your tropical getaway in the heart of Daytona Beach! Located 3 miles from the beaches & 12 minutes from Nascar Speedway. This home includes a large swimming pool surrounded by a HUGE private yard, ping pong table, BBQ grill, 3 bedrooms, 4 beds, 2 bathrooms, & 1 premium queen airbed. Every room has Smart TVs & fast Wi-Fi (500 Mbps). Our fully stocked kitchen includes an air fryer, rice cooker, blender & more! Lastly, our quiet & safe neighborhood will ensure a peaceful stay 😎🌴

Fall Sale! Direct Oceanfront Balcony Views Pool
You found the right one! Directly on the beach, this bright and spacious 2-bedroom, 2-bath oceanfront retreat is your perfect getaway. Wake up to panoramic ocean views, sip coffee and read on the private oceanfront balcony, and fall asleep to the sound of the waves. Fully equipped including beach chairs and gear, washer & dryer, fast Wi-Fi, and free parking. Enjoy a free to use library, newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs.

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. 

The Atlantic | Direct Oceanfront | 10th Floor
Hello — before you book this unit, please read this listing all the way through, every section. We have put everything we know into it: the renovation, the parking, the beach access, what is open and what is closed, and exactly what this unit is. It matters, so please read it. Welcome to The Atlantic — a direct oceanfront studio on the tenth floor. Wake up to the water and start your day from up here.
Popular amenities for Holly Hill rentals with a pool
House rentals with a pool

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!

The Ultimate Escape

Indoor Private Pool in Coastal Town!

Pool/Garage/Games/10 min drive to Bucees/Beaches

Pool Party in Daytona! Sleeps 8

Heated pool, short drive to beach.

Private Indoor Heat Salt Water Pool Home by Beach

Oceanfront,2/2 Condo, Million $ View Daytona Beach
Apartment rentals with a pool

Beachfront Luxury with Spectacular Ocean Views!

Oceanfront Bliss: Ocean Front Complex: Pools Open

Escape 2 The Beach Daytona Beach FL 2BR 2B

Oceanfront 3BR Condo | Daytona Beach Shores + Pool

Daytona Escape

Coastal Soul - Ocean Walk

Stunning Studio with Breathtaking Ocean Views

Oceanfront Studio with Brand New Pool!
Other holiday rentals with a pool

10th Story Ocean Front Condo - 3 Bedrooms, 2 Baths

Gorgeous Ocean View studio Condo/Private Balcony

Waterfront Escape • Private Pool • Tiki Bar

Family Home with pool and large lanai

Oceanfront Pool! Direct Beachfront! Daytona Beach!

Ormond by the Sea: Walk to beach or Relax in Pool

Salty Shoals - Private Deep Water Dock Home w/Pool

Salt and Light Condo
When is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €114 | €134 | €150 | €132 | €124 | €125 | €151 | €149 | €138 | €135 | €112 | €116 |
| 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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- Daytona International Speedway
- University of Central Florida
- Playalinda Beach
- St Augustine Amphitheatre
- King's Landing
- Blue Spring State Park
- Ocala National Forest
- Ocean Center
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Orlando Speed World
- Addition Financial Arena
- Daytona Lagoon
- Historic Downtown Sanford
- Ponce Inlet Beach
- Rock Springs
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Full Sail University
- De Leon Springs State Park
- Flagler College





