
Vacation rentals with a pool in Holly Hill
Find and book unique homes with a pool on Airbnb
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 €61 per night before taxes and fees

Verified guest reviews
Over 1,720 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
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! 🏖️☀️
4.96 out of 5 average rating, 102 reviews
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.
4.97 out of 5 average rating, 123 reviews
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.
4.86 out of 5 average rating, 155 reviews
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.
5.0 out of 5 average rating, 157 reviews
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
4.94 out of 5 average rating, 217 reviews
"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!
5.0 out of 5 average rating, 27 reviews
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!
4.86 out of 5 average rating, 174 reviews
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 😎🌴
4.98 out of 5 average rating, 124 reviews
Top Rated! Direct Oceanfront Amazing 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.
4.97 out of 5 average rating, 152 reviews
Heated pool, short drive to beach.
home is located minutes from beautiful Ormond/Daytona beaches and Daytona International Speedway, Iron horse and Boot hill saloons. You can spend the day at the beach or in the screened in lanai and pool area available with a grill and plenty of seating, so you never have to leave the house if you don't want to! With 4 bedrooms and 2 bathrooms this has plenty of room to bring the whole family and relax. All the comforts of being home along with everything needed to have a great time.
4.95 out of 5 average rating, 101 reviews
The Reserve | Oceanfront Studio | Private Balcony
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 Reserve — a direct oceanfront studio with a fully private balcony looking straight out over the Atlantic.
4.82 out of 5 average rating, 114 reviews
Riverfront Retreat | Pool & Hot Tub near Beach
Escape to this coastal retreat with all the perks of waterfront living. Enjoy a riverfront resort-style pool with a full-size sun shelf and spacious, serene hot tub. Take in skyline and river views from the 30’ master suite balcony. Watch dolphins, manatees, and herons from the backyard. Only 5-10 minutes to Daytona Beach, the Speedway, Ocean Center, Pictonia, downtown, shops, dining & more!
4.94 out of 5 average rating, 120 reviewsPopular amenities for Holly Hill rentals with a pool
House rentals with a pool

The Ultimate Escape
5.0 out of 5 average rating, 106 reviews
INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!
4.98 out of 5 average rating, 120 reviews
Beach Home with a Private Pool and Bike Garage
4.91 out of 5 average rating, 102 reviews
The Rider House Daytona | Pool |7 min to Beach
4.87 out of 5 average rating, 39 reviews
Daytona’s Paradise/bonfire/BBQ/3Bed/2Baths
4.9 out of 5 average rating, 41 reviews
Pool Party in Daytona! Sleeps 8
5.0 out of 5 average rating, 36 reviews
Pool/Garage/Games/10 min drive to Bucees/Beaches
4.93 out of 5 average rating, 82 reviews
Private Indoor Heat Salt Water Pool Home by Beach
4.76 out of 5 average rating, 144 reviewsCondo rentals with a pool

Beachfront Luxury with Spectacular Ocean Views!
4.98 out of 5 average rating, 127 reviews
Beachfront/Ocean View Condo Daytona Beach
4.85 out of 5 average rating, 146 reviews
Daytona Escape
4.92 out of 5 average rating, 198 reviews
Escape 2 The Beach Daytona Beach FL 2BR 2B
4.99 out of 5 average rating, 148 reviews
Hawaiian Views Studio In Daytona Beach
4.84 out of 5 average rating, 344 reviews
Scenic beachfront condo
4.9 out of 5 average rating, 60 reviews
Oceanfront Beach Condo: Ocean & Intracoastal Views
5.0 out of 5 average rating, 61 reviews
You deserve the Penthouse, treat yourself!
5.0 out of 5 average rating, 72 reviewsOther vacation rentals with a pool

Minutes to Beach Pool Intracoastal Free Kayak/Bike
4.83 out of 5 average rating, 23 reviews
Pool Home near Beaches-Pets OK-lots of parking
5.0 out of 5 average rating, 28 reviews
Salty Shoals - Private Deep Water Dock Home w/Pool
4.97 out of 5 average rating, 39 reviews
10th Story Ocean Front Condo - 3 Bedrooms, 2 Baths
4.9 out of 5 average rating, 82 reviews
Golden Sand Retreat House Duplex
4.64 out of 5 average rating, 42 reviews
Oceanfront Pool! | Amazing Views! | Daytona Beach!
5.0 out of 5 average rating, 20 reviews
Waterfront Escape • Private Pool • Tiki Bar
5.0 out of 5 average rating, 20 reviews
Family Home with pool and large lanai
4.95 out of 5 average rating, 20 reviewsWhen is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €115 | €135 | €151 | €133 | €125 | €126 | €152 | €151 | €139 | €136 | €113 | €117 |
| 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
- Ocala National Forest
- Blue Spring State Park
- Ocean Center
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Orlando Speed World
- Lightner Museum
- Addition Financial Arena
- Daytona Lagoon
- Historic Downtown Sanford
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- Flagler College





