
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 €62 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.ThePoolDeck inThat area-under construction. The beautiful beach and ocean areOPEN! 🏖️☀️
4.96 out of 5 average rating, 103 reviews
Escape 2 The Beach Daytona Beach FL 2BR 2B
Beachfront paradise with the Atlantic on one side, the Halifax River on the other, and Daytona’s skyline ahead. Enjoy heated pools (adults & kids), hot tub, gym, club room, billiards, ping pong, shuffleboard, basketball, pickleball, and tennis. Relax in king beds with luxury mattresses, cook in a fully equipped kitchen, and unwind on the balcony. Beach chairs included. Elevator to Top of Daytona restaurant. Two covered parking spaces free. Escape 2 The Beach Daytona Beach FL As seen on YouTube
4.99 out of 5 average rating, 148 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, 156 reviews
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
4.87 out of 5 average rating, 39 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
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
"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, 28 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
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
Fully Renovated Ocean Front Studio - Daytona Beach
🌊 ✨ Fully Renovated Oceanfront Studio! Stay at the Harbour Beach Resort, featuring a king-size bed & sofa bed for up to 4 guests. Enjoy free parking, high-speed Wi-Fi, on-site laundry, sparkling pool, relaxing hot tub, game room & fitness area. 🏖️ 🧆lJust a 9-min walk to downtown Broadway & top restaurants. Perfect for your beach getaway! Book now and enjoy comfort, style & breathtaking ocean views! 🌴☀️ Book your perfect vacation in Daytona Beach today! 👙🏖️🌊
4.87 out of 5 average rating, 198 reviews
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. 
4.9 out of 5 average rating, 41 reviews
Daytona Escape
Wonderful direct oceanfront condo steps from the beach. Sit on your own private balcony listening to the waves while enjoying your favorite beverage. We offer a new queen sized pillow top mattress ,rollaway bed and recliner sofa. We also have a new Samsung 55"smart TV with full cable lineup and 100 mps WIFI. The kitchen is fully equipped ,but if you prefer not to cook Adams Egg restaurant is located right on the property
4.92 out of 5 average rating, 198 reviewsPopular amenities for Holly Hill rentals with a pool
House rentals with a pool

Ormond By TheSea Pool Retreat
4.87 out of 5 average rating, 148 reviews
Cowboy Pool | Mini Golf | Beach | Ocean Center
4.86 out of 5 average rating, 175 reviews
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
Pool/Garage/Games/10 min drive to Bucees/Beaches
4.93 out of 5 average rating, 82 reviews
Oceanfront,2/2 Condo, Million $ View Daytona Beach
4.81 out of 5 average rating, 21 reviews
Private Indoor Heat Salt Water Pool Home by Beach
4.76 out of 5 average rating, 144 reviews
Ormond by the Sea: Walk to beach or Relax in Pool
4.87 out of 5 average rating, 15 reviewsCondo rentals with a pool

Top Rated! Direct Oceanfront Amazing Views Pool
4.97 out of 5 average rating, 153 reviews
Oceanfront 3BR Condo | Daytona Beach Shores + Pool
4.97 out of 5 average rating, 108 reviews
Beachfront Luxury with Spectacular Ocean Views!
4.98 out of 5 average rating, 127 reviews
Updated Oceanfront Condo! Come Relax by the Sea!
4.97 out of 5 average rating, 123 reviews
Stunning Studio with Breathtaking Ocean Views
4.88 out of 5 average rating, 139 reviews
Clean City view Studio + beach gear on the beach!
4.89 out of 5 average rating, 186 reviews
Plush Top Floor, Ocean Front, King Bed, Full Kitch
4.84 out of 5 average rating, 191 reviews
Its a Vibe Beachfront Condo in Daytona Beach
4.82 out of 5 average rating, 171 reviewsOther vacation rentals with a pool

Ocean Jewel studio beach condo
4.92 out of 5 average rating, 36 reviews
STUNNING OCEANVIEW, Beachfront, internet 70" TV
4.68 out of 5 average rating, 240 reviews
Oceanfront Bliss
4.96 out of 5 average rating, 25 reviews
Oceanfront Beach Condo: Ocean & Intracoastal Views
5.0 out of 5 average rating, 61 reviews
Cloud Nine by the Sea ~Limited Amenities Open
4.86 out of 5 average rating, 88 reviews
Ocean&Beach Front 1BR w/Balcony POOL OPEN
4.97 out of 5 average rating, 32 reviews
Beachfront Balcony/ King Bed/ Pool & Beach Views
4.98 out of 5 average rating, 45 reviews
Modern Pool Retreat | Outdoor BBQ • FirePit • Pets
5.0 out of 5 average rating, 3 reviewsWhen is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €116 | €136 | €153 | €134 | €127 | €127 | €154 | €152 | €141 | €137 | €114 | €118 |
| 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
- Ocean Center
- Blue Spring State Park
- Daytona Boardwalk Amusements
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