
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 ﺩ.ﺇ 257 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.

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.

Clean City view Studio + beach gear on the beach!
Queen and a twin bed that opens to king, stocked with beach gear. We offer beach chairs, umbrella, boogie boards and more for 2. On the beach with city view. NO pets. NO smokers. Light cooking only. No children under 10. WARNING: Resort’s garage and sea wall are not operational Access to beach is adjacent to resort on North side, right next to our beautiful BEACH FRONT POOL! Parking lot is on the South side. Our unit doesn’t have a balcony. We are N Daytona Beach, almost Ormond Beach.

The Stillwater - Pool, Riverfront & Viewing Dock
The Stillwater is a relaxing riverfront getaway minutes from downtown Daytona Beach & The Speedway featuring a large screened pool with a brand-new travertine deck and a scenic viewing dock with bench seating. This 3-bedroom home includes a king suite with a handicap-accessible bathroom, a double bedroom, and a queen room with a dedicated workspace. Enjoy a fully equipped kitchen, a front fire-pit seating area with skyline views, and an open-air garage that lets the river breeze flow through.

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.

Beachfront Luxury with Spectacular Ocean Views!
Newly remodeled spacious 2/2 condo located directly on the beautiful Atlantic Ocean. Sip coffee or wine on the wrap around balcony while watching the waves roll in, spot dolphins & seagulls as you enjoy the southeastern exposure. This condo is suitable for adults & children at least 12 yrs old. New Casper beds, ocean views from every room & modern design. Enjoy the refreshing pool for fun or exercise. No drive beach & walking distance to the grocery store. No need to leave this sanctuary!

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

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 Special Direct Oceanfront Balcony Pool Views
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.

The Atlantic | Direct Oceanfront | 10th Floor
Welcome to The Atlantic — a direct oceanfront studio on the 10th floor where the ocean fills your entire window. Clean, comfortable, and positioned for some of the best unobstructed water views in the building. 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

Stunning Studio with Breathtaking Ocean Views
Oceanfront studio with beautiful views and a shared balcony. Current pricing reflects ongoing storm-related repairs. The building and amenities are managed by a HOA. Some amenities may be closed or under repair. Best suited for guests who value location and ocean views over luxury or hotel-style service. **Open Amenities • 8:00 AM – 10:00 PM • One Outdoor Pool • Indoor Pool • South Spa • Fitness Center / Gym • Sauna **Primary guest registration with ID required.

Its a Vibe Beachfront Condo in Daytona Beach
This beach condo was recently renovated in July 2023 and is located on the main strip in Daytona Beach. New pool opened March 2025! Sitting in the heart of everything, it is walking distance to the Daytona Main Street Boardwalk and Pier, restaurants, bars and event locales like the Ocean Center Convention. It's also only 15 minutes away from Daytona International Speedway and the airport.
Popular amenities for Holly Hill rentals with a pool
House rentals with a pool

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

Renovated Home with Private Pool 5 min from Beach

The Ultimate Escape

Private Pool & Hot Tub - Walk to Flagler Ave

Sunny Las Palmas: Heated Pool & Beach Retreat

Updated oceanfront 2 br condo. Stunning views!

Pool Party in Daytona! Sleeps 8

The Rider House Daytona | Pool |7 min to Beach
Condo rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Oceanfront Studio with Brand New Pool!

Oceanfront 3BR Condo | Daytona Beach Shores + Pool

Escape 2 The Beach Daytona Beach FL 2BR 2B

Fully Renovated Ocean Front Studio - Daytona Beach

**BEACHFRONT: 2 Bed/2 Bath CONDO w/ OCEAN VIEWS **

Beachfront, Balcony, 2 Pools, Queen Bed, Smart TV

Sunrise Solitude Oceanfront Beach Condo with Pool
Other vacation rentals with a pool

Tuscan Villa

Private Indoor Heat Salt Water Pool Home by Beach

Salty Shoals - Private Deep Water Dock Home w/Pool

"Ocean Overload" w/huge private balcony POOL OPEN

Bright Oceanfront Villa for Six

Pool Retreat Near Daytona & NSB

Perfect NSB Stay: Thoughtful Details & Super Clean

Heated Pool Home Paradise on Lake
When is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 485 | ﺩ.ﺇ 569 | ﺩ.ﺇ 639 | ﺩ.ﺇ 562 | ﺩ.ﺇ 529 | ﺩ.ﺇ 533 | ﺩ.ﺇ 643 | ﺩ.ﺇ 635 | ﺩ.ﺇ 588 | ﺩ.ﺇ 573 | ﺩ.ﺇ 477 | ﺩ.ﺇ 492 |
| 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 |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Miami Beach Vacation rentals
- Orlando Vacation rentals
- Fort Lauderdale Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Savannah Vacation rentals
- Hollywood Vacation rentals
- Charleston Vacation rentals
- Jacksonville Vacation rentals
- Hilton Head Island Vacation rentals
- House rentals Holly Hill
- Rentals with a sauna Holly Hill
- Rentals with a hot tub Holly Hill
- Family-friendly rentals Holly Hill
- Pet-friendly rentals Holly Hill
- Rentals with beach access Holly Hill
- Waterfront rentals Holly Hill
- Condo rentals Holly Hill
- Apartment rentals Holly Hill
- Rentals with pools Volusia County
- Rentals with pools Florida
- Rentals with pools United States
- Daytona International Speedway
- University of Central Florida
- Playalinda Beach
- St Augustine Amphitheatre
- Ocala National Forest
- Blue Spring State Park
- King's Landing
- Ocean Center
- Saint Augustine Town Plan Historic District
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Orlando Speed World
- Ponce Inlet Beach
- Daytona Lagoon
- Addition Financial Arena
- Rock Springs
- Historic Downtown Sanford
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Full Sail University
- Summer Haven st. Augustine FL
- Daytona Beach International Airport





