
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.

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.

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. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

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!

Guest Favorite Direct Oceanfront Balcony View Pool
Just steps from the beach, this bright and spacious 2-bedroom, 2-bath direct oceanfront condo is your perfect coastal escape. 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.

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

"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!

Oceanfront Studio- Can’t get closer to the beach!
Weekend getaway? Time to rewind? Visit our oceanfront studio. We supply everything you will need for a great stay! Safe, quiet building of only 33 units. The OCEAN is located directly in front of this comfy condo, with no roads to cross! This is a remodeled 2nd floor 389 sq ft condo at the Symphony Beach Club. Private balcony and full kitchen no need to leave the premises. This is a DIRECT OCEAN FRONT unit with an ocean view from your private balcony. Pool on premises.

Prime Location: Oceanfront & Near Flagler Ave!
Welcome to Wave Haven! Our spacious 2/2 condo has a stunning direct ocean view and is just steps from the beach. We are also a short walk to popular Flagler Ave., where there is no shortage of great restaurants, bars, and shopping. Onsite amenities include a heated pool, outdoor shower, lounge seating, charcoal grills, and a car wash station. Voted one of Florida’s best beach towns, New Smyrna Beach is a paradise for seafood, outdoor activities, and wildlife

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. 
Popular amenities for Holly Hill rentals with a pool
House rentals with a pool

Ormond By TheSea Pool Retreat

Open concept Florida home in South Daytona

8 beds! Steps 2 Ocean Center | Cowboy Pool | Beach

Large lighted Pool, 8 min to beach, huge backyard

Heated Pool house 4 miles away from the beach

The Lemon Cottage -NO EXTRA FEES

Charming Beach House - Walk to Beach & Flagler

Heated pool, short drive to beach.
Condo rentals with a pool

You deserve the Penthouse, treat yourself!

Cozy condo on the beach

Relax & Recharge | Wake Up to the Waves |Oceanview

Ocean Front Extended Balcony Daytona Beach

Romantic Hideout Sea and City Views

Ormond Beach oceanfront condo

Beautiful Ormond Beach Ocean Front Condo

Stunning Studio with Breathtaking Ocean Views
Other vacation rentals with a pool

Penthouse 2BR | Wraparound Deck | Ocean+ICW Views!

*NEW HOME* Directly Across from Beach with Pool

Luxury Beach Condo life

Sandcastle Harbor Pool & FirePit

Friendly Neighbor Suite

Beachfront 3BR 12th Flr Direct Ocean Views

Fun Beach House! Short walk to the beach. Pets ok

Oceanfront 2/2 | Heated Pool + Garage Parking
When is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 CAD | $238 CAD | $250 CAD | $239 CAD | $239 CAD | $239 CAD | $239 CAD | $237 CAD | $219 CAD | $213 CAD | $178 CAD | $183 CAD |
| 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 $82 CAD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Holly Hill vacation 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
Destinations to explore
- Augusta Vacation rentals
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Rentals with a fireplace Holly Hill
- Rentals with a washer and dryer Holly Hill
- Fitness-friendly rentals Holly Hill
- Rentals with outdoor seating Holly Hill
- Waterfront rentals Holly Hill
- Rentals with beach access Holly Hill
- Rentals with a patio Holly Hill
- Rentals with a firepit Holly Hill
- Apartment rentals Holly Hill
- House rentals Holly Hill
- Pet-friendly rentals Holly Hill
- Family-friendly rentals Holly Hill
- Rentals with a sauna Holly Hill
- Condo rentals Holly Hill
- Rentals with a hot tub Holly Hill
- Rentals with pools Volusia County
- Rentals with pools Florida
- Rentals with pools United States
- Daytona International Speedway
- Playalinda Beach
- Ocala National Forest
- Daytona Boardwalk Amusements
- University of Central Florida
- Summer Haven st. Augustine FL
- Wekiwa Springs State Park
- Lightner Museum
- St Augustine Amphitheatre
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Ocean Center
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
- Historic Downtown Sanford
- Embry Riddle Aeronautical University
- Anastasia State Park
- Ocean Walk Shops
- Addition Financial Arena
- Vilano Beach Fishing Pier
- Marineland Dolphin Adventure




