
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 $98 CAD 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 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
40 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
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.

Daytona Delight! Private Pool! Beach Close By!
There is something romantic & tranquil about water! There is plenty of it at the Daytona Delight! You are 6 minutes from the beach & steps away from your own personal pool! We have created a beautiful & spacious lock off apartment/suite with private entrance, your own private pool & pool deck! Personal bathroom, coffee area with a Keurig, fridge, toaster, & microwave. It is super clean! No shared space and located in a safe, quiet neighborhood. This is the perfect, romantic tropical oasis!

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.

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

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!

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 😎🌴

Top Rated 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.

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. Walking distance to shopping and restaurants. House guests must have only registered guests on property, any violation causes removal and no refund. Only 2 miles to beachside. Our home away from home resort is the perfect place to find peace, tranquility and a short stay getaway.

Private Pool & Hot Tub - Walk to Flagler Ave
Enjoy one of New Smyrna's very few rentals that offer a Private Pool and Hot Tub in the Heart of New Smyrna Beach. The back yard offers a private and peaceful setting to enjoy the Pool &Hot Tub. Great Location, Walk to Flagler Ave, where all the restaurants, shops and bars are located. Beach access is less than a 2 minute walk, just across the street. **30 day minimum- We have multiple units please contact host if you have a big group or if you need to book a shorter stay..

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

Daytona Beach House Retreat

The Ultimate Escape

Daytona’s Paradise/bonfire/BBQ/3Bed/2Baths

Pool Party in Daytona! Sleeps 8

Heated pool, short drive to beach.

Historical Gem! | Large Pool | Intracoastal Views!

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

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

Cozy condo on the beach

Daytona Escape

Oceanfront Studio Oasis

Amazing SeaView 1br/2ba, Kitchen, Jettub, Sleeps 4

Hawaiian Views Studio On Daytona Beach

Cloud Nine by the Sea ~Limited Amenities Open

Oceanfront Beach Condo: Ocean & Intracoastal Views

Amazing Ocean Front in Daytona / Pool
Other vacation rentals with a pool

*NEW HOME* Directly Across from Beach with Pool

Beachfront Daytona Condo w/ Pool & Hot Tub Access!

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

Family Pool House • Sleeps 8 • Space to Relax

Luxury private family home fenced yard/pool/toys

Pool | Fire Pit | Close to beach | NO EXTRA FEES

COZY 2 BEDROOM HOME

Guests Rave: Thoughtful Details & Super Clean
When is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $185 CAD | $217 CAD | $244 CAD | $214 CAD | $202 CAD | $203 CAD | $245 CAD | $242 CAD | $224 CAD | $219 CAD | $182 CAD | $188 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 |
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- Daytona International Speedway
- University of Central Florida
- Playalinda Beach
- St Augustine Amphitheatre
- Ocala National Forest
- Blue Spring State Park
- King's Landing
- Ocean Center
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Ponce Inlet Beach
- Orlando Speed World
- Addition Financial Arena
- Daytona Lagoon
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- Historic Downtown Sanford
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- Full Sail University
- Summer Haven st. Augustine FL
- Daytona Beach International Airport
- De Leon Springs State Park





