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

Tomoka River House
We had a great visit at this home! There is something for all ages to enjoy such as kayaking, fishing and paddle boarding for the older kids as well as the pool for the younger ones! We saw a Manatee and her baby float right up to the dock in the morning. Fun place for the family to gather!

Luxury 5-Bedroom Retreat with Pool
Beautiful home, looks even better in person! Both outside and inside! Also Alina the host was super responsive and accommodating. Thank you for helping make our family vacation a great one, Alina!

Beach Home w/ Heated Saltwater Pool, SPA&Boat lift
My family had a wonderful stay in this beautiful home. Dee was a great host and provided us with easy to understand instructions and great information. Can't wait to go back and hopefully stay longer next time.

Private Pool & Hot Tub - Walk to Flagler Ave
EXCELLENT location! We thoroughly enjoyed the pool (and unexpectedly used the hot tub more than we thought we would!). Very spacious. The open concept kitchen, dining and den with pool views gave it a resort like feel. We definitely plan to visit again!

Heated Pool house 4 miles away from the beach
We had such a great stay! It was easy to locate, the location is right in the middle of everything, close to beach, plenty to do if you leave the house or stay. The car port was nice for when it was raining. Pool was great! The pool has higher level sides, so it made it easier to not worry about little ones in the pool in the deeper end. * WITH SUPERVISION * ! The house was very clean, and spacious. The lights outside were cute, we did use to grill with no problems! We were able to feel at home away from home. There is a train in the back yard basically, only goes by a couple times nothing to worry about. The host had great communication, I was so pleased I never checked the app to see if kept checking on us. Which was very welcoming! (I apologize for not replying lol). Overall I would 100% recommend and return to stay again. Thank you for having us 💕

Fun Beachside Home with Heated Pool & Golf Cart
My wife and I were looking for a place at the beach to take my mom for a long weekend and Eric's place was perfect. My brother and sister-in-law stopped by for an afternoon and we had a great day relaxing around the pool and catching up. We also took advantage of the otional golf cart and it made it very easy to visit the beach. The location was great with reastaurants and shopping nearby. Overall, the house was clean, comfortable, and well appointed. We would love to spend more time here

MODERN , yet COZY home in PALM COAST FLORIDA.
Karolina was an absolute pleasure to work with and her place was phenomenal!!! Everything you need for a relaxing vacation close to Flagler Beach. Will definitely be back!

Outdoor oasis , short drive to beach.
Perfect spot for a family vacation with quiet neighborhood and plenty of space. Pool was perfection, and it all felt very comfortable.
Apartment rentals with a pool

ICONIC & HISTORIC Oceanfront Condo
Gorgeous views in this lovely condo. Comfortable beds, nicely decorated and well stocked kitchen if you want to cook. Pool is nice, and you're right on the beach. Even if you don't want to eat at the Top of the Daytona restaurant on the building's top floor, definitely go up to have a drink and take in the views.

Oceanfront penthouse, views, pool & beach
We had such a wonderful stay at Cody’s place while we were in town for Rockfest! From the very beginning, Cody was an incredible host—he stayed in touch with us leading up to our trip and even had some thoughtful decorations waiting for us when we arrived. It really made us feel welcome. The condo itself is absolutely charming—super clean, cozy, and with a stunning view of the ocean. Waking up to those breathtaking sunrises each morning was a highlight of our trip. We felt right at home and completely relaxed. We’re already looking forward to our next visit to Daytona, and we’ll definitely be staying here again. Thanks, Cody, for helping make our weekend so special!

Nautical wreck, Heated Pool! 2 BATH!,ocean view!
Great place. Nice location and steps to the beach.

Heated Pool | Ocean Views | Direct Beach Access
The condo was very easy to find with ample covered parking. We found the condo-community to be a very family friendly, quiet place to stay. The condo was very clean as were the common areas. The check-in and check-out process was smooth and easy with clear, easy-to-read instructions. The condo is also a very easy walk to a convivence store and restaurants. This will be top on our list for future visits to New Smyrna Beach.

Relax & Recharge | Wake Up to the Waves |Oceanview
This place is ON the beach, so easy to get to and the host is absolutely amazing to work with. I would stay here every time

Plush Top Floor, Ocean Front, King Bed, Full Kitch
We had a wonderful stay at Florence’s beachfront Airbnb in Daytona! The location was absolutely perfect - right on the beach with breathtaking ocean views. The condo was clean, cozy, and had all the amenities we could have asked for. Florence was incredibly kind and responsive from the start - she made sure we were fully prepared for our stay and checked in to make sure everything was going smoothly. Her hospitality truly made our trip even more special. We highly recommend staying here and would love to come back again!

Let's Get Boho| Sleeps 2
We enjoyed our stay! Will definitely come visit again

Lovely 2 bedroom condo directly on no-drive beach
Well, what can I say? We had a blast! The place was perfect for us - two bedrooms, two bathrooms plenty of room in the common area and a balcony overlooking the beach! Also a pool downstairs, boogie boards, private access to the beach - I mean, what else can you ask for? The host was very responsive to questions, very friendly and helpful. Will definitely be coming back!
Quick stats about holiday rentals with a pool in Holly Hill
Total rentals
30 properties
Nightly prices starting at
$90 SGD before taxes and fees
Total number of reviews
820 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Playalinda Beach
- Daytona International Speedway
- Summer Haven st. Augustine FL
- Blue Spring State Park
- Apollo Beach
- Old A1A Beach
- Daytona Lagoon
- Daytona Beach Boardwalk and Pier
- Wekiwa Springs State Park
- Crescent Beach
- Fountain of Youth Archaeological Park
- Butler Beach
- Lightner Museum
- Palm Harbor Golf Club
- St. Augustine Alligator Farm Zoological Park
- Matanzas Beach
- MalaCompra Park
- The Club at Venetian Bay
- Inlet At New Smyrna Beach
- Neptune Approach
- Ravine Gardens State Park
- Jungle Hut Park
- Vilano Beach
- Mount Dora Golf Club