
Vacation rentals with a pool in Holly Hill
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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

Central Florida Pool Home.
We truly enjoyed our stay at Jim's. It is a very nice house and well worth the money! Yoburt the cat is awesome company and a great host! Will go back again if we need a place to stay.

Ideal location between New Smyrna and Daytona
Michele's place was exactly as advertised. Very close to some great beaches and towns as well as any amenity you could need. The neighbourhood was very quiet and nice. All of the neighbours we encountered were very friendly. The house itself was well equipped, very clean and comfortable. We had a great stay and highly recommend this home!

Luxury Oasis 9 min to beach Pets Ok Pool Hot Tub
This place is beautiful 😍 thirty minutes to saint Augustine. Enjoyed the pool and hot tub. Large kitchen, lots of parking, plenty of beds. Fast wifi and area is super spacious.

*Heated pool and hot tub- 4Bed/4Bath Home
Jenny was amazing. She always responded quickly and was all over any requests I made. I cannot say enough about how easy it was to work with Jenny. The house was plenty big and fairly well equipped. We had a dog that enjoyed the fenced in yard.

Spacious House, Private Salt Pool, Near Downtown
What a breath of fresh air. Beautiful home excellent host. Thank you for sharing your property with us.

Heated Pool Delight - 4BR-3BA- Pets welcome
Very responsive host. House was perfect for our stay and we really liked that the host was reaching out to make sure everything was going well. Will definately stay here again

Villa with Guest House & Pool-Patio
We were in town for my son’s wedding this past week. We had a variety of family - both old and young - that we were trying to please. This place checked all the boxes we were looking for - spacious, clean, easy to get in and out, great pool and outside area (perfect for relaxing during the day). Lots of little touches as well - soap, shampoo, plenty of towels and extra linens, we even found some sunscreen one afternoon for the pool. We had a great stay and Jose was extremely helpful along the way. Definitely will stay here again in the future as we come back to FL to visit my son and new daughter-in-law! Thank you!

Private 4-Bedroom home with pool!
Nicholas was a super responsive communicative and friendly host. He was able to accommodate an early arrival with no problem and met us upon arrival to review the workings of the house. He lives next door and was able to respond immediately to any questions. The interior of the house is beautiful and looks to have been very recently completely remodeled and renovated and furnished. The pool was a great amenity and very refreshing after a day in the heat and humidity. Appliances and televisions were new and furnishings stylish and up to date. We hope to stay at his home again next year. Nicholas is a super friendly guy and was a pleasure to encounter.
Condo rentals with a pool

Oceanfront Studio Condominium
My wife and I come to Daytona every year from Wisconsin. We have stayed at many beach front condos in the area. This by far is the best one. The property was very clean and well maintained. The view from the balcony is amazing. Great sunrises every morning. It was everything the listing promised. Eric was a great host, he was friendly and communicated very well. We will definitely stay here every time we come down if possible. We would highly recommend this property.

Luxury Condo at the Beach
Allen was a great host and we all had an incredible time. Steps to a beautiful private beach and fabulous pools. More than enough space for 7 of us in the condo. We will definitely try to stay again.

Livin' The Dream 17NE Oceanfront 2BR Endless Views
We loved our stay at Peck Plaza! Carrie was very responsive and we had everything we needed to make it a comfortable visit. The place is very clean and you and can’t beat the view. The kids loved the heated pool and we loved the accessibility to the beach. Would definitely recommend staying here and would come back again!

Oceanfront Beach Condo: Ocean & Intracoastal Views
Look no further for your stay at Daytona Beach! Especially with kids. Super convenient location to the beach. Condo has everything you can need. Beach toys and equipment, Beach reads, fully stocked kitchen (crock pot too!), puzzles and games for kids, bedtime books for kids... favorite part of the stay was the beautiful view from the dining room. We loved watching the beach and city every morning and evening. Condo was clean and welcoming. Host was extremely responsive, definitely recommend this location!

On the Beach/Ocean views/Pool&Spa/26th flr
Enrico was extremely nice and helpful from the beginning to the end. He was very responsive and answered any questions quickly. Lisa helped us get into the place and was right there to meet us. Easy and quick plus directions and instructions and made sure we did not have any questions. This place is in a beautiful area with the most beautiful views you could ever imagine. The place was very clean (spotless)and made you feel very much at home. We enjoyed every minute of our stay! 😍 Only wish we could have stayed there longer to enjoy ourselves. 😎 The restaurant at the top is also a must to enjoy the sunset and delicious food. Thank you Enrico for sharing your place. We will definitely be back when we come back to Daytona from Ohio.! Sheila McCallister

Beach Daze Hide~away~ Studio Condo near the Beach
The location was right on the steps of Daytona Beach and conveniently located near stores and restaraunts walking distance. Kelly was super communicative and helpful and the whole trip went smoothly. I appreciated the sun hats and beach paraphernalia in the place. Also the fully stocked toiletries. All in all a great stay. On a side note the elevator was not working the whole time we were there which didn’t bother me but for someone physically impaired you have to climb stairs and walk a bit to get to the place. This is March 15 and I’m sure elevator is working by now. This does not affect my rating of the stay in any way. I highly recommend!

Kid Friendly Condo with Pool, basketball, bocce, h
Very spacious and clean, nice garage and parking space, felt very locked in with gates and parking deck garage doors close, close to the beach and nice restaurants and things around and not too far from Daytona either, enjoyed the stay and condo was super nice would for sure stay again, pool was nice as well and hot tub just water was warm for 90 degree weather in the pool, other than that no issues at all, great price for 3 night stay and owner of the property was great as well helped out by extending the check out time when we needed it. Would recommend to anyone and will be back soon hopefully.

Studio ~ Ocean Front Complex ~ Sleeps 2
This was an amazing location to be at with amazing beach and pool access. About a mile from the board walk so it is an easy walk that can be taken on the beach. Hosts were very kind and quick to respond if there was any issue!
Quick stats about vacation rentals with a pool in Holly Hill
Total rentals
30 properties
Nightly prices starting at
$70 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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- Daytona International Speedway
- Blue Spring State Park
- Apollo Beach
- Daytona Beach Boardwalk and Pier
- Palm Harbor Golf Club
- Old A1A Beach
- Daytona Lagoon
- Wekiwa Springs State Park
- Matanzas Beach
- New Smyrna Beach Golf Course
- St. Augustine Alligator Farm Zoological Park
- Lightner Museum
- Mount Dora Golf Club
- Brooks Drive Beach Approach
- Neptune Approach
- Old Salt Park
- Crescent Beach
- Fountain of Youth Archaeological Park
- Vilano Beach
- Timacuan Golf Club
- Klondike Beach
- Wilbur Beach
- Worlds Most Famous Beach Daytona Beach
- The Preserve at Turnbull Bay
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