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Vacation rentals with a pool in Holly Hill

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Popular amenities for Holly Hill rentals with a pool

House rentals with a pool

Guest favorite
A spacious screened-in patio area surrounds a private pool, offering a serene outdoor retreat. The pool features a light blue surface, with lounge chairs positioned nearby. Lush greenery is visible beyond the enclosure, providing an inviting backdrop.
Home in DeBary
4.92 out of 5 average rating, 26 reviews

Central Florida Pool Home.

RobinRating, 5 stars1 month ago
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.
Superhost
An outdoor dining area beneath string lights offers a spacious table surrounded by wicker chairs. A well-maintained pool is visible through a screened enclosure, with chaise lounges arranged nearby. Lush greenery and landscaping frame the scene, enhancing the outdoor ambiance.
Home in Port Orange
4.97 out of 5 average rating, 66 reviews

Ideal location between New Smyrna and Daytona

MarkRating, 5 stars4 weeks ago
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!
Guest favorite
A screened patio features a heated pool with a natural shape, surrounded by a spacious deck. Comfortable seating areas are positioned nearby, complemented by hanging plants. Soft light filters through the mesh enclosure, illuminating the area under a clear blue sky.
Home in Palm Coast
5 out of 5 average rating, 5 reviews

Luxury Oasis 9 min to beach Pets Ok Pool Hot Tub

AmyRating, 5 stars1 month ago
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.
Guest favorite
Home in Orange City
4.98 out of 5 average rating, 47 reviews

*Heated pool and hot tub- 4Bed/4Bath Home

AndreaRating, 5 stars1 month ago
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.
Guest favorite
A secluded saltwater pool is surrounded by a privacy fence, featuring a smooth entry ladder and colorful beach balls floating on the water's surface. Relaxing lounge chairs are positioned along the poolside, inviting enjoyment under the sun.
Home in DeLand
4.82 out of 5 average rating, 147 reviews

Spacious House, Private Salt Pool, Near Downtown

AdamarieRating, 5 stars1 month ago
What a breath of fresh air. Beautiful home excellent host. Thank you for sharing your property with us.
Guest favorite
The outdoor space features a heated pool enclosed by a screened lanai. Surrounding greenery adds a touch of nature, while patio pavers create a welcoming area. A grill is positioned nearby, providing options for outdoor cooking. Large windows offer views of the landscaped yard.
Home in Palm Coast
5 out of 5 average rating, 12 reviews

Heated Pool Delight - 4BR-3BA- Pets welcome

KeithRating, 5 stars2 weeks ago
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
Guest favorite
A covered patio area features a cozy seating arrangement with deep blue cushions overlooking a private pool. The pool's bright blue water contrasts with the terracotta deck. Lush greenery and decorative planters enhance the outdoor ambiance, while a summer kitchen is partially visible in the background.
Home in Casselberry
4.93 out of 5 average rating, 104 reviews

Villa with Guest House & Pool-Patio

MikeRating, 5 stars1 month ago
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!
Top guest favorite
A inviting pool area showcases tranquil blue water, bordered by lush greenery and decorative potted plants. Sunlight reflects off the surface, while a well-maintained lawn complements the serene atmosphere.
Home in Longwood
5 out of 5 average rating, 108 reviews

Private 4-Bedroom home with pool!

MichaelRating, 5 stars2 weeks ago
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

Guest favorite
An expansive pool area is showcased, featuring a large heated swimming pool surrounded by a spacious deck. Lounge chairs with teal umbrellas are positioned around the pool, and an unobstructed view of the ocean is visible in the background under a cloudy sky.
Condo in Daytona Beach
4.84 out of 5 average rating, 63 reviews

Oceanfront Studio Condominium

RobertRating, 5 stars8 months ago
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.
Superhost
An outdoor pool is surrounded by lounge chairs and palm trees, offering a view of the ocean and lush greenery. The bright blue water invites relaxation, while a small shaded area near the pool provides a space for respite from the sun.
Condo in Palm Coast
4.78 out of 5 average rating, 116 reviews

Luxury Condo at the Beach

KrisRating, 5 stars1 week ago
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.
Guest favorite
An open kitchen features a spacious blue bar top with tall stools. Light-colored cabinets complement the sleek countertops. Soft overhead lighting illuminates the area, while a glimpse of the adjacent living space and bathroom can be seen through the doorways.
Condo in Daytona Beach Shores
5 out of 5 average rating, 20 reviews

Livin' The Dream 17NE Oceanfront 2BR Endless Views

JennaRating, 5 stars3 months ago
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!
Top guest favorite
A bright living area features neutral-toned sofas adorned with dark blue cushions, accompanied by a circular wooden coffee table. A light fixture with multiple bulbs hangs above a dining table, while a large artwork depicting ocean waves is displayed on the wall.
Condo in Daytona Beach Shores
5 out of 5 average rating, 33 reviews

Oceanfront Beach Condo: Ocean & Intracoastal Views

JasmynRating, 5 stars3 weeks ago
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!
Top guest favorite
Condo in Daytona Beach
4.99 out of 5 average rating, 122 reviews

On the Beach/Ocean views/Pool&Spa/26th flr

SheilaRating, 5 stars1 month ago
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
Guest favorite
A swimming pool is surrounded by a stone deck, with lounge chairs positioned along the edges. A shaded gazebo stands nearby, and the Atlantic Ocean is visible in the background under a clear blue sky. Soft waves can be seen lapping at the shore.
Condo in Daytona Beach
4.82 out of 5 average rating, 123 reviews

Beach Daze Hide~away~ Studio Condo near the Beach

AniRating, 5 stars1 month ago
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!
Superhost
A spacious heated pool is set within a landscaped area, featuring vibrant greenery along the perimeter. A decorative waterfall flows gently into the crystal-clear water. Blue lounge chairs are positioned around the pool, inviting relaxation and enjoyment.
Condo in New Smyrna Beach
4.67 out of 5 average rating, 9 reviews

Kid Friendly Condo with Pool, basketball, bocce, h

SharonRating, 5 stars9 months ago
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.
Superhost
A spacious outdoor pool is prominently featured, surrounded by lounge chairs and framed by palm trees. The pool's clear water reflects the sky above, while the beach is visible in the distance, offering clear access to the shoreline.
Condo in Daytona Beach
4.75 out of 5 average rating, 67 reviews

Studio ~ Ocean Front Complex ~ Sleeps 2

JadeRating, 5 stars1 month ago
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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