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 ﺩ.ﺇ 257 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Holly Hill vacation rentals include wi-fi 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.

1 of 1 pages1 / 1
Top guest favorite
A private pool area is surrounded by a white privacy fence, showcasing a refreshing swimming pool. The space includes a bistro table with two chairs and decorative planters with vibrant plants. Green grass enhances the tranquil atmosphere, inviting relaxation and enjoyment.
Guest suite in South Daytona
5 out of 5 average rating, 107 reviews

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!

Guest favorite
Home in Holly Hill
5 out of 5 average rating, 9 reviews

The Stillwater - Pool, Riverfront & Viewing Dock

The Stillwater is a relaxing riverfront getaway minutes from downtown Daytona Beach & The Speedway featuring a large screened pool with a brand-new travertine deck and a scenic viewing dock with bench seating. This 3-bedroom home includes a king suite with a handicap-accessible bathroom, a double bedroom, and a queen room with a dedicated workspace. Enjoy a fully equipped kitchen, a front fire-pit seating area with skyline views, and an open-air garage that lets the river breeze flow through.

Top guest favorite
Condo in Daytona Beach
4.86 out of 5 average rating, 148 reviews

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.

Top guest favorite
A wrap-around balcony offers expansive views of the sandy beach and rolling waves of the Atlantic Ocean. The horizon features a clear blue sky, enhancing the serene coastal setting. Lush greenery borders the balcony, providing a sense of privacy.
Condo in Ormond-by-the-Sea
4.98 out of 5 average rating, 121 reviews

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!

Top guest favorite
A bright and airy living area features large windows showcasing stunning ocean views. A white leather sofa sits on polished wooden flooring. A round table with chairs is positioned near the window, complemented by a decorative indoor plant adding a touch of greenery to the space.
Condo in Daytona Beach
4.94 out of 5 average rating, 209 reviews

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

Top guest favorite
A bright living area is visible with a light-colored sectional sofa facing a large sliding glass door that opens to a balcony. A blue accent wall features artwork of a heron. A wooden console table holds decor items, and a ceiling fan is present for comfort.
Condo in Ormond-by-the-Sea
5 out of 5 average rating, 156 reviews

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.

Superhost
A sunlit outdoor space features a circular pool surrounded by a wooden deck. Two lounge chairs are positioned nearby, accompanied by a small table and chairs. Lush greenery and palm trees create a natural backdrop, enhancing the relaxation area.
Home in Daytona Beach
4.88 out of 5 average rating, 168 reviews

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!

Top guest favorite
Home in South Daytona
4.98 out of 5 average rating, 114 reviews

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 😎🌴

Guest favorite
A private tropical pool area is framed by lush greenery and vibrant plants, complemented by a stone water feature. The sparkling water reflects sunlight, creating a serene atmosphere. Loungers are positioned nearby for relaxation, inviting guests to enjoy the tranquil setting.
Guesthouse in Port Orange
4.93 out of 5 average rating, 396 reviews

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.

Guest favorite
Apartment in Daytona Beach
4.8 out of 5 average rating, 102 reviews

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

Guest favorite
A bright and airy studio space features a light-colored sectional sofa and a wooden coffee table adorned with a vase of colorful flowers. Large windows offer views of the ocean and fill the room with natural light, complemented by soft, neutral walls and bedding.
Condo in Daytona Beach Shores
4.89 out of 5 average rating, 105 reviews

Serenity At Daytona Beach / Heated Pool

Take it easy at this unique and tranquil getaway. Kick back and relax in this calm, stylish space at the beach. The POOL is brand new and OPEN! Enjoy beautiful ocean views as you are just steps to the beach, putt putt golf, shopping and restaurants. This newly renovated studio is a perfect getaway. But maybe its best feature is the killer ocean view from the 6th floor balcony. Coffee and sunrise is a must! Resort features include a fitness ctr & green space/grill.

Top guest favorite
A spacious swimming pool is surrounded by a covered outdoor area, softly lit by string lights. A colorful inflatable unicorn floats in the water, and large windows of the home provide a view of the inviting interior, enhancing the overall atmosphere.
Home in Ormond-by-the-Sea
4.99 out of 5 average rating, 115 reviews

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!

Costal beach home 200ft. from pristine no-drive beach.. close to grocery, restaurants and entertainment. Large pool deck with new pavers. 2 sun loungers have been added along with fresh landscaping. Large swimming pool. Located on a quiet street, this 2BR/2 BA home is the perfect location to relax & live like a local. Perfect for families & friends, this place is fully stocked and ready for your arrival, just bring your swimsuit, flops & sunglasses.

Popular amenities for Holly Hill rentals with a pool

When is the best time to visit Holly Hill?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 485ﺩ.ﺇ 569ﺩ.ﺇ 639ﺩ.ﺇ 643ﺩ.ﺇ 643ﺩ.ﺇ 643ﺩ.ﺇ 643ﺩ.ﺇ 635ﺩ.ﺇ 588ﺩ.ﺇ 573ﺩ.ﺇ 477ﺩ.ﺇ 492
Avg. temp15°C16°C18°C21°C24°C27°C28°C28°C27°C24°C19°C17°C

Destinations to explore