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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Guest favourite
Condo in Daytona Beach Shores
4.99 out of 5 average rating, 134 reviews

Escape 2 The Beach Daytona Beach FL 2BR 2B

Beachfront paradise with the Atlantic on one side, the Halifax River on the other, and Daytona’s skyline ahead. Enjoy heated pools (adults & kids), hot tub, gym, club room, billiards, ping pong, shuffleboard, basketball, pickleball, and tennis. Relax in king beds with luxury mattresses, cook in a fully equipped kitchen, and unwind on the balcony. Beach chairs included. Elevator to Top of Daytona restaurant. Two covered parking spaces free. Escape 2 The Beach Daytona Beach FL As seen on YouTube

Guest favourite
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, 381 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. Coffee, shopping, and walking distance from the popular local restaurants and drinking establishments, also two waterfront dog walking parks in the neighborhood. 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 favourite
The backyard area features a private pool surrounded by lush greenery and multiple lounge chairs. A contemporary decorative table is positioned between the chairs, while soft evening light enhances the relaxing ambiance of the space.
Home in Holly Hill
4.94 out of 5 average rating, 64 reviews

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

Enjoy your stay at this newly remodeled beautiful tropical oasis retreat where you can relax, work or play. Enjoy a large 65 inch TV in the living room couch/sofa bed and 40 inch tv’s in the master and guest bedroom. Plenty of entertainment, board games, ping pong table and a beautiful sunroom for your photo ops. Grill by the private pool area and soak in the sun at our deck. Laundry onsite. 10 Minute drive to the beaches and 15 minute drive to Daytona International Speedway! Sea you real soon!

Superhost
Home in Palm Coast
4.83 out of 5 average rating, 139 reviews

Heated Salt Pool Near Beach &Golf Course/Fenced

Enjoy our home in PalmCoast, located in a desirable residential neighborhood. EVERYTHING is NEW and of the finest quality. The kitchen is stocked to prepare any meal. There is a full dining room as well as a living area with smart t.v. & cable . The sunroom located off the kitchen overlooks the pool and has a t.v to enjoy, as well as a XBOX 360 for the kids. master bedroom has king bed and 2nd bedroom has double beds ,both with t.v. The third bedroom has queen bed and access to the bathroom.

Top guest favourite
A private balcony offers a relaxing view of the ocean, with two chairs positioned around a small table. The horizon features sailboats gliding over the water, while the sandy beach stretches below, framed by gentle waves under a clear sky.
Condo in Ormond-by-the-Sea
4.97 out of 5 average rating, 132 reviews

Guest Favorite Direct Oceanfront Balcony View Pool

Just steps from the beach, this bright and spacious 2-bedroom, 2-bath direct oceanfront condo is your perfect coastal escape. Wake up to panoramic ocean views, sip coffee on the large private balcony, and fall asleep to the sound of the waves. The condo is fully equipped including beach chairs and gear, washer and dryer, ultra-fast Wi-Fi, and free parking. Enjoy a newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs for streaming your favorite shows.

Top guest favourite
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, 108 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 favourite
A clear pool occupies the center of the outdoor space, reflecting the surrounding area. Comfortable lounge chairs are arranged on one side, while a covered patio features a dining table and seating area. The house is partly visible in the background through sliding glass doors.
Home in Holly Hill
5 out of 5 average rating, 13 reviews

"Southern Comfort" Pool - Daytona & Ormond Beach

Nestled between the beaches of Daytona and Ormond, our vacation home has so much to offer! "Southern Comfort" is the prime location for some R&R or family adventure! Enjoy a BBQ by the POOL followed by a game of cornhole or spend the day walking the BEACH. Take in some excitement at DAYTONA INTERNATIONAL SPEEDWAY or sharpen your pickleball skills at PICTONA! Shop the TANGER OUTLETS or enjoy a dinner cruise on the HALIFAX RIVER! There's so much to do, you're just a short drive/walk to it all!

Guest favourite
Home in Holly Hill
4.86 out of 5 average rating, 21 reviews

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

Welcome to your perfect getaway! This beautiful, family-friendly home is nestled just minutes from the river, offering stunning views and a serene escape from the everyday. With a private pool, spacious layout, and plenty of amenities, this is the ideal spot for families and groups looking to relax and unwind. 1320 Daytona Avenue is situated in a prime location offers residents and visitors a variety of attractions and amenities within a short distance. 

Superhost
A refreshing private pool is surrounded by a spacious patio, featuring an umbrella for shade and four outdoor chairs. Lush palm trees and a white fence provide privacy, while a grill is positioned nearby for outdoor cooking.
Home in Port Orange
4.83 out of 5 average rating, 111 reviews

Renovated Home with Private Pool 5 min from Beach

Stunning renovated beach home just 5 minutes from the sandy shores, perfect for families or groups. It features 3 bedrooms with queen beds, plus a queen sofa bed in the living room—ideal for up to 8 guests. Enjoy a long 3-car driveway with additional parking next to the house. Unwind in the inviting backyard with a pool or dine on the patio. With 2 full bathrooms, there's plenty of space to refresh after a day at the beach.

Top guest favourite
Condo in Daytona Beach Shores
4.91 out of 5 average rating, 33 reviews

Seaside Sanctuary

The new pool is now open! Beach access directly from our property. Everything is provided to make your stay carefree and comfortable as can be. You can choose to dine it, or take advantage of the attached diner, which offers breakfast and lunch. Within walking distance, you will find a Winn Dixie grocery store, a liquor store, a post office, other shopping and dining. Across the street is a miniature golf course.

Superhost
A modern living area features a spacious sectional sofa paired with two wooden accent chairs. Natural light floods the room through large sliding glass doors, which lead to a private balcony. A wooden coffee table sits atop a neutral area rug, and a flat-screen TV is mounted on the wall.
Condo in Ormond-by-the-Sea
5 out of 5 average rating, 8 reviews

Direct oceanfront 2/2 corner with a heated pool

Discover the perfect blend of comfort, style, and unbeatable ocean views at Seawinds 905 – Bliss at the Beach. This beautifully updated 9th-floor corner unit is located in Seawinds Condominiums, one of the most desirable communities in Ormond Beach. This direct oceanfront vacation rental offers panoramic views of the Atlantic from a spacious private balcony overlooking the quiet, no-drive section of Ormond Beach.

Top guest favourite
A modern single-story home is presented with a light-colored exterior and a welcoming front yard. Green grass and various plants frame the entrance, while a well-maintained driveway leads to a spacious garage. Trees in the background provide a natural setting.
Home in Holly Hill
5 out of 5 average rating, 21 reviews

Pool Party in Daytona! Sleeps 8

Enjoy the best of Daytona Beach in this spacious, modern pool home! It sleeps 8 comfortably and is just minutes from beaches, dining, top attractions, and local parks. Unwind in your own private backyard oasis featuring a sparkling pool and serene park views. Perfect for families or groups, this home offers the ideal blend of relaxation, privacy, and fun—no crowds, no stress, just your own slice of paradise.

Popular amenities for Holly Hill rentals with a pool

When is the best time to visit Holly Hill?

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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 $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 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

    50 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

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