
Vacation 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.

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

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.

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!

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.

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.

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!

"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!

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. 

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.

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.

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.

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
House rentals with a pool

Open concept Florida home in South Daytona

POOL/Beach 7 mls +track/sleeps 9/trailer parking

Large lighted Pool, 8 min to beach, huge backyard

Private Pool & Hot Tub - Walk to Flagler Ave

Fun Beach House! Short walk to the beach. Pets ok

Patio Oasis! Heated Pool/Spa 2 acres-Top 1%Airbnb

The Blue Marlin, steps from the beach!

Private Skatepark• Walk to Beach•
Condo rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Cozy condo on the beach

Victory Lane Ocean Front Daytona Beach

Perfect View Studio on Daytona Beach

Oceanfront Beach Condo: Ocean & Intracoastal Views

Breathtaking Ocean View Suite w/ Spacious Balcony!

*Oceanfront Sunrises 2 Pools Gamerm 1 min 2 beach

The Blue Turtle, 217: Right On The Beach
Other vacation rentals with a pool

Ranch house minutes from Beach

Atlantic Shores Oceanfront Condo - Heated Pool

Luxury Ocean-View Family Penthouse + Pool

Poolside apartment in Port Orange

Reel Relaxation

Sea Breezy & So Easy 🏖

*** Beachside Beauty ***

Bike Week - Oceanfront Steps away from Main Street
When is the best time to visit Holly Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 CAD | $236 CAD | $249 CAD | $238 CAD | $238 CAD | $238 CAD | $238 CAD | $235 CAD | $217 CAD | $212 CAD | $177 CAD | $182 CAD |
| Avg. temp | 15 °C | 16 °C | 18 °C | 21 °C | 24 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 19 °C | 17 °C |
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
Destinations to explore
- Augusta Vacation rentals
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Rentals with a sauna Holly Hill
- Rentals with outdoor seating Holly Hill
- Pet-friendly rentals Holly Hill
- Rentals with a hot tub Holly Hill
- Waterfront rentals Holly Hill
- Family-friendly rentals Holly Hill
- Rentals with a patio Holly Hill
- Rentals with a washer and dryer Holly Hill
- Rentals with beach access Holly Hill
- Condo rentals Holly Hill
- House rentals Holly Hill
- Apartment rentals Holly Hill
- Rentals with a firepit Holly Hill
- Fitness-friendly rentals Holly Hill
- Rentals with a fireplace Holly Hill
- Rentals with pools Volusia County
- Rentals with pools Florida
- Rentals with pools United States
- Daytona International Speedway
- Playalinda Beach
- Ocala National Forest
- Daytona Boardwalk Amusements
- University of Central Florida
- Summer Haven st. Augustine FL
- Wekiwa Springs State Park
- Lightner Museum
- St Augustine Amphitheatre
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Ocean Center
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- Daytona Beach Bandshell
- St. Augustine Alligator Farm Zoological Park
- Historic Downtown Sanford
- Embry Riddle Aeronautical University
- Anastasia State Park
- Ocean Walk Shops
- Addition Financial Arena
- Vilano Beach Fishing Pier
- Marineland Dolphin Adventure




