Family-friendly holiday rentals in Holly Hill

4.98 out of 5 average rating, 119 reviews

Guesthouse in Holly Hill

Private Guesthouse | Gated Bike & Trailer Parking

Welcome to Your Riverside Retreat in Daytona Beach! Relax, unwind, and experience the best of Daytona Beach from our beautifully renovated Riverside Guesthouse — your perfect escape for both relaxation and adventure. Nestled in Holly Hill’s quiet & historic Rio Vista neighborhood, our space offers small-town charm with access to the Halifax River, restaurants, grocery stores, parks, and famous bars. You’ll be just 5–15 mins. from the beach, Pictona, the Int'l Speedway, and local universities.

FamilyKitchenLocation

4.96 out of 5 average rating, 100 reviews

A modern kitchen area features stainless steel appliances, including a refrigerator and microwave. Gray cabinets are complemented by white countertops, and open shelving displays decorative items. Two bar stools are positioned at a quartz countertop, enhancing the space's functionality and style.

Villa in Holly Hill

Modern Guesthouse in Daytona Beach

Enjoy your FL stay in a stylish, newly renovated and centrally located, Guesthouse! The Guesthouse is completely detached and private from the main house- you will have the entire unit during your stay. Quartz countertops, washer/dryer, queen bed, and pull out couch with additional bedding. Sleeps 4 comfortably! 9 mins to beach, 15 mins to Daytona International Speedway, Airport, and Tanger Outlets. 5 mins to Riviera Golf Course. Grocery (Publix) and riverside park/fenced playground nearby.

FamilyIndoor spacesGetting around

4.91 out of 5 average rating, 117 reviews

Cozy Daytona Beach Home • Fenced Yard • Pets OK

Welcome to Your Relaxed Florida Beach Escape 🌴 Welcome to our clean, cozy, and thoughtfully designed private home, located only 1.1 miles from the beach, shopping, dining, and local attractions. Whether you’re here for a beach getaway, visiting family, working remotely, or traveling with pets — this home is designed to feel easy, comfortable, and stress-free. This single family home has a fully fenced in yard, and is ideal for guests with pets. A great home to create new family memories!

FamilyIndoor spacesHospitality

The kitchen area features black appliances, including a stove and refrigerator, complemented by wooden flooring. A cozy seating area is visible in the background, showcasing a reclining chair and a small dinette. Natural light streams through a window, creating an inviting atmosphere.

4.96 out of 5 average rating, 347 reviews

2nd Floor Home with Fun Amenities!

You will find your oasis right in the middle of Holly Hill. This second floor get-a-way has modern amenities and is close to lots of the happening places/events in Daytona Beach. It is 3 miles to the beach, 5 miles to the Speedway, or 1 mile to the intercoastal. Also, if you want to venture further, you are less than a 2 hour drive to the Orlando theme parks or 1 hour north to the Oldest City! Like to play Pickleball? Pictona is only 5 blocks away! With 24 courts, it is a wonderful facility!

Indoor spacesKitchenDecor

4.85 out of 5 average rating, 150 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.

KitchenIndoor spacesSleep quality

A vibrant blue two-story home is featured, set against a lush green lawn. A decorative bird feeder is positioned in the foreground, adding charm to the setting. The house showcases multiple windows and a welcoming entrance, framed by well-kept landscaping.

4.85 out of 5 average rating, 265 reviews

History House of Holly Hill/Daytona

Delightful sunny two-bedroom historic home! Private drive to house. Nestled 1 block from majestic Halifax River and 2.5 miles from the grand Atlantic Ocean. Full kitchen, living room, bathroom, screened patio-downstairs- and use of spacious yard. A few miles south is historic Beach St., Main St. and Ocean Walk shopping, and the 1938 Bandshell. A couple of miles north, along picturesque Riverside Drive, is historic Ormond Beach! Come and relax, walk, kayak, fish, surf, paddleboard & enjoy!

KitchenFamilyQuiet

4.88 out of 5 average rating, 257 reviews

A charming turquoise bungalow is framed by lush greenery and trees. A stone pathway leads to the welcoming front porch, which features rocking chairs. The exterior showcases a well-maintained facade and is set on a spacious lot with ample natural light.

Bungalow in Holly Hill

Cozy Boho Beach Bungalow

Welcome to The Boho Beach Bungalow! Enjoy a nice walk to the riverside, or pack up for a full day at either Daytona or Ormond beach (7 min drive each). Privately fenced in and gated yard and parking! Conveniently located 1 mile from Publix Supermarket, 30 minutes from New Smyrna, 55 minutes from Historic St. Augustine. 🐾 We’re happy to welcome well-behaved dogs! Up to two dogs are allowed with a $125 pet fee per stay. Please review our House Rules for our full pet policy before booking.

Indoor spacesFamilyLayout

Guest suite in Holly Hill

4.95 out of 5 average rating, 737 reviews

Private Cozy Studio near Beach Speedway Pickleball

If you are looking for a quiet, relaxing place to stay and enjoy the best Daytona has to offer, look no further! We are a 10 minute drive to the closest beach access, 15 minutes to the speedway and 3 minutes to Pictona pickleball club. This studio has everything you could need for a weekend retreat or longer. Great for staycations or as a work-from-home alternative. It comfortably fits one or two guests. Queen bed. Due to owners allergies and asthma, we are unable to host any animals.

Indoor spacesKitchenAir conditioning

Guesthouse in Ormond Beach

A studio space is highlighted by a queen bed, draped in an orange coverlet, and accented by decorative pillows. A small side table holds a basket. A cozy chair sits nearby, and natural light filters through sheer curtains, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 164 reviews

Cozy Guesthouse close to all

Keep it simple at this peaceful and centrally-located place. Just 1.4 miles from the beach and 1 block from Ormond’s pubs and restaurants; you can take a bike or walk to most of the best spots! Designed for ultimate relaxation and equipped with all you’ll need to enjoy your cozy home away from home. We have the beach, the restaurants, and rivers nearby for kayaking or boating! Go one way for beaches and breezy pub crawls and the other for walking paths and lazy river floating.

KitchenIndoor spacesWi-Fi

Apartment in Daytona Beach

4.81 out of 5 average rating, 108 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

FamilyIndoor spacesDecor

A modern living area features a gray-colored sofa positioned next to a window, allowing natural light to fill the space. A round glass dining table is situated in the center, surrounded by wooden chairs. A ceiling fan enhances the comfort of the room.

4.91 out of 5 average rating, 129 reviews

Home in Daytona Beach

3 Bedrooms/1 Bath. Recently renovated. Everything you need. Located on a very quiet street and nice neighbors. 10 minutes to Daytona Beach, 10 minutes to International Speedway, 5 minutes from I95 . New Kitchen and stainless steel appliances, granite counter tops, nice wood floor. Covered back patio with barbecue grill. Nice place to accommodate anyone looking to relax, business, or pleasure. Please message me if any questions. No smoking allowed inside house.

FamilyKitchenValue

4.9 out of 5 average rating, 149 reviews

The living area features wood floors and high ceilings, enhancing the spacious feel. A large couch is positioned near a coffee table, with colorful pillows adding subtle accents. A modern TV and decorative fireplace are visible, along with natural light streaming through several windows.

Bungalow in Holly Hill

Charming Spanish Villa, 2Bdr, Close to Everything!

This unique & cozy 2 bedroom Spanish Villa is near everything. Old Florida charm with stylish design, wood floors and high ceilings give this historic home an airy & comfortable feel. 5 minutes to the beach, river & attractions. Just blocks from River Esplanade & Main street for nightlife and restaurants. Within 2 miles of the Ocean Center, 8 minutes to Daytona Speedway. 45 mins to Orlando attractions. For quiet nights in, enjoy movies on our 65” Ultra HD TV.

FamilyKitchenBeach

Popular amenities for Holly Hill family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A hot tub is situated outdoors beneath a string of decorative lights, reflecting the soft glow of a sunset painted with shades of pink and orange. A white privacy fence encloses the area, creating a calm ambiance for relaxation.

4.89 out of 5 average rating, 104 reviews

Riverside Oasis w/ Hot Tub!

Indoor spacesFamilyHospitality

4.86 out of 5 average rating, 295 reviews

An outdoor deck features a spacious layout with wooden flooring, a fire pit surrounded by seating, and a hot tub. Palms sway gently against a vivid blue sky, overlooking the ocean waves. The boundary includes a railing, adding safety to the beachfront access.

Home in Daytona Beach

Relaxing Luxe Beachfront Home

KitchenFamilyCheck-in

4.9 out of 5 average rating, 176 reviews

A private backyard features a pool and hot tub surrounded by lush greenery and palm trees. Lounge seating is positioned nearby, offering a relaxed atmosphere. A vibrant blue floating ball adds a pop of color to the clear water. Sunlight illuminates the space, enhancing its tranquil appeal.

Home in New Smyrna Beach

Private Pool & Hot Tub - Walk to Flagler Ave

FamilyIndoor spacesBathroom

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.

4.94 out of 5 average rating, 209 reviews

Breathtaking Ocean View Suite w/ Spacious Balcony!

KitchenIndoor spacesComfort

A panoramic view captures the sparkling ocean meeting a sandy beach under a clear blue sky. Gentle waves lap at the shore, where a few people walk along the shoreline. Colorful umbrellas are arranged in a line, providing shade against the sun.

4.89 out of 5 average rating, 139 reviews

Beautiful 12th floor with Spectacular Views

KitchenFamilyAmenities

4.94 out of 5 average rating, 118 reviews

Riverfront Retreat | Pool & Hot Tub near Beach

FamilyIndoor spacesPool

4.93 out of 5 average rating, 105 reviews

An aerial view captures a private backyard showcasing a swimming pool surrounded by lounge chairs and palm trees. The well-maintained lawn is bordered by a green fence, providing seclusion. Nearby, various outdoor seating areas are visible, enhancing the space for relaxation and enjoyment.

Home in Ormond Beach

Amenity Rich Home w/Pool-Spa-Dogs OK-Pay No Fees!

FamilyIndoor spacesBarbecue

Guesthouse in Port Orange

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.

4.93 out of 5 average rating, 398 reviews

Relaxing Tropical Pool Get Away Suite

FamilyKitchenSolo travel

Family- and pet-friendly home rentals

5 out of 5 average rating, 17 reviews

Riverside Rendezvous

FamilyAmenitiesGetting around

Home in Ormond-by-the-Sea

A wooden path leads towards the shore, with clearly visible railings on both sides. Waves can be seen in the distance, meeting the sandy beach under a sky filled with wispy clouds.

4.88 out of 5 average rating, 137 reviews

Ormond By TheSea Pool Retreat

FamilyKitchenOutdoor spaces

4.88 out of 5 average rating, 191 reviews

The exterior of the home features a white brick facade with a blue accent above the garage. A clean driveway leads to the attached garage, while a well-maintained lawn and landscaping enhance the welcoming appearance. Tall trees add a natural backdrop.

Home in Port Orange

2 Bed, 2 Bath Home Near Daytona Beach Shore

FamilyKitchenLong stay

4.98 out of 5 average rating, 117 reviews

Home in South Daytona

Large lighted Pool, 8 min to beach, huge backyard

FamilyIndoor spacesCheckout

5 out of 5 average rating, 16 reviews

Apartment in Holly Hill

* Flamingo Retreat * Private Patio & Fenced Yard

FamilyComfortQuiet

4.99 out of 5 average rating, 111 reviews

A spacious living area is highlighted by a large blue area rug and a wooden coffee table at the center. Blue sofas provide comfortable seating, while decorative elements, including wall art and woven baskets, add a beach-inspired charm. Natural light filters through sheer curtains.

Condo in Flagler Beach

1 Block to Ocean, Balcony Oceanview, FREE Parking

KitchenFamilyAccuracy

4.9 out of 5 average rating, 560 reviews

A cozy studio features a spacious bed with a decorative blue and white coverlet. Natural light streams through the floral-patterned curtains, illuminating the wood-grain flooring. A ceiling fan, air conditioning unit, and various furniture pieces provide comfort and functionality within the inviting space.

Guesthouse in DeLand

The Cottage at True Trail Farm

Indoor spacesKitchenAir conditioning

4.87 out of 5 average rating, 171 reviews

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

Cowboy Pool | Mini Golf | Beach | Ocean Center

Indoor spacesFamilyAccuracy

Family-friendly home rentals with a pool

Condo in Ormond-by-the-Sea

A modern six-story beachfront condo building is set against a clear blue sky, featuring multiple balconies and large windows. Nearby, sandy beach stretches toward the foreground, with patches of greenery visible. Staircase leads from the beach to the property, enhancing access to the ocean.

4.97 out of 5 average rating, 117 reviews

Updated Oceanfront Condo! Come Relax by the Sea!

Indoor spacesKitchenLayout

5 out of 5 average rating, 110 reviews

A tranquil outdoor area features a private saltwater pool, complemented by two umbrellas and multiple lounge chairs. The inviting light blue house with a front porch can be seen in the background, surrounded by lush greenery and shaded by large trees.

Home in New Smyrna Beach

Gorgeous Hideaway w/Pool in Historic Downtown NSB

FamilyKitchenPool

A queen bed is presented with two decorative towel swans arranged in a heart shape at the center. Soft blue bedding complements the serene wall art depicting boats on water above the bed. Two bedside lamps provide gentle illumination on either side.

4.86 out of 5 average rating, 154 reviews

Cozy condo on the beach

Indoor spacesKitchenTV

4.89 out of 5 average rating, 37 reviews

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

FamilyWalkabilityLocation

Condo in Daytona Beach Shores

4.84 out of 5 average rating, 338 reviews

Hawaiian Views Studio On Daytona Beach

Indoor spacesFamilyDecor

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.

5 out of 5 average rating, 34 reviews

Pool Party in Daytona! Sleeps 8

KitchenFamilyAmenities

4.95 out of 5 average rating, 95 reviews

The exterior of the home is framed by lush green grass and mature trees, providing a spacious front yard. The structure features a combination of brick and siding, with several windows allowing natural light. A driveway leads to the entrance, inviting guests into the property.

Home in Ormond Beach

Heated pool, short drive to beach.

KitchenIndoor spacesAccess

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.