Family-friendly holiday rentals in Green Cove Springs

4.96 out of 5 average rating, 206 reviews

The back patio features a cozy seating arrangement with a modern sofa and a small table. Twinkling string lights illuminate the area as evening approaches, providing a warm ambiance. A dining table for four is visible on the patterned outdoor rug, amidst a spacious fenced yard with trees.

Home in Fleming Island

The Flemingo- Game Room 3 Kings

Welcome to the Flemingo where can relax on the back patio with a glass of wine and twinkling string lights above. You'll watch the dogs and kids play in the large fenced yard while throwing a frisbee (provided). You'll love cooking a delicious meal in the spacious kitchen. You’ll have a blast in the garage game room! Battle it out on the air hockey table, foosball, darts or boxing bag. At night, the kids will hang out in the garage game room, in the living room playing board games or on

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Cottage in Green Cove Springs

Two charming guest houses are surrounded by well-maintained landscaping filled with colorful azaleas. Mature trees provide shade, and sunlight filters through, creating a serene outdoor space. The residences feature distinct architectural styles, showcasing a harmonious blend with the lush surroundings.

Guest House-Enchanted Oaks Estate-Weddings-Dock

Pretty Guest House situated on majestic 5 acre riverfront estate on the St. John’s River with park-like grounds filled with colorful azaleas, ancient oak and hickory trees, dripping in Spanish moss. Sit back and watch and listen to incredible hawks and bald eagles overhead! Wake up to a magical sunrise each day! Bass Pro Shop did a photo shoot here for their Spring 2025 catalogue! Owners home is on the property and they are always available. 45 minutes to JAX Beaches. 35 min to St. Augustine.

FamilyIndoor spacesHospitality

4.98 out of 5 average rating, 158 reviews

5.0 out of 5 average rating, 156 reviews

Private oasis, heated pool, exceeds expectations

Private retreat on 2 acres of gated land, just 20 minutes to historic downtown St. Augustine and 25 minutes to the beach. This fenced property offers a perfect blend of relaxation, fun, and comfort. Enjoy your private pool, or let the kids enjoy their own space in the pool house, featuring TV, games, and a cozy hangout area. Start your day with fresh eggs from our happy hens- an experience that feels both farm-fresh and uniquely memorable. This home is designed to make your stay unforgettable.

Indoor spacesFamilyNearby

Place to stay in Orange Park

An outdoor patio area features a wooden table and chairs, providing a relaxing space to enjoy views of the water. A flag flies in the distance, while a covered structure offers shade. Lush green grass surrounds the area, enhancing the natural setting.

Beautiful 3 bedroom 2 bathroom waterfront home

Welcome to Cedar house, located on Drs. lake in orange park Fl. Conveniently located to 295 and just 15 mins from N.A.S. Jax ,30 mins from down town Jax, and 30 mins from the shopping at St johns town center, our home has been recently remodeled in 2022 and is a cosy and relaxing escape. With brand new kitchen, bathrooms, and open floor plan and the new dock/ boat house its perfect for getting the boat on the water or relaxing with friends/family and enjoying the fishing under the Florida sun.

KitchenIndoor spacesCleanliness

4.94 out of 5 average rating, 138 reviews

A welcoming living area features a well-furnished gray sofa and a decorative coffee table. A beautifully decorated Christmas tree stands in the corner, adding a seasonal touch. An open kitchen with modern appliances is visible in the background, complemented by an inviting dining space.

4.96 out of 5 average rating, 136 reviews

Modern Green Cove Springs 6 Bed Fence Beach 45 min

New Stylishly renovated home in Green Cove Springs just South of Fleming Island, Orange Park, Middleburg, West of Jacksonville Florida. Christmas 365! Farmhouse style with a touch of Christmas theme. 7 beds, Fenced yard, 65" LED TV, fast internet, front/back porches available up to 10 people. Beaches approx. 45 minutes. Camp Blanding 25min Close to restaurants, grocery stores, banks, gas stations, main hospital 8+miles). There are lakes and rivers locally to fish/boat, parks, and shopping:)

FamilyKitchenTV

An open-concept living area features light wood flooring and neutral-colored walls. A spacious sectional sofa faces a large television. The kitchen showcases wooden cabinets and modern appliances, with a breakfast bar that includes several stools. Natural light enters through multiple windows.

4.86 out of 5 average rating, 147 reviews

Cozy 3 bedroom house in town, bikes included!

Welcome to the Sunny Side Up Villa in charming Green Cove Springs! This private home is centrally located in historic downtown and includes bicycles for you to tour the city and visit all the sights. Spring Park and the St. John's River are just a mile down the road. The three bedroom home sleeps eight and features a brand new king bed in the master suite. The open concept living room and kitchen are great for entertaining and the backyard is completely fenced in for your four-legged pals.

Indoor spacesKitchenTV

4.97 out of 5 average rating, 240 reviews

Farm stay in Middleburg

Haystays Farm-Cozy, Charming, Country, Modern Home

Welcome to our special farm house! The home sits on 1.5 acres that is perfectly located on the Orange Park and Fleming Island line. Our location is ideal to everyone! We have plenty of space that makes our farmhouse so AMAZING! You will experience the feel of country living with all the perks of great restaurants, shopping and convenience of being near everything Jacksonville has to offer. Our home is super clean with many amenities to make you feel at home. We love it here and so will you!

KitchenIndoor spacesAccuracy

4.9 out of 5 average rating, 263 reviews

The entryway is highlighted by double doors that open to a welcoming view of the front yard. Natural light floods the space through a large transom window above the doors, framing a picturesque scene of manicured grass and distant trees.

Home in Orange Park

Luxury Home w/ Glass Room & Patios

Spectacular Inside and Out This magnificent 2940 sq foot home is in a prestigious lakeside neighborhood. It offers a large open concept living area with an adjoining 400 sq foot climate controlled sun room with a pocketing glass interior wall; to bring the outside in and the inside out. The exterior of the sun room is constructed of glass doors which can also be opened and stacked to facilitate an open air porch. Owner lives in the neighborhood and is quick to respond to your needs.

FamilyIndoor spacesParking

4.98 out of 5 average rating, 128 reviews

A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.

Home in Fruit Cove

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Escape to our cozy retreat! You'll unwind in style with up to 6 beds in our safe neighborhood, close to Publix and restaurants. You'll explore nearby beaches, parks and attractions or day trip to St. Augustine and Orlando. You'll enjoy serene lake views and backyard fishing. You'll love our top-notch amenities, including a recreational pool with slide, lap pool, basketball, fitness center and playground. You'll create unforgettable memories - book now! We look forward to hosting you.

Indoor spacesKitchenDecor

4.99 out of 5 average rating, 173 reviews

An outdoor space features a stone patio with a circular arrangement of four black chairs surrounding a fire pit on gravel. Verdant landscaping and trees provide a natural backdrop, enhancing the tranquility of the area.

Home in Fleming Island

Rustic Owl in Fleming Island with 2 Kings

From our family to yours. Located in the heart of Fleming Island, Rustic Owl was designed and appointed with extended family in mind. We wanted a space for families to visit, relax and enjoy each other.... while being comfortable. This gem offers comfy beds, smart TVs, an open floor plan, laundry facilities, upgrades throughout and with inviting outdoor spaces that overlook a rustic nature preserve. Super clean, Super Fast Wifi and well appointed amenities. Level 2 EV Charger.

Indoor spacesKitchenNearby

A well-maintained outdoor pool area is framed by palm trees and lush green landscaping. The sparkling blue pool features a central fountain and is surrounded by loungers, creating a serene environment for relaxation.

4.87 out of 5 average rating, 345 reviews

Full Condo in St. Augustine’s World Golf Village

Escape to St. Augustine and enjoy a one bedroom condo! Explore the resort-like amenities including free unlimited access to three pools, hot tub, lighted tennis and pickleball courts, playground, and fitness center. Located within the private gates of the World Golf Village, home of the King and Bear Golf Course. Minutes away from restaurants, shopping and the Golf Hall of Fame. Travel to Historic St. Augustine and beaches in less than 30 minutes! Pack n play available for babies.

KitchenIndoor spacesLong stay

4.85 out of 5 average rating, 244 reviews

Home in Orange Park

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Enjoy the pool or just lay out in the pool area with friends. Have a bbq and enjoy family. Spacious backyard with two hammocks and a tree swing. Front porch has a nice sitting area. Connect to your favorite streaming platforms on the smart TV's, tv room has karaoke and free WiFi. Board games in hall closet to enjoy with family. 3 miles from Orange Park Mall, AMC movie theatre and many restaurants just minutes away

FamilyKitchenLong stay

Popular amenities for Green Cove Springs family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Holiday home in Orange Park

A two-story house is set back on a spacious driveway, surrounded by lush trees and vegetation. A manicured lawn features well-maintained plant beds near the entrance, while the garage is visible on the left side of the structure under a clear blue sky.

Casandra House - Peaceful / Salt Pool and Hot Tub

FamilyIndoor spacesBarbecue

4.85 out of 5 average rating, 124 reviews

Apartment in St. Augustine

Condo near Downtown St Augustine/beach/golf

KitchenIndoor spacesAccess

4.96 out of 5 average rating, 136 reviews

A spacious living area is outlined by warm wooden floors. A dining table is flanked by cushioned chairs, while a granite countertop bar with stools offers additional seating. Soft lighting from overhead fixtures and lamps enhances the inviting atmosphere, with a large television visible in the background.

4.94 out of 5 average rating, 145 reviews

2 Bedroom Luxury Condo in World Golf Village

KitchenIndoor spacesCleanliness

Home in Southeast Jacksonville

A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.

Private FL Home with Pool, Hot tub & Luxury Master

Indoor spacesFamilyCheck-in

4.88 out of 5 average rating, 246 reviews

4.91 out of 5 average rating, 99 reviews

The exterior of a raised, single-story home is displayed, featuring a spacious deck with potted plants and outdoor seating. Sturdy wooden railings provide a welcoming touch. Surrounding greenery and a concrete area enhance the natural setting, offering a serene environment for relaxation.

Cabin in Middleburg

Rest, relax, revive-lovely 1 bedroom cabin

KitchenFamilySleep quality

The master bedroom features a modern design with a large headboard and two bedside tables. A gallery of framed botanical prints adorns the wall above the bed, while lamps with purple shades provide soft lighting on either side.

4.99 out of 5 average rating, 98 reviews

Reef Retreat King Suite Saint Augustine at WGV

KitchenFamilyWi-Fi

4.99 out of 5 average rating, 111 reviews

A wooden dock extends over calm water, leading towards a vibrant sunset. Tree silhouettes frame the scene, while soft, warm colors reflect off the water's surface, creating a serene atmosphere that enhances the natural beauty of the waterfront.

Cottage in St. Augustine

Cozy River Retreat w/ Hot Tub and an Amazing View

FamilyIndoor spacesOutdoor spaces

An aerial view captures a condominium surrounded by lush greenery and water features. A spacious pool, lined with sun loungers, reflects the surrounding flora. The layout includes well-maintained pathways leading to the building, contributing to a tranquil atmosphere throughout the community.

4.87 out of 5 average rating, 156 reviews

Gorgeous 3/3 condo in luxury golf community,StAug

FamilyKitchenComfort

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 115 reviews

A spacious living area is furnished with two blue sofas and a rug, providing a comfortable setting. A ceiling fan is positioned above, and an open kitchen is visible in the background, featuring modern appliances and a dining table for six.

Home in Orange Park

Spacious 5/2 in Orange Park

FamilyIndoor spacesAir conditioning

The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.

4.97 out of 5 average rating, 136 reviews

St Augustine Entire Home, King Bed, Pet Friendly

KitchenIndoor spacesLayout

A wooden dock extends towards a serene landscape of marsh grass and coastal trees. The house is positioned in the background, surrounded by a lush lawn beneath a clear blue sky.

4.9 out of 5 average rating, 123 reviews

Waterfront Cottage on Private Island in Preserve

Indoor spacesFamilySleep quality

A welcoming two-story home is set among lush greenery, showcasing palm trees and manicured landscaping. A clear pathway leads to the entrance, framed by vibrant flowering plants. The exterior features a blend of muted blue and gray siding under a dark roof, enhancing the serene surroundings.

4.97 out of 5 average rating, 32 reviews

Charming Retreat w/ Bikes

KitchenIndoor spacesWalkability

A spacious outdoor deck features comfortable seating arrangements with plush cushions and a dining table. Lush greenery surrounds the area, with views of Lake Asbury in the background. Strands of lights hang above, creating a relaxed atmosphere perfect for enjoying the scenery.

4.92 out of 5 average rating, 66 reviews

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Indoor spacesKitchenNearby

4.8 out of 5 average rating, 25 reviews

Small Dog-Friendly 3BR, Yard + Firepit, Bikes

Indoor spacesFamilyLocation

4.94 out of 5 average rating, 70 reviews

A serene outdoor space features a private saltwater pool, enclosed by a mesh screen. Two pink flamingo floaties rest on the water. Comfortable lounge chairs provide seating alongside lush greenery, enhancing the inviting atmosphere of the retreat.

Home in St. Johns County

Zen Flamingo: Poolside Peace Near Beaches and TPC

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 19 reviews

Private Pool Home Gym RV Hookup Pet Friendly

Indoor spacesKitchenPool

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 101 reviews

A serene community swimming pool is surrounded by lush greenery, with lounge chairs positioned nearby for relaxation. The clear water reflects the blue sky, while palm trees add to the tranquil atmosphere. Access to the pool is complimentary for guests.

Home in Fruit Cove

*Gorgeous Home! Safe, very peaceful*

Indoor spacesKitchenLocation

Home in Southwest Jacksonville

The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.

Cozy Home with Heated Private Pool and Patio

FamilyKitchenGetting around

4.92 out of 5 average rating, 169 reviews

5.0 out of 5 average rating, 5 reviews

Hidden Sanctuary | Heated Saltwater Pool | FirePit

FamilyQuietComfort

4.86 out of 5 average rating, 83 reviews

A wooden dock extends into calm waters, framed by hanging foliage. The scene is complemented by a gazebo at the dock’s end, with soft hues of sunset reflecting on the surface of the water, creating a peaceful coastal ambiance.

Apartment in Fruit Cove

Cottage on River

KitchenFamilyAir conditioning

4.96 out of 5 average rating, 55 reviews

A spacious swimming pool is set within a screened enclosure, surrounded by natural stone decking. Lush potted plants are placed along the edges, while soft lighting creates a calm ambiance. The surrounding area features wooden steps and a tranquil water feature in the background.

Villa in St. Augustine

The Retreat: Reconnect & Rejuvenate

Indoor spacesFamilyQuiet

Guest suite in Fruit Cove

The Waddle Inn

Indoor spacesFamilyAmenities

4.92 out of 5 average rating, 73 reviews

4.98 out of 5 average rating, 45 reviews

Modern Home • Pool & Game Arcade • Sleeps 10

KitchenIndoor spacesAccess