Family-friendly holiday rentals in Green Cove Springs

4.96 out of 5 average rating, 205 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

FamilyIndoor spacesTV

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.

4.98 out of 5 average rating, 157 reviews

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.

KitchenIndoor spacesParks

5.0 out of 5 average rating, 156 reviews

Home in St. Augustine

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 spacesFamilyComfort

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.

4.94 out of 5 average rating, 136 reviews

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 spacesCheckout

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:)

KitchenIndoor spacesAmenities

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.

4.85 out of 5 average rating, 123 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

Welcome to Casandra House. A peaceful getaway in Orange Park, FL. Located in the vicinity of Doctor's Lake, this house sits on 3/4 of an acre surrounded with trees and vegetation. It provides just enough privacy to make you feel away from everything while minutes from shops and restaurants. Home includes a large backyard, patio screen enclosure, salt pool and hot tub. About 2 1/2 miles from the Orange Park Thrasher-Horne Center and 10 miles from NAS Jacksonville. Note: No direct lake access.

FamilyKitchenPool

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, 146 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.

FamilyKitchenBreakfast

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!

Indoor spacesFamilyBeach

4.85 out of 5 average rating, 240 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 and tree swing. 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

Indoor spacesFamilyHot tub

4.98 out of 5 average rating, 126 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 spacesKitchenParks

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.

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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, 344 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.

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Popular amenities for Green Cove Springs family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.88 out of 5 average rating, 246 reviews

Private FL Home with Pool, Hot tub & Luxury Master

KitchenFamilyBackyard

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, 144 reviews

2 Bedroom Luxury Condo in World Golf Village

Indoor spacesFamilyAccess

Apartment in St. Augustine

4.96 out of 5 average rating, 134 reviews

Condo near Downtown St Augustine/beach/golf

FamilyIndoor spacesWalkability

An aerial view showcases the condominium complex alongside a serene waterway. The property features a large swimming pool surrounded by palm trees and lounge chairs, with well-maintained landscaping that complements the access to nature.

4.87 out of 5 average rating, 128 reviews

Gorgeous 2/2 condo in luxury golf community, StAug

FamilyIndoor spacesValue

The bedroom features a king-size bed with a quilted bedspread and decorative pillows. A bedside lamp sits on a dark wooden nightstand. Large windows with drapes allow natural light into the space, creating a serene environment. A comfortable chair is positioned near the window.

4.97 out of 5 average rating, 117 reviews

Luxury Golf & Spa condo in Beautiful St. Augustine

FamilyIndoor spacesBeach

4.99 out of 5 average rating, 110 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 spacesAmenities

Apartment in St. Augustine

A spacious bedroom features a large bed adorned with neutral linens and decorative pillows. A plush loveseat is situated to one side, complemented by a round ottoman in front. Natural light enters through large windows, framed by soft red curtains, while a ceiling fan adds a cooling touch.

4.8 out of 5 average rating, 120 reviews

World Golf Studio

Indoor spacesKitchenQuiet

The night view features a pool illuminated by soft blue lights, surrounded by palm trees. Relaxing lounge chairs line the poolside, and the building's windows reflect warm light, suggesting a welcoming ambiance. A fountain adds a tranquil element to the setting.

4.95 out of 5 average rating, 146 reviews

My HOUSE is your HOUSE

Indoor spacesKitchenQuiet

Family- and pet-friendly home rentals

Townhouse in Southwest Jacksonville

A spacious living area is revealed, featuring a comfortable dark sofa and light-colored accents. A round coffee table sits on a textured rug, while a large television is mounted on the wall. Natural light enters through the windows, illuminating the open layout.

4.98 out of 5 average rating, 603 reviews

4 Queen bed 3bds/2 ba, playroom 295, 17. Townhouse

KitchenIndoor spacesView

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

Indoor spacesKitchenCleanliness

Home in Southeast Jacksonville

A tranquil outdoor area features a swimming pool surrounded by a sun deck with lounge chairs. A table set for dining stands nearby, complemented by trees and blue sky above. The home in the background blends with the natural surroundings.

4.88 out of 5 average rating, 102 reviews

Posh Pool and Pond Landing

Indoor spacesKitchenSleep quality

4.97 out of 5 average rating, 133 reviews

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.

Home in St. Augustine

St Augustine Entire Home, King Bed, Pet Friendly

KitchenFamilyCleanliness

4.99 out of 5 average rating, 137 reviews

A serene night scene features a heated pool illuminated in vibrant purple tones. Comfortable lounge chairs sit at the water's edge, surrounded by lush greenery and softly glowing string lights strung overhead, creating a cozy outdoor setting.

Home in Vilano Beach

Walk to Beach | Heated Pool | Game Room

KitchenFamilyPets

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, 64 reviews

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

Indoor spacesKitchenHospitality

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

Indoor spacesFamilyHospitality

Apartment in Green Cove Springs

4.94 out of 5 average rating, 31 reviews

2nd-Floor 3BR, Small Dogs, Walk to River

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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*

FamilyIndoor spacesBackyard

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.

4.92 out of 5 average rating, 169 reviews

Cozy Home with Heated Private Pool and Patio

FamilyKitchenBathroom

Home in Southwest Jacksonville

A welcoming living area is depicted, featuring a spacious sofa with decorative cushions and a rectangular glass coffee table. A large TV stands on a media console, and a ceiling fan provides airflow. The open layout connects to the dining area in the background.

4.94 out of 5 average rating, 266 reviews

Sunset near the Lake/12guests/4bdrs/2baths

Indoor spacesFamilyCondition

4.95 out of 5 average rating, 167 reviews

A light-colored tent is situated on a wooden deck surrounded by lush greenery. Two wooden chairs with armrests are positioned on either side of the entrance. Potted plants are placed near the tent, enhancing the natural setting.

Tent in Middleburg

Tent 2-Relax,Retreat, Revive-boutique camping -A/C

FamilyIndoor spacesBathroom

4.94 out of 5 average rating, 233 reviews

Home in St. Augustine

Downtown • Parking for 2 + Wraparound Porch

Indoor spacesFamilyCheck-in

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

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 54 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

KitchenIndoor spacesAir conditioning