Holiday rentals in Jacksonville

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Top-rated holiday rentals in Jacksonville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Jacksonville
5 out of 5 average rating, 271 reviews

The Hothouse-Couples Escape: Play-Relax-Reconnect

The HOTHOUSE is a Unique Risquè Stylish Mobile Home (Sleeps 4ppl Max.) Private, surrounded by trees-No neighbors. We welcome couples & friends for anniversaries, honeymoon, or those looking for a reason to escape the world & routines. It is the closest residence to JAX; overnight travelers are welcome. This place is not typical. We seek to fully immerse you in a unique stay & experience. <2mile from the Airport, Shoppes, & Dining. Contact us directly about features & details for THE SWEATSHOP.

Top guest favourite
A bright bedroom features a queen size bed with stripe-patterned bedding, complemented by a decorative wall piece. Natural light filters through two windows, accented by sheer curtains. A small desk and chair are positioned next to the bed, providing space for work or relaxation.
Tiny home in Oceanway
4.91 out of 5 average rating, 472 reviews

Shady Oak Guesthouse

Enjoy your stay at this shady oak guesthouse. It is located on our 2 acres of land with the view of a neighboring lake. Don’t let the size fool you, it has a queen size bed, small kitchenette with fridge, microwave and coffee. The eating area can double as a workspace if needed. It has a full-size bathroom as well. It has a brand new ac and air purifier. It has outdoor seating, privacy fence and keyless entry. Minutes away from JIA, River City Marketplace, the Zoo and the Cruise terminal.

Top guest favourite
A modern home is set against a colorful evening sky, featuring a sparkling pool surrounded by lounge chairs. Lush greenery and trees line the property, providing privacy. The outdoor space includes a well-maintained patio, offering an ideal setting for relaxation and outdoor dining.
Home in Beaches
4.91 out of 5 average rating, 154 reviews

Pool Home with Game Room in Heart of Jax Beach!

Beautiful pool home in Jax Beach! This updated and sparkling clean home is in the perfect spot for the whole family! This home is in the perfect location, minutes to the ocean, restaurants, Mayo Clinic and more! It is equipped with everything you need for your ideal coastal vacation. Your stay includes a fully stocked kitchen, pool table, ping pong table, dart board, Smart TVs, a beautiful pool with set up with lounge chairs, outdoor dining, beach chairs, beach towels, and a charcoal grill.

Guest favourite
A bright kitchen features open shelving and stylish cabinetry with a farmhouse sink. A dining table is set for two, showcasing elegant dishware. Soft light is provided by a gold pendant light overhead, highlighting the clean lines and modern design.
Guest house in Avondale
4.99 out of 5 average rating, 268 reviews

Luxury Avondale Guest House, Walk to Shops

Featured in the Jacksonville Home Magazine! The Luxury Avondale Guest House is in the exquisite historic neighborhood of Avondale. Ten minutes from downtown sports & entertainment complexes, and several major health care facilities, St. Vincent's Hospital, Baptist Medical Center and the world renowned MD Anderson Cancer Center. Three short blocks to “The Shoppes of Avondale,” with an outstanding array of restaurants and venues to enjoy a streetside café-style meal, cocktail and desserts.

Top guest favourite
Home in Beaches
4.98 out of 5 average rating, 257 reviews

★JAX'S GUEST HOUSE-1 BR/1 BATH 1/2 block to Beach★

1 BR/1 BATH MODERN & RUSTIC guest house that sleeps up to 3. Located a 1/2 block from the sand - EAST of A1A. We are located between Ponte Vedra and Neptune Bch just a 1/2 block east of Starbucks in Jax Beach. The airy, 2nd story, private guest cottage w/a full top-to-bottom renovation is loaded w/all the details to anticipate your needs. Ideal for couples (king bed) or a small family (mattress in sofa bed). 2 parking spaces located onsite w/plenty of access to your 100% private space

Top guest favourite
A comfortable living space features a light-colored sofa adorned with pillows, complemented by a wooden coffee table. Small stained glass windows provide a touch of color, while a plant adds a natural element. The adjacent room showcases a washer and dryer, enhancing convenience.
Home in Brooklyn
4.97 out of 5 average rating, 261 reviews

Vintage Riverside Cottage w/ King Bed

Welcome to our 1901 "doll house" with timeless charm and contemporary upgrades. From the original cast iron tub that we refinished ourselves, to the brand new butcher block kitchen. You'll find yourself in the Brooklyn area of Riverside and close to 5-points, avondale , murray hill , DT Jax and 4 miles from Daily's Place & Vystar Veterans Arena. Our home has been converted into a Duplex, with this being located in the back and a quiet office located in the front of the building.

Top guest favourite
A private saltwater pool is framed by lush greenery and vibrant flowers, creating a serene outdoor space. A wooden deck with seating overlooks the pool, while a stylish umbrella provides shade. A light-filled house with large windows is visible in the background.
Bungalow in Springfield
4.97 out of 5 average rating, 474 reviews

❤️Private Pool Couples Getaway- Downtown

Our place is perfect for you and your loved one to escape your daily routine, recharge, relax and reconnect. The getaway features: PRIVATE salt water POOL and Garden Spa-like bathroom with soaking tub, refreshing 24 inch rain shower. Smart TV+WIFI in every room including bathroom. Central location with close proximity to TIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you soon!

Superhost
A well-appointed studio apartment features an open layout with a combined kitchen and living area. Warm wood tones mingle with soft white walls, while leather seating surrounds a coffee table. A spacious bed with crisp linens is positioned near large windows, allowing natural light to fill the space.
Guest house in Avondale
4.94 out of 5 average rating, 287 reviews

Avondale Studio

Located in Avondale, Jacksonvilles historic district, this Garage Studio offers everything one needs for a getaway or a business trip. Walking distance to the Shoppes of Avondale. There are multiple restaurants/bars/outdoor cafe dining all within walking distance in either direction. The 2nd story garage apartment offers a balcony with views into Boone Park. Fully renovated in 2021 offering a full kitchen and bathroom. You have a private parking space as well.

Top guest favourite
Home in Riverside
4.91 out of 5 average rating, 121 reviews

New Luxury Riverside • Walk to Dining • Sleeps 6

Discover a newly constructed, stylish and spacious home in the heart of Riverside, Jacksonville. Perfect for families, groups, or business travelers, this modern 3-bedroom, 2-bath home offers comfort and design. Enjoy an open-concept living space, fully equipped kitchen, and bright layout. Located minutes from top restaurants, bars, and shops—everything you need is right at your doorstep. Perfect for families, groups, and wedding guests visiting Riverside

Top guest favourite
A modern kitchen is highlighted by sleek white cabinetry and stainless steel appliances. Pendant lights hang above the countertop, providing illumination. Behind the kitchen area, a cozy living space with large windows allows natural light to fill the room, showcasing plants and decorative elements.
Home in Jacksonville
4.98 out of 5 average rating, 180 reviews

Luxe Home &Dreamy Backyard 20min from Mayo Clinic

Have fun with the whole family at this stylish newly renovated home. Everything is modern & BRAND NEW! Enjoy a nice cozy evening in the backyard next to the fire. We have a king size bed in the master including a private FULL bathroom with a stand-up glass shower. The 2nd bedroom has a queen size bed next to the 2nd bedroom that has a garden tub. The living room couch pull outs & makes for queen bed. Each room has a smart tv with all your favorite shows.

Top guest favourite
A light-filled living area features a comfortable black sofa adorned with textured cushions. A round dining table with wooden chairs sits nearby. Natural elements are introduced through a potted plant and a woven light fixture, while a piece of artwork adds a touch of color to the wall.
Guest house in Springfield
4.99 out of 5 average rating, 171 reviews

Cozy Cottage in Springfield, Downtown Jax

🤍 We can't wait to host you! The Cottage on 4th is located in the eclectic Historic Springfield neighborhood in Jacksonville's urban core. Situated in close proximity to awesome restaurants, coffee shops, breweries, and entertainment venues. Located 1.5 miles or less from TIAA Bank Field, Daily’s Place, Vystar Veterans Memorial Arena, and 121 Financial Ballpark (Jacksonville Jumbo Shrimp stadium). 13 miles from JAX airport and 16 miles from the beach.

Top guest favourite
A stylish living room features a plush gray sofa centered against dark blue walls. Two vibrant teal chairs complement the sofa, while gold accent tables sit on an ornate blue area rug. Large windows allow natural light to illuminate the space, enhanced by potted plants.
Flat in Riverside
4.92 out of 5 average rating, 429 reviews

The Great Gatsby - Luxury Historic Riverside

The perfect downtown haven to relax and refresh after an enjoyable night out on the town. Enjoy attractions just minutes away and come back to the brand new fully renovated apartment unit to rest and get rejuvenated for the next day. Slow down for a bit in our one-bedroom, which is perfect for staycations, work-cations, and, of course, vacations.

Popular amenities for Jacksonville holiday rentals

When is the best time to visit Jacksonville?

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Avg. price$153 SGD$159 SGD$174 SGD$160 SGD$164 SGD$164 SGD$167 SGD$152 SGD$145 SGD$157 SGD$165 SGD$162 SGD
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

Frequently Asked Questions

  • What are the best places to stay in Jacksonville?

    Jacksonville has diverse neighborhoods to explore for lodging, including riverside areas, oceanfront stretches in Jacksonville Beach, and historic San Marco with local eateries. Many travelers appreciate the mix of city access and quieter enclaves.

  • What are the best things to do in Jacksonville with kids?

    Families can explore Jacksonville Zoo and Gardens, splash along nearby beaches, or visit interactive museums around downtown. Parks and local markets often have activities designed for children.

  • What are some of the best things to do in Jacksonville?

    Jacksonville has riverfront parks, art museums, and lively coastal beaches. Visitors often explore Riverside Arts Market, Cummer Museum of Art and Gardens, and enjoy outdoor activities around St. Johns River.

  • How is the weather in Jacksonville?

    Jacksonville’s climate is mild in winter, with averages from 45 to 65°F (7 to 18°C), and warmer in summer, near 73 to 91°F (23 to 33°C), with higher humidity and rain. Light layers and rain protection suit most seasons.

  • What are the best places to visit in Jacksonville?

    Explore the Cummer Museum of Art and Gardens, stroll Little Talbot Island State Park’s natural scenery, and enjoy art installations in downtown’s vibrant neighborhoods. The city’s beaches are frequently suggested for relaxation.

  • What are some hiking trails in Jacksonville?

    Jacksonville has trails at Little Talbot Island State Park, Theodore Roosevelt Area, and Jacksonville Arboretum and Gardens, offering habitats from coastal dunes to woodlands. Many paths are family-friendly, with wildlife and local plants on view.

  • What are some family activities we can do in Jacksonville?

    Jacksonville has the Jacksonville Zoo and Gardens, sandy beaches for play, and riverside parks with playgrounds and green spaces. Families often enjoy interactive art installations, hands-on events, and local festivals throughout the year.

  • What are some of the best day trip ideas from Jacksonville?

    Day trips often include exploring Amelia Island’s historic town and nature preserves, visiting St. Augustine’s preserved district and forts, or touring Timucuan Ecological and Historic Preserve for scenic hiking and history.

  • Are there any pet friendly accommodations available in Jacksonville?

    Many places to stay in Jacksonville welcome pets, particularly in neighborhoods near Jacksonville Beach, Riverside, and San Marco. Local parks and riverwalks help make visits enjoyable for people traveling with animals.

  • What are some local tips for visiting Jacksonville?

    Locals suggest experiencing neighborhood markets, packing sun protection for extended outdoor activity, and sampling regional seafood. Exploring both beach and riverfront areas gives a fuller view of Jacksonville’s character.

  • What is Jacksonville known for?

    Jacksonville is known for its extensive urban park system, riverfront arts, and beautiful Atlantic beaches. Its history blends Indigenous, African American, and European influences, reflected in local culture and events.

  • What are the best hidden gems to explore in Jacksonville?

    Explore Kingsley Plantation for early history interpretation, discover murals on downtown streets, or stroll through the Jacksonville Arboretum and Gardens. Smaller barbecue spots and local bookstores often delight visitors seeking something distinct.

  • What are the best foods to try in Jacksonville?

    Popular local foods include fresh shrimp, Mayport seafood, Southern-style barbecue, and minorcan clam chowder. Many visitors enjoy specialties from casual fish shacks, as well as vibrant food markets and Cuban sandwiches.

  • What should I bring for a trip to Jacksonville?

    Pack comfortable walking shoes, light layers for changeable temperatures, sun protection, and a reusable water bottle. For beach days, a swimsuit and towel enhance your experience around Jacksonville’s coastal areas.

  • What is the nightlife in Jacksonville like?

    Jacksonville’s nightlife centers around live music venues, laid-back brewpubs, and cocktail bars in Riverside, San Marco, and Downtown. Art walks and waterfront spots are frequently suggested for evening outings.

  • What are the most popular events or festivals in Jacksonville?

    Jacksonville Jazz Festival draws music lovers in late spring, and Riverside Arts Market hosts ongoing seasonal celebrations. The city also has events for food, culture, and riverfront art throughout the year.

  • Are there family friendly vacation rentals in Jacksonville?

    Jacksonville has many vacation rentals suited for families, especially in areas near beaches, Riverside, and San Marco. Properties often feature multiple bedrooms and amenities designed to accommodate children.

  • When is the best time to visit Jacksonville?

    Spring and fall are often recommended for their milder temperatures, lower rainfall, and outdoor festivals. Winter is generally comfortable, while summer has beach activities, though humidity and afternoon showers are common.

Quick stats about holiday rentals in Jacksonville

  • Total holiday rentals

    Explore 5,640 holiday rentals in Jacksonville

  • Nightly prices starting at

    Jacksonville holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 227,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,980 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,460 rentals that welcome pets

  • Holiday rentals with a pool

    1,630 properties feature pools

  • Rentals with dedicated workspaces

    3,240 properties have a dedicated workspace

  • Wifi availability

    5,590 of Jacksonville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Pet-friendly and Laptop-friendly workspace across Jacksonville rentals

  • 4.8 Average rating

    Jacksonville stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Jacksonville’s top spots include Kathryn Abbey Hanna Park, EverBank Stadium and Riverside Arts Market

Destinations to explore

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