Pet-friendly vacation rentals in Lakeside

4.96 out of 5 average rating, 204 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

WalkabilityOutdoor spacesKitchen

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.

PetsOutdoor spacesLocation

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.

PetsOutdoor spacesLocation

Vacation home in Southwest Jacksonville

A light-filled living area features a comfortable sofa alongside an accent chair and small side table. A vibrant area rug anchors the space, complemented by plants and decorative wall art. Natural light streams in through multiple windows, enhancing the cozy atmosphere.

4.98 out of 5 average rating, 243 reviews

Lakeshore Leisure Club

This charming cottage in historic Lake Shore neighborhood close to downtown offers farmhouse charm with a modern/boho flare and spacious fenced in backyard. Enjoy views of the Ortega River on your morning walk. Dedicated dry bar, coffee bar, and fully stocked kitchen are perfect to elevate your stay. King and Queen beds. Just minutes away from historic Five Points, Riverside, Avondale, and NAS Jax. Here you can enjoy all of the shops, dining, and eclectic spaces that Jacksonville has to offer.

WalkabilityOutdoor spacesKitchen

4.99 out of 5 average rating, 115 reviews

A serene outdoor space is captured, featuring a heated saltwater pool surrounded by tropical landscaping. Two loungers are positioned at the water's edge, with a covered patio visible in the background. Blue skies with scattered clouds add to the tranquil atmosphere.

Home in Murray Hill

Oasis in the Hill

Beautiful pool home and private backyard oasis. This walkable neighborhood is quiet and popular with professionals and families. It's a short walk from many restaurants, bars, and entertainment. This home includes a heated* saltwater pool, pool table, huge covered lanai, fire pit, and campground-style grill. Enjoy this oasis, surrounded by tropical landscaping and pond. We are glad to offer a military/first responder discount of 10% per day up to $100 for your stay upon request w/ valid id.

PetsWalkabilityParking

4.97 out of 5 average rating, 239 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!

PetsOutdoor spacesWifi

4.94 out of 5 average rating, 126 reviews

The kitchen area features modern white cabinetry and stainless steel appliances, including a dishwasher and sink. A colorful rug lies on the floor, enhancing the space. Bright natural light enters through the window, while a dining area with red chairs is visible in the background.

Home in Middleburg

Modern E. Orange Park Home 6 bed Fence Beach 45Mn

New Stylishly renovated home just West of Fleming Island in Middleburg, South of Orange Park, West of Jacksonville Florida. Christmas 365! Farmhouse style, TV’s in all bedrooms, with a touch of Christmas theme. 6 beds, Fenced yard, 75" LED TV, front/back porches available up to 10 people. Beaches approx. 40 minutes The home is close to restaurants, grocery stores, banks, gas stations, main hospital(2+miles). There are lakes and rivers locally to fish/boat, parks, shopping, and trails:).

Outdoor spacesPetsQuiet

4.84 out of 5 average rating, 238 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

Outdoor spacesPetsLong stay

4.97 out of 5 average rating, 672 reviews

Home in Riverside

The 1910 General Store - residence

This historic country general store, listed on the National Register of Historic Places, is within easy walking distance to art galleries and cultural events, restaurants, bars, night life, and family-friendly activities. This residence is good for couples, solo adventurers, business travelers, families, and furry friends (pets, max. of 2). We are unable to allow guests to host gatherings and house parties. Off street parking available. "Historic hospitality with a southern accent!"

PetsWalkabilityBiking

4.99 out of 5 average rating, 172 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.

WalkabilityOutdoor spacesBackyard

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, 101 reviews

Posh Pool and Pond Landing

Welcome to your own private oasis! This home is the perfect escape from the hustle of everyday life. Whether you're looking to enjoy quality time with family, or simply relax in paradise, this house embodies comfort and tranquility. With spacious living areas, charming decor, this home is the ultimate vacation destination. Enjoy the beautiful environment, surrounded by lush tropical foliage - Perfect to soak up the sun, breathe clean natural air, and make unforgettable memories.

Outdoor spacesPetsNearby

4.98 out of 5 average rating, 157 reviews

Guesthouse in Mandarin

Pet Friendly Studio w/ Private Fenced Yard

Welcome to the newly renovated Pop's Garage! If you've stayed with us before, you'll love the upgrades to our kitchen, the bathroom and the new floors throughout. Plus, we now feature a new, memory-foam King bed and sleeper sofa to accommodate parties of 4. The pet-friendly space includes a private and secure fenced-in area, allowing your canine to stretch out and explore. Discover the perfect balance of comfort and convenience at this one-of-a-kind vacation rental

WalkabilityOutdoor spacesValue

Popular amenities for Lakeside pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A modern kitchen features white cabinetry and marble countertops, complemented by gold pendant lights. Stainless steel appliances, including a gas range and smart refrigerator, are present. A tray with glasses and water is placed on the counter, showcasing a functional and stylish space.

4.98 out of 5 average rating, 112 reviews

San Marco hide away

PetsOutdoor spacesLaundry

A single-story home with a well-maintained lawn displays a simple facade. The exterior features light-colored siding with dark shutters on the windows. A walking path leads to the front door, framed by neat flowerbeds. Mature trees enhance the peaceful neighborhood setting.

4.95 out of 5 average rating, 113 reviews

Quiet 3 bedroom home in West Jacksonville

Outdoor spacesPetsHospitality

4.97 out of 5 average rating, 132 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

Outdoor spacesPetsIndoor spaces

4.9 out of 5 average rating, 278 reviews

Home in Jacksonville

Chill Retreat w/ Private Yard • Near Downtown

Outdoor spacesPetsIndoor spaces

4.95 out of 5 average rating, 109 reviews

A wooden barrel sauna stands within a private fenced backyard, featuring natural wood detailing. The entrance is marked by a glass door, reflecting the surrounding greenery. A wooden deck provides a clean, spacious area around the sauna, inviting relaxation outdoors.

Home in Riverside

Jacksonville 2-BR Bungalow | Sauna & Dog-Friendly

Outdoor spacesWalkabilityCleanliness

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, 244 reviews

Private FL Home with Pool, Hot tub & Luxury Master

PetsWalkabilityBackyard

The living room features hardwood flooring and high ceilings, complemented by a neutral color palette. A light-colored leather seating arrangement includes a sectional and chairs. A modern coffee table is positioned in front of a fireplace, and a wall-mounted TV is visible above the mantel.

4.89 out of 5 average rating, 118 reviews

Quiet townhouse Backyard. Pet friendly. I-95.

PetsOutdoor spacesCheck-in

4.97 out of 5 average rating, 245 reviews

Unwind. Cozy Creekside Cottage near Ortega/NAS

WalkabilityPetsShared spaces

Pet-friendly home rentals with a pool

Superhost

A seating area contains two black leather couches and a coffee table with decorative items. A large mural depicting a sports-themed scene is displayed above the couches. Natural light enters through glass doors, which provide access to the outdoor space, framed by dark curtains.

Apartment in Southwest Jacksonville

4.87 out of 5 average rating, 161 reviews

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

WalkabilityOutdoor spacesAir conditioning

4.98 out of 5 average rating, 348 reviews

A private hot tub is set in a serene outdoor area surrounded by greenery and wood paneling. The tub is equipped with a cover and nearby is a container holding spa towels, providing a relaxing space for guests.

Villa in St. Augustine

2 Bedroom, Private Hot Tub, walk to Loins Bridge

Outdoor spacesWalkabilityLayout

4.99 out of 5 average rating, 450 reviews

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

Home in St. Augustine

Your Home Away From Home

Outdoor spacesPetsLocation

Guesthouse in Palm Valley

A spacious swimming pool is enclosed by a screened structure, offering privacy and shade. Two umbrellas provide shelter over lounge chairs for relaxation. The backdrop features a porch with seating, surrounded by lush greenery that enhances the serene atmosphere.

4.91 out of 5 average rating, 103 reviews

Palm Valley Pool House

Outdoor spacesNearbyQuiet

Superhost

4.8 out of 5 average rating, 131 reviews

Putt Putt Pool Home - Mini Golf,Grill,Ping Pong

PetsOutdoor spacesLayout

Apartment in St. Augustine

4.95 out of 5 average rating, 131 reviews

Condo near Downtown St Augustine/beach/golf

WalkabilityOutdoor spacesAccess

Superhost

4.81 out of 5 average rating, 150 reviews

~Billiard Abode_Sleeps 12_Heated Pool & Spa~

PetsOutdoor spacesFamily

A private pool is set within a fenced backyard, surrounded by lush greenery. The pool features a smooth, curving shape with clear water reflecting the blue sky. Paved stone decking offers a comfortable area for lounging and relaxing near the water.

4.95 out of 5 average rating, 200 reviews

Luxury Pool Retreat • Taste of Britain

WalkabilityPetsPool

Private, pet-friendly home rentals

4.93 out of 5 average rating, 220 reviews

A well-appointed kitchen features a retro teal refrigerator and modern appliances set against dark blue cabinetry. White countertops provide ample prep space. A dining area with wooden bar stools invites casual meals, while a vibrant artwork on the wall adds a touch of character to the room.

Guesthouse in Avondale

Stylish Bungalow Near Dining,Parks & Entertainment

WalkabilityPetsAccuracy

Home in Green Cove Springs

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, 63 reviews

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

Outdoor spacesPetsDecor

4.91 out of 5 average rating, 32 reviews

Home in Lakeside

Family Friendly, Fenced Yard, Dogs Ok, Fire Pit

Check-inAccuracySleep quality

4.72 out of 5 average rating, 25 reviews

An inviting in-ground pool is surrounded by a spacious lawn, with sun reflecting on the water's surface. Comfortable lounge chairs are placed nearby, offering a relaxing spot. Tall trees frame the scene, creating a serene outdoor environment.

Home in Orange Park

1 acre, sleeps 8, 4 min to Orange Park hospital

WalkabilityOutdoor spacesIndoor spaces

5.0 out of 5 average rating, 12 reviews

Home in Jacksonville

Modern Townhome | UNF • Mayo • Sleeps 6

PetsFamilyQuiet

5.0 out of 5 average rating, 19 reviews

Lagares

Outdoor spacesGetting aroundNearby

A modern kitchen features sleek white cabinetry and stainless steel appliances. A large island with seating for two is highlighted, complemented by pendant lighting above. Natural light enters through a window overlooking the outdoors, enhancing the space's fresh and clean appearance.

4.97 out of 5 average rating, 65 reviews

Mandarin 3BR + Flex + 3 Bath

Outdoor spacesPetsAir conditioning

A cozy living room features a green lounge sofa, a wooden coffee table, and a light-colored accent chair. A flat-screen TV is mounted above a dark fireplace, surrounded by shelves showcasing decorative items. Natural light enters through multiple windows with plantation shutters.