Pet-friendly vacation rentals in Lakeside

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Lakeside

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Fleming Island

4.93 out of 5 average rating, 117 reviews

Game Room+3 Kings+Fast Wi-Fi+Close to river

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

Dec 21 – 28

G$64,550 GYD per night

Guest favorite

Guest suite in Jacksonville

4.9 out of 5 average rating, 289 reviews

Simple Studio Bungalow - Close to it All in Jax

Welcome to the Pineapple Bungalow! This small, cozy space is perfect for those who want a touch of tiny house living. You'll be WOW'd at how easy it can feel when you're close to the hustle-and-bustle city life outside your door - but have everything right here inside this cute studio bungalow home. Affordable accommodations while maintaining high standards of cleanliness and comfortability. Pets are welcome, too! Bring your fur baby along for your adventures! (pets subject to house rules)

Jan 13 – 20

G$19,515 GYD per night

Guest favorite

Guesthouse in Jacksonville

4.89 out of 5 average rating, 189 reviews

Studio Suite in Beautiful Central Neighborhood

Studio guest suite with queen bed and kitchenette in beautiful Miramar neighborhood, just 5 minutes from historic San Marco. Close to restaurants, grocery, MD Anderson Cancer Center and Wolfson Children's Hospital. Owners live in main house on site but suite has its own private entrance and parking. You will have access to an outdoor dining space and fenced in backyard. Dogs live on premises but will not interfere, although you may hear barking. Sofa bed available if needed, please inquire.

Jun 24 – Jul 1

G$14,804 GYD per night

Guest favorite

Vacation home in Jacksonville

5.0 out of 5 average rating, 126 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.

Apr 12 – 19

G$33,648 GYD per night

Guest favorite

Home in Jacksonville

4.84 out of 5 average rating, 114 reviews

Mandarin Pearl. Close to everything.

Single family house in one of the best, quiet, safe, and beautiful neighborhoods in Jacksonville. walking distance of restaurants and supermarkets.3-bedroom ,1 bath, big front & back yard. Car port . Full kitchen, Netflix. Smart TV in the Master Bedroom that's has Netflix available. Also other apps like YouTube. Long term stay discount Smoking is not allowed inside the house only outside. $100.00 cleaning fee will be charged . Electric car charging available upon request for additional fee.

Dec 12 – 19

G$25,956 GYD per night

Guest favorite

Farm stay in Middleburg

4.93 out of 5 average rating, 183 reviews

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Sep 1 – 8

G$22,976 GYD per night

Guest favorite

Home in Orange Park

4.85 out of 5 average rating, 132 reviews

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Have a pool party 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.

Dec 24 – 31

G$41,549 GYD per night

Guest favorite

Farm stay in Middleburg

4.97 out of 5 average rating, 175 reviews

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!

Nov 25 – Dec 2

G$29,318 GYD per night

Guest favorite

Home in Jacksonville

4.97 out of 5 average rating, 111 reviews

Unwind. Cozy Creekside Cottage near Ortega/NAS

Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

Feb 18 – 25

G$29,087 GYD per night

Guest favorite

Guesthouse in Jacksonville

4.95 out of 5 average rating, 354 reviews

Jax Backyard Bungalow

Rent this pet friendly guest house in our quiet well-groomed backyard. Studio comes with queen-size bed, couch, closet, mini fridge, Keurig, microwave, table & chairs. Enjoy DirecTV & dedicated WiFi router. Savor a peaceful cup of coffee or evening cocktail on the attached wood deck. Well behaved pets are encouraged to run free in the fully fenced in yard. Our black lab would love the company! Get to TIAA Bank Field in less than 5 mins or the beach in about 25 mins. Must be 25 to book

Jul 30 – Aug 6

G$18,722 GYD per night

Guest favorite

Guesthouse in Jacksonville

4.97 out of 5 average rating, 110 reviews

Modern 1 bedroom dog friendly bungalow

Beautifully renovated retro meets modern bungalow in Jacksonville’s historic Avondale neighborhood. Walking distance to the award winning Restaurant Orsay, The Shoppes of Avondale, Boon Park, and >5 miles to Jacksonville's sports and entertainment complexes. The space is equipped with a nicely appointed kitchen, queen bed, washer, dryer and deck great for relaxing at the end of the day. Our dog friendly space offers double gates to avoid your pup from darting off and dog toy bin.

Jul 4 – 11

G$25,156 GYD per night

Superhost

Condo in St. Augustine

4.78 out of 5 average rating, 150 reviews

Luxury 1 Bedroom World Golf Studio with Pool

Welcome to St. Augustine!! Wonderfully located in the Laterra Condos this Luxury 1-bedroom, 1-bathroom vacation rental offers resort amenities you’ll love coming home to after exploring downtown’s Castillo de San Marcos, the Fountain of Youth or St. Augustine Beach! Located in the King and Bear Golf Course. Explore the resort amenities including access to world class golf courses, multiple pools, a full service spa, tennis courts, hot tub, and state of the art fitness center

Mar 9 – 16

G$17,717 GYD per night