
Guesthouse holiday rentals in Southeast Jacksonville
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in Southeast Jacksonville

Total holiday rentals
Explore 30 holiday rentals in Southeast Jacksonville

Nightly prices starting at
Southeast Jacksonville holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 3,000 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Southeast Jacksonville holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southeast Jacksonville rentals

4.9 Average rating
Southeast Jacksonville stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Guesthouses in Southeast Jacksonville
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Il Rifugio waterfront retreat on the ICW by Mayo!
Our pool cabana is located in a peaceful location on the intercoastal waterway and perfect place to be close to Mayo clinic (2 miles) or get away and relax. Private building with large main sleeping/living area and private bathroom. Newly remodeled backyard and pool. Sleeps up to 5 (1 king size + 1 full + 1 twin) . 5G wifi. EV charger 2. Close to beaches (4 miles), restaurants, miles; TPC/ Sawgrass Golf ,10 miles; Saint Johns Town Center shopping 10 miles; Jacksonville Intl Airport, 25 min.
4.93 out of 5 average rating, 215 reviews
La Casita Chiquita Near Events & Entertainment!
Welcome to "La Casita Chiquita" our unique little guest cottage - in the heart of Jacksonville! It's a 250 SF tiny cottage, with a loft bed and comfortable amenities - nestled in a garden setting, underneath majestic trees. You can be away from it all - and just blocks to sports, entertainment & convention venues, craft breweries, sports bars, great eateries, and museums. Are you here for business? Downtown is 5 minutes, UF & other medical facilities less than 10 minutes, Mayo- 25 minutes.
4.92 out of 5 average rating, 102 reviews
The Spanish Retreat
This peaceful and central detached guest apartment is located in a friendly neighborhood near the St. John's river, 10 mins from Downtown Jacksonville, and less than a half hour from the beach. Enjoy the privacy of this newly renovated space complete with a queen sized bed, TV, kitchenette, bathroom/shower, closet, and keypad lock for easy access in and out. Lots of restaurants and grocery stores close by! Come relax and unwind in this cozy space perfect for 2! Use caution climbing stairs :)
4.97 out of 5 average rating, 157 reviews
Stylish Bungalow Near Dining,Parks & Entertainment
Welcome to our highly-rated charming bungalow in Jacksonville's historic Avondale neighborhood. Perfect for couples or small families, enjoy a cozy queen bed, high-speed Wi-Fi, and a 50-inch HDTV with Roku. The fully-equipped kitchen boasts retro appliances and a delightful dining area. Step outside to our pet-friendly garden with a spacious deck for relaxation. With award-winning restaurants and beautiful parks just a stroll away, this is your ideal retreat for both adventure and relaxation.
4.93 out of 5 average rating, 224 reviews
Mother-in-law suh-WEET
Take a break and unwind at this peaceful guest house behind 4140 Peach Drive. Cradled at the end of a friendly and established Southside Neighborhood of Beach and Peach Drive (Behind the Orange Dinosaur on Beach Blvd). We are equidistant from Downtown and the Beaches; 10-12 min drive to either. If you’re coming from the North or South end you can take Southside Blvd or 295/95 and or Butler or Beach Blvd going East/Westbound. There’s also the Beach and Peach Urban park in walking distance.
4.8 out of 5 average rating, 144 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.
4.99 out of 5 average rating, 277 reviews
Jax Backyard Bungalow
Rent this dog 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 dogs 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
4.95 out of 5 average rating, 625 reviews
Private Apartment
Unique private upstairs apartment near the beautiful Julington Creek very close to St. Johns, under majestic live oak trees offering a quiet and secluded setting, but close enough to everything you need for your next trip to Jacksonville. Short distance to great dining, beaches, shopping, St. Johns and St. Augustine! Guests will enjoy a one bedroom apartment with a fully equipped kitchen. Property access for our guests only. Complimentary beer, sodas, water and coffee! Adults only.
4.98 out of 5 average rating, 402 reviews
The Funk House-A Retreat
The perfect place to call home, long term stays are welcome and all stay include unlimited YMCA access during your stay. Feel free to send an inquiry if you have any questions prior to requesting to book. The Retreat is separate from the main house (The Funk House) it is located in the back, on the top floor garage apartment. It has been completely renovated and furnished into a comfortable place to "Retreat". Please inquire before requesting to book. Looking forward to your stay!l
4.96 out of 5 average rating, 217 reviews
The Captain's Quarters o|--)
This two story loft garage is detached and is set in the back of the property 45 feet from the main house. The first floor has the kitchen and living space, then walk up the spiral staircase to the bedroom with cathedral ceiling with track lights and ensuite bathroom. I love dogs and allow them with permission first. No pets without prior approval (pet fee is min $50 per stay or $10 per day which ever is greater) My location is a short walk to Starbucks and other restaurants.
4.95 out of 5 average rating, 684 reviews
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
4.98 out of 5 average rating, 157 reviews
The Little House on Jupiter
Good vibes only at La Casita. Stylish, peaceful & private. When it comes to choosing your home away from home- the details matter. Kitchen is equipped with fridge, microwave, air fryer and hot plate. Coffee, hand soap, dish detergent, shampoo and conditioner provided. The bed is full sized. Enclosed side yard. Excellent central location. 10 minutes to the highway, St. John’s Town Center & UNF. 20 minutes to the beaches, downtown & Mayo. No smoking is permitted inside.
4.96 out of 5 average rating, 131 reviewsPopular amenities for Southeast Jacksonville guesthouses
Family-Friendly guesthouses

The Wadsworth House - A Modern Studio
4.95 out of 5 average rating, 183 reviews
Sunshine Guesthouse
4.98 out of 5 average rating, 125 reviews
Private, Modern And Cozy Guesthouse
4.96 out of 5 average rating, 234 reviews
Cozy Cove
4.95 out of 5 average rating, 296 reviews
Location! Pelican Point riverfront with oceanview
4.9 out of 5 average rating, 133 reviews
Pine Grove Studio A
4.87 out of 5 average rating, 206 reviews
Cast 'n Anchor in Walkable Avondale
4.95 out of 5 average rating, 169 reviews
MidCentury Guesthouse-NO Cleaning Fee+Restaurants
4.96 out of 5 average rating, 188 reviewsGuesthouses with a patio

Guesthouse/TPC/Guana Views/Walk Beach/Hot Tub
4.92 out of 5 average rating, 181 reviews
Transforms, Full Kitchen/bath, Centrally located
4.97 out of 5 average rating, 189 reviews
Adorable 2 Bedroom Cottage
4.94 out of 5 average rating, 249 reviews
Modern Riverside Private Studio
4.96 out of 5 average rating, 208 reviews
The Treehouse - Murray Hill
4.95 out of 5 average rating, 174 reviews
Private Riverfront Guest House 15 min to downtown
4.95 out of 5 average rating, 130 reviews
The Moody Loft (Murray Hill)
4.88 out of 5 average rating, 370 reviews
Clean & Modern Studio in East Jacksonville.
4.88 out of 5 average rating, 41 reviewsGuest house rentals with a washing machine and dryer

Spacious 2/1 in historic neighborhood- NO parties
4.96 out of 5 average rating, 154 reviews
Large 1 bedroom Cottage with full kitchen
4.9 out of 5 average rating, 299 reviews
Jax Coastal Cottage
4.94 out of 5 average rating, 166 reviews
Charming Pet-Friendly Guesthouse in Avondale
4.98 out of 5 average rating, 128 reviews
Palm Valley Pool House
4.91 out of 5 average rating, 103 reviews
Hip + Modern Florida Hideaway
4.98 out of 5 average rating, 173 reviews
Charming Carriage House with Private Balcony
4.87 out of 5 average rating, 337 reviews
Henry's Path
4.97 out of 5 average rating, 413 reviewsDestinations to explore
- Condo rentals Southside
- Apartment rentals Southside
- Rentals with breakfast Southside
- Waterfront rentals Southside
- House rentals Southside
- Townhouse rentals Southside
- Rentals with beach access Southside
- Pet-friendly rentals Southside
- Rentals with a hot tub Southside
- Private suite rentals Southside
- Hotel rooms Southside
- Family-friendly rentals Southside
- Rentals with lake access Southside
- Rentals with pools Southside
- Guesthouse rentals Jacksonville
- Guesthouse rentals Duval County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- EverBank Stadium
- St Augustine Amphitheatre
- University of North Florida
- VyStar Veterans Memorial Arena
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Fort Clinch State Park
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Flagler College
- Memorial Park
- Crescent Beach
- Little Talbot
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Anastasia State Park
- Marineland Dolphin Adventure





