Holiday rentals with breakfast in Southeast Jacksonville

Home in Southeast Jacksonville

A fire pit area is surrounded by several dark wooden Adirondack chairs. Soft white string lights hang in the trees above, illuminating the space in a serene natural setting. Lush greenery and vibrant flowers are visible, enhancing the inviting atmosphere.

5.0 out of 5 average rating, 3 reviews

Private • Modern Luxe Ranchette • 2 Kings •Hot Tub

Private luxe farmhouse retreat on acreage in historic Mandarin, designed for executive stays, corporate relocation, insurance housing and peaceful extended stays. Dogs considered with fees. This designers’ turnkey home offers comfortable beds, split-bedroom layout, rare privacy and quick access to Jacksonville medical centers and I-295. You may request second king bed with notice, plus use 6th semi private area. Minutes to dining, shopping, parks, spas, golf, tennis, and waterfront recreation.

4.99 out of 5 average rating, 227 reviews

A spacious living area features a leather sectional sofa adjacent to a round coffee table, complemented by two armchairs. Large windows provide natural light, and a dining table with seating for six is visible in the background, with an open kitchen area behind it.

Home in San Marco

Serene Cottage in Walkable, Historic San Marco

This beautifully renovated cottage is a 5-min walk to local Hospitals and Clinics. San Marco Square is within walking distance w/ a theater, shops, & the best restaurants in town. The Southbank Riverwalk is blocks away & lovely for a sunset stroll. The elevated people mover is close by & handy for concert and stadium events. This home is perfect for professionals & health care visitors. Wonderful neighborhoods of Avondale & Riverside are just across the river. Centrally located for easy access.

4.88 out of 5 average rating, 128 reviews

A bungalow with a welcoming facade is surrounded by mature trees and greenery. The front yard features well-maintained plants and a pathway made of stones. A covered porch adds character to the home, providing a cozy entrance along the tree-lined street.

Home in Murray Hill

Colorful & Homey Pet Friendly Bungalow - Sleeps 6!

This colorful, family friendly, pet friendly, bungalow provides beds to comfortably sleep 6 guests and is located on a quiet tree-lined street in the Historic Murray Hill section of Jacksonville. It features a full kitchen, and fenced backyard with charcoal grill. Enjoy the convenience of an eclectic mix of local restaurants, shops, bars and parks, within just a 10 min walk or a quick car ride. Easy interstate access to I-95 and I-10 and convenient to downtown Jacksonville and the Beaches.

Flat in Southwest Jacksonville

4.96 out of 5 average rating, 156 reviews

Val's Sanctuary. In-law-suite, private unit.

Take it easy at this unique and tranquil getaway with private entrance. Enjoy this peaceful rural country area on the screened porch with an evening tea. You can play some games or puzzles if you want to stay inside or Crochet on the front lawn to enjoy some fresh air & sunshine. We are 2.5 Miles from the WW Ranch Motorcross park. We don't have anything new but I can assure you it will be clean. Sorry we are not suited for children or pets, 2 guests Max. and check-in must be before 9PM.

4.98 out of 5 average rating, 329 reviews

A charming single-story house features a light exterior with a blue front door. Two symmetrical windows provide ample natural light, framed by well-kept greenery. A stone step leads up to the entrance, with a neatly manicured lawn extending to either side.

Home in Riverside

Guest Favorite! Riverside Retreat, Bikes & Firepit

This charming bungalow is located in the heart of walkable Riverside; Jacksonville's most fun neighborhood. Enjoy a king bed, smart speakers, fast WiFi, and streaming channels, as well a fully stocked kitchen and a backyard with adirondack chairs, an electric grill, a fire pit, and even 'smores kits. Use our custom recommendation guide to explore local shops and restaurants on our cruiser bikes (complete with cup holders and cell phone holders). Private driveway parking is included, too.

4.97 out of 5 average rating, 101 reviews

Home in San Marco

Renovated 2BR w/Porch & Pool Table • San Marco

Just 2 Blocks to the River, Dining & Shopping! Welcome to your beautifully renovated upstairs duplex unit in the heart of charming San Marco. Enjoy a fully stocked kitchen, spacious screened porch, dedicated office space, arcade, pool table, bikes, beach chairs, and fast WiFi, for work or play. Soak in the neighborhood’s historic charm, stunning sunsets, and walkable streets. With local dining and boutique shopping just steps away, this bright and cozy space is ready to welcome you!

5.0 out of 5 average rating, 8 reviews

Home in Middleburg

Villa Marita B&B

Come as a guest and leave as a friend. This is a duplex house where only the right-hand (A) unit is available for rent. It includes a living room, dining room, kitchen, bathroom, and two bedrooms with queen beds, ideal for a family of four. Located between Orange Park and Middleburg, it's surrounded by nature and positive energy. We are close to nature parks, museums, St Johns River, beaches and historical sites. If you would like to explore the city check my guidebook.

Apartment in St. Augustine

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

Beautiful 1 bedroom pristine condo unit has it all. Comfortable king size bed, privacy, full bathroom with roman bathtub, washer/dryer, full kitchen with all the utensils you will need, two flat screen tv's, fast free wifi, private balcony overlooking lush gardens with a fountain. The Laterra resort boasts a plethora of amenities right outside your doorstep. Heated pool, pool with waterfall feature, hot tub, tennis courts, award winning Golf and restaurants nearby!

Home in Southwest Jacksonville

The front doors of the manor are designed with intricate stained glass, adorned with seasonal wreaths. A chandelier is visible in the background, complementing the elegant entrance that leads to the interior space.

5.0 out of 5 average rating, 35 reviews

Cottontail Manor Ortega 4BR across from River

Welcome to the Cottontail Manor! Indulge in this luxurious large, serene space. Beautifully appointed 1 story (open floor plan) on one of the most desirable streets in Jax across from Ortega River & very close to Timuquana CC/Riverside/Avondale. Great for large family & special gatherings, or for those just wanting to get away and enjoy each other. A gift basket, spa robes & special coffees/tea await you! Extra comfortable beds with organic linens and soaps.

Apartment in St. Augustine

A scenic view of a resort property is presented with a tranquil pond in the foreground. A tall tower and modern architecture are reflected in the water, while a fountain adds to the serene atmosphere, framed by well-maintained green lawns and trees.

Grand Villa Golf World,St.Augustine,FL-1Bd - BG

Come staycation with us at Grand Villas Resort! This historic area is home to the World Golf Hall of Fame® just steps from the resort. While anyone can enjoy themselves with the white-sand beaches, quaint cafes, inviting bars and restaurants, shops, art galleries, and luxury resort amenities; this truly is the golfers paradise! Concierge will set up tee time at 1 of 2 championship 18-hole courses designed by legendary golf pros Jack Nicklaus & Arnold Palmer!

4.93 out of 5 average rating, 15 reviews

The living room is characterized by neutral-toned furniture, featuring a pair of sofas adorned with blue and patterned cushions. Large windows provide views of the outdoors, while natural light brightens the space. A coffee table sits on a light area rug, enhancing the room's inviting atmosphere.

Home in Jacksonville

River House

This quaint home is the perfect residence to rent for your next vacation or stay. Conveniently located on the river in the city of Jacksonville FL, this home has plenty of room for parking and is completely furnished: 3 bedrooms, full kitchen, living room, and dining room located on a beautiful inlet with a large backyard. Extremely affordable for rental on a daily, weekly, or even monthly basis, this home is a perfect getaway for a vacation.