Family-friendly holiday rentals in Ocean City

Private Guest House on the Water | Boat Docks!

You’re invited to enjoy the breathtaking panoramic views as you start your day on our private 2nd floor waterfront deck. This lovely beach house offers 1 queen bd in the bdrm, a twin/full bunk bed, and the sofa in the living room is a pull-out queen bed. Full-size kitchen and dining area. Dock your boat in a private boat slip for a small daily fee. ✔ OMG Views ✯ Waterfront ✯ Private Beach ✯ Entire Place ✯ Boat Slips ✯ Trailer parking ✯ 2 Story Dock ✔ Dog friendly ✔ Full Kitchen ✔ 2 x SmartTV

Sylvia's Suite Dreams-kayak & paddleboard free

Live like a local on beautiful Poquito Bayou in Shalimar, FL. This detached guest house will give you access to a gorgeous dock complete with private parking and located less than 20 minutes, by boat or car, from world class beaches and Destin. Our property can accommodate a 2-axle boat trailer. Wake up in the morning and watch the dolphin jump off the dock, fish, go for a swim, paddleboard, kayak or just relax with a cup of coffee. We will work with ALL DOD and DOD contractors and personnel.

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Little Breeze 2.0 2BR/1.5BA Townhome

Little Breeze 2.0 is the sister unit to Airbnb's super host unit right next door! Little Breeze 2.0 is a relaxed, private two story townhome with two car driveway located in the heart of Fort Walton Beach. Close to both Hurlburt Field and Eglin. Fully stocked kitchen, appliances large and small, coffees, teas, and more. Cozy dining and living area with flat screen TV and workspace. Spacious backyard that is dog friendly! TVs in both bedrooms located upstairs. Home is newly renovated.

Your Vacation House-TV in rooms Free Wi-Fi & Grill

Discover quiet living at this cozy 2br, 2ba Fort Walton Beach vacation rental home! Centrally located with 3 Roku TVs: in living room and each bedroom. Comfortable accommodations for up to five guests. With a nice park on one end of the street. Set in between Santa Rosa Island Beach/ Walmart, FWB Landing Park, and other popular attractions. Ideal for Business Trips, single, or family seeking relaxing stay in the sunshine. Close to both military bases, Hurlburt Field AFB, & Eglin AFB.

"Quirky Cottage"

Our "Quirky" Cottage is just that!! If you want to experience "old Florida" come and stay with us in our quirky cottage nestled in old oak trees! It was originally built in 1960 as a camping cabin, it came in a box as a do it yourself kit! There are a few left around town - really unique and private space! Located just 5-10 minutes from the Okaloosa Island beaches and everything downtown Fort Walton Beach has to offer and just 15 minutes to Destin. (all depending on traffic!)

Spacious, Cozy and Private

My wife and I own and live in the house, but the portion of the house we are using as Airbnb has a private house entrance, bedroom, bathroom, and living room area. As well as the use of a washing machine and dryer. We are 2 minutes from WalMart, 15 minutes from Okaloosa Island beaches, and 20 minutes from Destin. We have a coffee machine, microwave, propane grill, and mini fridge set up. We allow pets at a $50 additional charge and have a large fenced in back yard for them.

Arcade Escape: Ping Pong, Grill, 6 Miles to Beach

The Verb House, the perfect getaway includes tons of amenities and only 6miles to the beach and 4 miles from downtown! Most of the baby items and cooking amenities are provided with TVs in every room. Verb includes 2 arcades, home gym, piano, office space, ping pong, put-put, fire pit and grill! Beach equipment and toys are located in the garage! Beaches, crab island, waterparks, zoo, etc - right at your fingertips! Book with Ronin Stays LLC, you won't be disappointed!

Clancy's Celtic Clouds-home near Destin, FL

Beautiful 1100 Sqft 2-bedroom guest house originally intended as Mother-in-law quarters. The all-brick home is conveniently located in Fort Walton Beach, Florida. It is a 10-Minute drive to either Eglin Air Force Base or Hurlburt Field--and you can be at the beach in less than 10 minutes! Destin is only a 15-minute drive! Publix Grocery Store/Pharmacy is 1-mile away, and our local Walmart for any extras that you might need is only 2 miles from the property.

Touch of Madagascar-Whole House

Free parking. Entire house with pool (heating pool is no longer available). 3 mn walk to Shopping/restaurants. 15mn drive to Destin. 7 minute drive to beach. Decorated with original art from Madagascar, where the owner Yolande is from, and where Yolande's husband Clint worked for 24 years. Clint is a native of Ft Walton Beach and a Vietnam Combat Veteran. No pets allowed (even visitors' pets). NO CAMERAS HAVE BEEN INSTALLED ANYWHERE INSIDE THE HOUSE.

Relaxing Pool Retreat Near Beaches & Destin!

Welcome to Our Happy Place! Whether you're planning a girls getaway, family beach vacation, couples retreat, or celebration weekend, Our Happy Place was designed to help you slow down, reconnect, and make lasting memories together. Perfect For: ✔ Girls Trips ✔ Family Vacations ✔ Couples Getaways ✔ Birthday Celebrations ✔ Parents Traveling with Teens ✔ Long Weekend Escapes ✔ Remote Work + Vacation Stays

Charming Getaway 2 Bedroom near beach

Bring the whole family to this great place with lots of room to relax in our beautiful 2 br/1.5 bath townhome only a 10 min drive to Okaloosa Island/Gulf beach. ✈️ Destin/FWB Airport - 10 min 🌊 Destin -20 min 🏖️ Miramar Beach- 35 mins 🏖️ Navarre Beach- 25 mins 🏖️ Pensacola Beach- 50 mins 🪖 Eglin AFB- 12 mins 🪖 Hurlbert Field AFB - 7 mins 🏥 HCA Florida Hospital- 5 mins