Family-friendly holiday rentals in Valparaiso

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.

Upgraded Studio on the Water, come relax!

Experience Mother Nature's artwork from sunrise to sunset when you live on Choctawhatchee Bay at Bayside #309! This unit is cute, cozy, and upgraded it has everything you need for a weekend get away in the beautiful community of Bluewater Bay. You are 10-15 mins from Destin without all the traffic and hustle. If you stay within the community there are many amenities in Bluewater within 5 minutes. Relax, open a glass of wine and sit out on your baloney with amazing water views and landscapes.

1004 Oceanfront Pelican Beach: Pools/HTubs Fab Loc

NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1004—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 10th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Gulf View. Pool open until 11:00pm! Walk to beach.

2BR/2BA is located on the 6th floor condo at The Palms of Destin Resort. Views of Henderson State Beach across street. The master has a king size bed and bathroom. Twin trundle beds in small bedroom and bath. The living room has a queen sleeper sofa & 80" TV. The lagoon pool, heated pool, and hot tub is open until 11pm. Amenities include a gym, basketball, tennis, splash pad, arcade, and playground. Dollar Tree, Walmart, Enterprise Car Rental next door. Walk to restaurants and 2 beaches.

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

This is your 30A Florida escape, where relaxation meets adventure and every amenity imaginable. Guests rave about our extras! This pet friendly home has a fenced-in backyard, private pool (heated upon request), smart TVs with streaming apps, games room, sports gear (rackets, bicycles, and more)—perfect for families. Minutes from Sandestin Miramar Beach, Santa Rosa Golf Club, you're close to the area's top beaches, dining, world-class golf courses, and scenic trails. All that’s missing is you.

Sugar Sand Cottage at Destin Pointe

This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Beautiful Bluewater Bay Home Minutes From Destin

*Please note before booking-we CANNOT have parties and there is a max of 10 people (adults+children) If you have more people than listed, you WILL get evicted* *must be 25+ to book* Nestled just 10 minutes from Destin! Discover a backyard oasis complete with a dining deck, fire pit, and grill. Inside, find an equipped kitchen and spacious, comfortable bedrooms. Whether you're seeking adventure in Destin or simply a peaceful getaway, our home is your ideal destination.

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!

Studio waterfront-Bluewaterbay Marina SAILING COVE

Direct view of the Bluewater Bay Marina, this studio apartment has been fully renovated and just listed. Direct access from the parking spot, ground level. Open floor concept with a queen bed plus two convertible single sofas (perfect for accommodating two kids) Patio overlooking the the Marina. Away from the busy traffic of Destin but still 15/20 minutes from the best beaches, is a perfect place to stay and unwind. Enjoy the next door Marina with all the amenities:!

Entire home in Niceville

Bring the whole family to this great place with lots of room for fun. Beautiful 3-bedroom 2 bath home located in Niceville. Only 12 miles from Destin and 15 miles to Ft. Walton Beach. located near Eglin AFB (7 miles) and 7th Special Forces Group (18 miles). VPS airport is only 6 miles away. Home is centrally located and close to many grocery stores and restaurants.

#2 4BR HUGE PET Friendly Home Away from Snow!

Relax with the whole family at this peaceful place to stay. Bring your pets along with you for no additional fee! Make memories with your loved ones in our non-heated pool and let your children enjoy the playground while you swim!