Vacation rentals in Chipley

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Top-rated vacation rentals in Chipley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

Home in Panama City Beach

5 out of 5 average rating, 3 reviews

*Beach & Lake - Sleeps 9-18!*

*RENT 1 SIDE OF TOWNHOUSE OR BOTH* Best of both worlds -- Beach and Lake! NEWLY RENOVATED waterfront condo on beautiful Lake Powell and Phillips Inlet, providing instant access to the water from our onsite boat ramp. This property offers a little bit of everything and is a perfect, quiet, family destination. We also have the unit next door. Send us a message if you are interested in both sides, which will sleep up to 18. *SNOWBIRDS, send message if you are interested in a monthly Winter rental.*

Guest favourite

Cottage in Laguna Beach on the Gulf of Mexico

4.93 out of 5 average rating, 121 reviews

💦LagunaBeachCottage w/fire pit! 1 min walk to 🏖

Relax and have fun with the whole family at our recently renovated cottage: Beach supplies Ping pong table Late night patio w/fire pit Outdoor shower Perfect location: 1 min walk to white sandy beach 2 min walk to the Carousel supermarket 5 min walk to the famous Thomas’s Donuts 7 min drive to Pier Park (stores & restaurants) and 30a (upscale dining & shopping) 10 min drive to Gulfworld - swim with dolphins and watch shows 7-25 min drive to State Parks 30-45 min drive to Outlet Mall and more

Superhost

Home in Long Beach

4.83 out of 5 average rating, 30 reviews

Beachside Paradise

Welcome to our beachside paradise, where your dream vacation becomes a reality! Nestled in the heart of a breathtaking coastal town, our two-bedroom beach house offers the perfect blend of comfort, luxury, & serenity just 2min walk to the beach. With lots of amenities including pickle ball, tennis ball, gym, mini golf, putt putt, 11 pools(5 heated), cafe, arcades &stunning lake view from the kitchen. Unwind, relax and rejuvenate. Book your stay today & embark on the beach getaway of your dreams

Superhost

Apartment in Panama City Beach

4.79 out of 5 average rating, 28 reviews

Resort Community, Hot Tub, Pool, No Stairs, Golf

-Freshly remodeled and super clean - Located in the heart of Panama City Beach near food and attractions - Less than a 10 minute walk to get your toes on the beach! - Golf Cart Service to the beach included (5 minute or less ride) - Shared pool, hot tub and splash pad available in the resort - TV in each room - Blackout Curtains in each room - Fully Stocked Kitchen - Outdoor living space - Located on a golf course with a pond in the backyard with tons of turtles who love to say hello

Guest favourite

Condo in Panama City Beach

4.94 out of 5 average rating, 67 reviews

Sunset Paradise Hideout Beach Front *Gulfgate*

Relax and forget your worries in this spacious, serene space - beautiful one bedroom condo with amazing gulf views and sugar sand beach. Located on the third floor at the east end of PCB in a quiet 5 floor complex. Relax on the balcony, listen to the waves and maybe even spot some dolphins swimming by. Life don't get much better than that. Elevator access and heated Pool year-round. Closeby WonderWorks, Marine Park, Pirate Cruise, Car Race City, Museum, Golf, Fishing, Zoo, Shopping

Guest favourite

Guesthouse in Santa Rosa Beach

5 out of 5 average rating, 181 reviews

"Watercolor-Getaway Bungalow” Beach/6 Pools/Camp

The "Getaway Bungalow" is a carriage house located in Watercolor FL across from Seaside. This ideal vacation rental is separate from the private home in a spacious studio-like room. The cozy carriage house is located on a quiet cul-de-sac overlooking a beautiful pond steps away from the beach, Camp Watercolor, and Seaside, FL. Amenities •Elevator (Lift) •Smart TV/Internet •2 Bikes/Beach Chairs/Umbrella •Parking at Carriage House Kitchen •Refrigerator •Microwave •Coffee Maker •Dishwasher

Guest favourite

Condo in Santa Rosa Beach

4.96 out of 5 average rating, 48 reviews

Cozy updated Condo on 30A!

Check out our reviews on VRBO. Search VRBO and 1943128 Just a few steps from the Most Beautiful Beaches in America, Living the Dream is directly across the street from the Gulf of Mexico in the special beach community of Seagrove and in walking distance to restaurants and unique shops! One of our guests, Brandon B., said it best: “The location was amazing with easy access to the beach, short bike rides to The Hub and Seaside, and walking distance to other fun restaurants and shops.”

Guest favourite

Home in Panama City Beach

5 out of 5 average rating, 19 reviews

Penthouse Living at its best!

Kick back and relax in this calm, stylish space. Two story unit with both bedrooms and two bathrooms upstairs. Two balconies, both with water views! Pinnacle Port is in the perfect location between Panama City and Destin. Minutes from Alyss Beach and Seaside. There’s a great functioning kitchen and relaxing living area downstairs. Dedicated workspace in living room. Wi-Fi is great and tv’s are in both bedrooms and large 75” tv on living area. Pool and facilities are amazing.

Superhost

Apartment in Panama City

4.91 out of 5 average rating, 11 reviews

gulfsidecondo4

LOCATION LOCATION 2 bedroom 2 bath with sofa sleeper.. 2nd floor condo in small 4 unit condo building with huge pool and beach access right out the front door. 400 feet walk to world famous schooners restaurant. huge pool BBQ put area front balcony has gulf views rear porch has pool views. walk from pool or front door to beach in under 30 seconds. gulf views from living room and front balcony. More units avaialble in this building if needed rent up to 4 units if needed

Guest favourite

Townhouse in Biltmore Beach

4.84 out of 5 average rating, 225 reviews

Gulf coast vacation townhome

Nestled in the heart of Thomas Drive, minutes from Schooners (#1 beach location with a cannon blast sunset celebration every evening) marinas, state park and of course the beach is just a brief walk (about 90 yards)right across the street with crosswalk. Private backyard with grill and outdoor tiki hut shower. Three full showers and beach shower out front. TV’s all rooms (streaming only), internet “A short time change in latitudes can help improve your attitudes “

Guest favourite

Home in Biltmore Beach

5 out of 5 average rating, 10 reviews

Next to the Beach~2BR~Walking

Welcome to Our Cozy 2BR Apartment ★ Sleeps 8 ★High-Speed WiFi ★Newly renovated ★Smart TV’s ★ Best Location ★ Free Parking ★ 0.3mil to the Beach ★Outdoor Grill+Dining ★1.3mil to St.Andrews ★No chores check-out State Park ★Host available 24/7 ★4-5min EASY WALK to the beach !!

Superhost

Home in Santa Rosa Beach

4.67 out of 5 average rating, 12 reviews

Steps to Hot Tub and Pool ~ Walk to the Beach!

Geaux with the flow is the perfect family retreat! It's such a sweet little gem with amazing beach access: pool and sand are minutes away! You'll have everything you need for a relaxing getaway with a cozy living room, an open kitchen, a tranquil patio, and a balcony with a pool view.