Vacation rentals in Chickasaw

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Top-rated vacation rentals in Chickasaw

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

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Guest favorite

A serene view of the beach features fine, white sand meeting gentle waves. A few figures are visible walking along the shoreline, while a blue canopy offers shade in the distance. The natural landscape includes grasses and dunes, providing a tranquil coastal atmosphere.

Home in Pensacola

4.94 out of 5 average rating, 35 reviews

Beach front, Perdido Key,Ocean view, private patio

Vacation on the beach at Beach Colony Resort in Perdido Key the best kept secret in Florida! Condo sleeps 8 comfortably w/ 2 bedrooms. The beautiful kitchen flows into the dining/living room! Amenities: tennis, patio, 3-pools, hot tub, charcoal grilling, weight/fitness room, and outside common area, and parks. Minutes from : 12 min Orange Beach, 20 min Gulf Shores, 35 min Pensacola Beach! Have it all beaches, pools, boat, sports, grocery, parks, & restaurants. Book your families next vacation!!

Guest favorite

Home in Pensacola

4.94 out of 5 average rating, 32 reviews

Cozy Cottage at Purple Parrott

Beautifully decorated cottage with 3 bedrooms and 2.5 baths. A king bed in the master, and queen beds in the 2nd and 3rd bedrooms. Resort Amenities: Enormous pool, featuring a waterfall, hot tub & Tiki Bar with live music; fitness room; sauna; heated indoor pool & indoor hot tub. Short 10 minute walk (3 min. drive) to the beaches & Gulf Islands National Sea Shore. Excursions: 3 golf courses, including an Arnold Palmer designed course; wreck diving; deep sea and inshore fishing.

Top guest favorite

Home in Gulf Shores

5 out of 5 average rating, 14 reviews

New! 19th Floor - Best Views in GS! Hot Tubs/Pools

Experience the perfect blend of luxury and relaxation at this stunning 19th-floor condo in the heart of Gulf Shores. We offer unparalleled panoramic views of the coastline from two different balconies. This unit sleeps 6. It has two king master bedrooms with en-suites. There's a queen sleeper sofa in the living room. The complex has one indoor heated pool, two outdoor pools, two spacious hot tubs, a lazy river, and deeded beach access. It also offers a full fitness center and sauna.

Guest favorite

Home in Gulf Shores

4.96 out of 5 average rating, 25 reviews

3BD/2BA Beach House with golf cart rental option

Welcome to your idyllic beach getaway in Gulf Shores, Alabama, where spacious elegance meets the stunning natural landscape. This enchanting beach cottage comfortably sleeps up to 10 guests with 3 cozy bedrooms and 2 modern bathrooms. Enjoy high-speed internet, two inviting pools, and a fully equipped kitchen. Just a stone's throw from the beach, explore local attractions and dining options. Perfect for families and groups seeking adventure and relaxation. Ceate unforgettable memories!

Guest favorite

A spacious deck features multiple high-backed chairs overlooking a serene waterfront area. The view includes a calm lagoon, green grass, and a dock in the distance, all set against a clear blue sky with scattered clouds.

Condo in Gulf Shores

4.92 out of 5 average rating, 240 reviews

WATER FRONT! Pool Private Beach Dock Your own home

Beautiful waterfront cottage! Stunning water views in every window! 3 minute quick walk to private beach access; 2 balconies with Adirondack chairs one always in the shade; nice break from the sun! Pool steps away with 2 ft platform for kiddos with sun loungers; large dock great for fishing and swings to enjoy sunsets with a cocktail! Lagoon easy launch site for kayaking/paddle board Stand alone cottage Live music great restaurants just down the street 2 covered car spaces Very Clean!

Guest favorite

Home in Fairhope

4.86 out of 5 average rating, 110 reviews

Charming Bayfront Getaway - Private Pier

Take a break on Mobile Bay at this quaint Fairhope bungalow. Enjoy kayaking, fishing, crabbing and boating from your own private pier. Relax on the wharf under blue skies & magnificent sunsets. You will be minutes away from downtown Fairhope (shopping/restaurants), and just 30 miles from Gulf Shores/Orange Beach. Plenty of blue crabs & fish to catch here. This cottage is completely furnished and ready to go. Leave your troubles behind, and come stay with us. Pets welcome with a fee.

Top guest favorite

Condo in Pensacola

4.95 out of 5 average rating, 205 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Relax and enjoy your stay in this newly renovated 1BR/1BA condo, furnished with vibrant coastal decor. Situated in the exclusive Purple Parrot gated resort, this tropical paradise offers a carefree island lifestyle. Just minutes from beautiful beaches, marinas, and top restaurants, you'll find everything you need for a perfect getaway! Our unit is just steps from the expansive outdoor pool area, featuring a grotto waterfall, a relaxing island hot tub, and plenty of sunbathing space.

Guest favorite

The kitchen area features wooden cabinetry and a work table, providing ample space for meal preparation. Kitchen appliances are neatly arranged, and decorative accents add character to the rustic design. Natural light illuminates the room through a window with patterned curtains.

Cabin in Foley

4.92 out of 5 average rating, 24 reviews

Cuddle-Up Cabin

Privacy, seclusion and tranquil cabin getaway, perfect for *two, but room for two small children. Surrounded by majestic live oaks and only a few minutes to the most beautiful beaches on earth, world class charter fishing, Arnold Palmer designed golf courses, fresh Gulf seafood, with area attractions for the most discriminating traveler. ***The low ceiling loft, approx. 4' at the highest point, sleeps 2 sml children on twin size futons. Prior request for twin bedding needed.

Guest favorite

Condo in Gulf Shores

4.89 out of 5 average rating, 73 reviews

Spring Sale! Beach/Lagoon View,Boat Parking & Pool

Wow! You have everything at this completely updated stylish 2BR 1B condo! You are steps away from the Beach with your private beach access & from the lagoon with private boat launch, parking, & dock. It's resort living at its best. Fishing pier & grilling area. Your private balcony overlooks the resort style pool/hot tub. Tennis, pickle ball or just go paddle boarding or kayaking. Inside enjoy new furniture, kitchen and bath. We provide beach, bath/kitchen, & cleaning essentials!

Superhost

A spacious living area features high ceilings with ceiling fans and multiple large windows allowing natural light. Comfortable seating arrangements are present, along with built-in bookshelves filled with books. A television is mounted above a classic brick fireplace, adding a cozy focal point to the room.

Home in Dauphin Island

4.97 out of 5 average rating, 38 reviews

Fabulous Dauphin Island Vacation Home

Enjoy one of the best kept secrets on this beautiful island and visit our gorgeous home, nestled against high dunes and only a short walk to beaches, golf course and restaurants. This stylish getaway features 4 BR/3BA, open floor plan with gallery, 2 large screened-in porches, a 65" HD flat screen TV, LG washer/dryer and high end furniture throughout. There is a path to the top of the dune and the view towards the ocean is simply breathtaking ! Must be 25 or older to book !

Top guest favorite

A spacious bedroom features a king-sized bed dressed in crisp white linens, accompanied by light brown accent pillows. Natural light flows through sliding glass doors, showcasing views of the Gulf. Two bedside lamps and a decorative piece enhance the serene ambiance.

Home in Orange Beach

5 out of 5 average rating, 33 reviews

Steps to Beach • Beachfront • Fully Stocked

2 minute walk to beach ** All the amenities your family and friends could ever ask for. We thought of everything❣️** ☞ 1500 sq ft - 3BR/2 Bath ☞ Balcony w/ Gulf views ☞ Pre-Arrival Grocery Order avail upon arrival (cost + 20%) - message owner ☞ Fully loaded stocked kitchen + ice machine ☞ Washer & Dryer in unit ☞ Beach access + essentials (4 foldable beach chairs available for use) ☞ 4 smart TVs + DISH ☞ 24/7 quick response ☞ HS wifi ☞ Pack -n- Play ☞ HEPA Air Filters

Guest favorite

A bright living area features a light-colored sofa with decorative pillows, positioned near a wooden coffee table. A ceiling fan is visible above, while large windows allow natural light to illuminate the space. A modern dining table can be seen in the background along with a kitchen area.

Condo in Gulf Shores

4.92 out of 5 average rating, 100 reviews

212 Best experience summer vacation

Take it easy at this unique and tranquil getaway. If you’re looking for a beach vibe , cozy atmosphere and just an amazing place to enjoy your summer vacation , this is the perfect match for you. The neighborhood is located right in the center of Gulf Shores with walking distance to Walmart and Publix across the street many other attractions! Minutes away from Alabama’s state park bike trails and at her beautiful views.High speed internet!!!