Places to stay in Chokoloskee

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Chokoloskee

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Superhost

A stilted home is framed by lush greenery, with a wooden staircase leading to the entrance. Smooth gravel covers the ground, complemented by scattered mulch. A red planter with vibrant plants adds color, alongside a decorative black statue near the base of a tree.

Home in East Naples

5 out of 5 average rating, 4 reviews

Unique Peaceful Home Close to Downtown Fast WiFi

This Sunny Place (1,200 sq ft) is in a Peaceful neighborhood. Fast WiFi! One spacious bedroom w luxurious king bed. Comfy daybed in LR offers room for 3rd person. Fourth guest may sleep on comfortable sofa $45 extra. Dining table for four outside on Huge Deck in Lush Surroundings. Dining table inside as well. Completely stocked kitchen. Small library w Art Books & more. Roku TV. Covered parking below. One mile to Downtown Naples - 2 miles to the Beach. Why stay in a hotel when you can stay here?

Superhost

A sparkling pool features a waterfall and is surrounded by palm trees. Lounge chairs are positioned around the pool area. In the background, views of the bay are visible under a clear blue sky, creating a serene vacation atmosphere.

Condo in Fort Myers Beach

4.92 out of 5 average rating, 195 reviews

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

BEACHES ARE OPEN! Beautiful Views, large unit, Enjoy the sun, beach, and excitement of Florida. Lovers Key State Park, beautiful beaches, hiking & biking trails, Ft Myers Beach, white sand, many activities. Views of the gulf & bay area. Exercise room, wifi, great swimming pool- the beaches & trails you come to Florida for. Ft Myers beach has the white sand you think of when visiting Florida. The Gulf Coast Beach, and Lovers Key State Park are there for your enjoyment. Great place for Memories

Guest favorite

Home in Saint James City

4.93 out of 5 average rating, 14 reviews

"The most comfortable home"

Enjoy your stay in St James FL in this cozy, newly remodeled property This house is centrally located in the St James city FL, a short drive from restaurants and the beaches. WIFI and parking are included. The property has a salt pool , 2 jetskies , a 27ft boat and BBQ area super nice and clean outdoor to spend with the family and guest. Also the rooms are well supplied with everything needed for your stay, and its fully furnished. One of the best property listed in the area to be booked today

Superhost

A wooden walkway leads to a serene beach, surrounded by lush greenery. The clear blue water stretches toward the horizon, while gentle ripples reflect the sunlight, creating a calm and inviting scene.

Guest suite in Naples Park

4.78 out of 5 average rating, 186 reviews

#Blocks2Beach Lower Studio Palm Villa Close2 #RITZ

Gorgeous newly renovated private one King bedroom with en-suite bathroom. This 1st floor studio has modern updates with new furniture, comfortable mattress, fluffy pillows & luxury linens. Small refrigerator, microwave & Keurig in studio for guests to use. Just BLOCKS to the best beach where the sunsets are divine at Vanderbilt Beach. Easy walk to the Ritz Carlton Naples Beach Resort with the finest ocean front dining. Enjoy beach activities including shelling, SUP, fishing, kayaking & more!

Guest favorite

An inviting outdoor space features a paved patio with a glass-top dining table and chairs under a large umbrella. A propane grill sits nearby, along with a fire pit surrounded by gravel. Lush greenery and palm trees create a calming backdrop.

Home in Fort Myers

4.93 out of 5 average rating, 61 reviews

Cozy Home | 20 min to Beach | Private Backyard

Located centrally in the heart of SW Florida, this Sunny Fort Myers home has everything for a perfect indoor and outdoor living. Our updated home is perfect for a family getaway or any professional travelers visiting Fort Myers. This house features a cozy living room and kitchen, private fenced in backyard where you can grill and play with your pet and a dedicated working space. If you are looking for a perfect retreat where you can relax and be close to all the action, look no further.

Guest favorite

A bright sunroom features two stylish white wicker chairs facing large windows. Natural light fills the space, highlighting a small side table and a potted orchid on display. Lush greenery is visible through the windows, enhancing the relaxing atmosphere.

Home in Naples Park

5 out of 5 average rating, 6 reviews

#Walk2Beach 6BR Palm Villa Retreat - MultiFamily

Welcome to #Walk2Beach Palm Paradise . Entire Property Single Story 6BR Combined Multi Family and friends to vacation together on one property. 6 BR-4 Bath sleeps up to 12 -14 people. Two Sep kitchens Two sep living areas. Spread out amongst SIX outdoor areas for lounging & grilling. Palm Paradise 6BR/4BA is located 8 blocks less than a mile walk to beautiful and popular Vanderbilt Beach and the natural Delnor-Wiggins Pass State Park, two of the area's top-rated beaches.

Superhost

A screened terrace features a large dining table surrounded by metal chairs and a spacious sectional sofa. Colorful floral accents enhance the serene atmosphere, while a heated pool and lounge chairs are visible beyond the terrace.

Home in Naples Park

5 out of 5 average rating, 3 reviews

New! Sea La Vie - Walk to Beach, Heated Pool

Indulge in the ideal location at this 4-bedroom, 2-bath ranch-style home in Naples Park. Steps from Vanderbilt Lagoon and a short stroll to Vanderbilt Beach. Meticulously renovated with luxury details. Premium beds, gourmet kitchen, dual living spaces, and a huge screened terrace overlooking the beautiful heated pool. Explore the serene Delnor Wiggins State Park, nearby dining, and shopping at Mercato. PET CLEANING FEE-$250 Complementary house attendant on call when needed!

Guest favorite

An open-concept living area showcases a spacious couch and a dining table set for meals. A kitchen with modern appliances and bar seating is visible in the background. Natural light filters through large windows, enhancing the welcoming environment of the space.

Home in Marco Island

4.95 out of 5 average rating, 19 reviews

Parkside Paradise Retreat

Parkside Paradise Retreat is a charming 3-bedroom, 2-bathroom house just steps from Mackle Park. This inviting residence features a cozy living room, a well-appointed dining area, and a fully equipped kitchen for culinary enthusiasts. Enjoy the tranquility of the outdoors in the porch with comfortable seating and a delightful patio area. Immerse yourself in the scenic beauty of the nearby park, creating a perfect blend of relaxation and proximity to nature.

Top guest favorite

An open-concept living area is visible, featuring a modern kitchen with stainless steel appliances and a spacious island. Light wood beams adorn the ceiling, while natural light fills the room. A comfortable seating arrangement with a white sofa and accent chairs offers a cozy space for relaxation.

Condo in East Naples

5 out of 5 average rating, 6 reviews

Naples Tyme Retreat

New spring rates! Enjoy Spring at Naples Tyme Retreat — an elegant, newly renovated, 2-bedroom, 2-bath condo that sleeps 6. Enjoy luxurious resort amenities, including 5 pools, a spa, tennis, and world-class dining. Just steps from vibrant 5th Avenue and Naples' stunning beaches, this serene retreat offers a private lanai, modern kitchen, and sophisticated decor. Perfect for families or mature travelers seeking a blend of relaxation and upscale living.

Guest favorite

A modern kitchen is showcased with a large island featuring seating for four. Sleek cabinetry and state-of-the-art appliances are visible, complemented by neutral-colored walls. A view of the outdoor pool area is framed by an open doorway, enhancing the spacious feel of the room.

Home in East Naples

4.89 out of 5 average rating, 9 reviews

Naples treasure

This stylish and practical place to stay is perfect for a family getaway. With everything at one location, you can enjoy outdoor putt-putt golf, a movie area, and a beautiful outdoor pool and seating area. The property is just minutes away from luxurious Fifth Avenue and offers access to the ocean, with over 700 restaurants in the area. Bedroom 1 offers a king bedroom 2 offers queen bedroom 3 offers queen with a sleeper sofa queen in the office area!

Top guest favorite

A single-story home is framed by lush greenery and palm trees, featuring a concrete driveway leading to a garage. The entrance is welcoming with a screened porch and a view of the surrounding manicured lawn, providing a bright and inviting outdoor environment.

Home in Naples Park

4.97 out of 5 average rating, 33 reviews

Coastal Sunshine - 1 mile to the beach!

Your family will be close to everything when you stay at this centrally-located, adorable, and well-loved home. A short bike ride or Uber will take you to some of the area's best hot spots, restaurants, and, of course, incredible beaches. Or, grill and take in the breeze on the patio to soak up the Florida sun. A fully fenced backyard and very quiet neighbors will allow you to enjoy some peace and tranquility if the beach isn't for you every day.

Superhost

A wall-mounted sign features the words 'Welcome to the BEACH' in bold turquoise lettering, set against a white background. Above the sign, a decorative ship wheel adds a nautical touch to the entryway.

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 28 reviews

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!