Guesthouse vacation rentals in Naples

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Top-rated guesthouse rentals in Naples

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

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Guest favorite

Guesthouse in Naples

4.9 out of 5 average rating, 102 reviews

Ecofriendly Yoga Retreat 6 min to Beach

Guests can enjoy an adult only, clean, quiet, TV-free, 300 sq. ft indoor space and a tropical bathhouse surrounded by a serene garden setting, and private entrance. Entire property is non-smoking. Perfect for yoga, meditation, creative work and nature lovers. Garden and patios can be enjoyed between 7 am and 10 pm. Guests have free use of bikes. Property does not accept third party bookings, guest must be at least 21 years, no animals (no exceptions) or guests that like to party or smoke.

Guest favorite

Guesthouse in Naples

4.98 out of 5 average rating, 129 reviews

Whispering Pines 2 bedroom guest house

Only 8 miles to the beach! Logan Woods two bedroom guest house in Naples, FL. Enjoy your mornings with a patio overlooking the whispering pines and palm trees. This newly remodeled private guest house is detached from the owner's residence and features two bedrooms, (including a King size bed) and one bath. Close to the beach, restaurants and shopping! Amenities: WiFi, Grill, Stainless Steel appliances, Beach items, Basketball hoop, and more! Pack and Play and highchair available upon request.

Guest favorite

Guesthouse in Naples

4.93 out of 5 average rating, 232 reviews

❣️Private Studio Apt⎮Full Kitchen⎮Outdoor Terrace

- Summer special-discounted pricing! - 900sqft studio/apt in peaceful setting on 4 acres of Old Florida nature - Fully equipped kitchen - Furnished private terrace - Close to local supermarkets (Whole Foods and Publix) - Easy drive to beaches, restaurants, shopping, and world-class golf clubs - King bed, single day bed. - Premium bedding and pillows - 55'' Roku TV-Cable channels, Netflix, Prime etc. - Private Bathroom, large walk-in shower - Keyless Entry - Yoga&Meditation classes on request

Superhost

Guesthouse in Old Naples

4.8 out of 5 average rating, 306 reviews

Waterfront Sea Cottage

*Newly rebuilt after Hurricane Ian. Expect some construction within the main home. Enjoy Naples in this private waterfront tiny cottage conveniently located on the Gordon River with gulf access near the heart of Downtown 5th Avenue. Our cottage is only 1.5 miles (2.4 km) from the beach and is located within walking distance to parks, shopping, bars, restaurants, and many outdoor activities. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.

Guest favorite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 624 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Superhost

Guesthouse in Fort Myers

4.84 out of 5 average rating, 272 reviews

Coastal Cottage

Our guest house features a separate entrance, cozy full sized bed, clean bathroom, and includes homey amenities. You’ll be in the perfect location to shop, dine, and enjoy the nightlife of Downtown Ft. Myers or take a short trip and enjoy our Gulf Coast beaches. Our comfortable “she-shed” has a Murphy bed you can leave down for the duration of your stay, or easily lift up to provide room. Whether on a business trip or traveling as a couple, our "coastal cottage” will fit your needs perfectly.

Superhost

Guesthouse in Bokeelia

4.77 out of 5 average rating, 168 reviews

Susie's Old Florida Cottage

Explore Pine Island & the Florida Gulf Coast from this retro 2-room cottage set in a pretty back yard. 45 min from Ft. Myers Beach/Sanibel. Wi-fi, A/C, kitchen, v small bathroom w/shower, 1 bedroom, cozy private deck, screened lanai. Perfect for 1 or 2. Avoid the motel feel & enjoy your privacy. Discounts for weekly/monthly bookings. No beaches on PIne Island, but enjoy kayaking, birding, biking, tennis, boating, & fishing. May 2023: Pine Island is still recovering from Hurricane Ian.

Guest favorite

Guesthouse in Naples Park

4.78 out of 5 average rating, 235 reviews

814 LeChicShack •Modern GuestHouse• Private Entry

Welcome to the Le Chic Shack! This newly renovated Guest House is conveniently located in the popular Naples Park neighborhood. Close by are Vanderbilt & Wiggins Pass Beaches, Mercato Shopping & Dining District, Ritz Carlton, LaPlaya & Turtle Club Resorts. Endless options of Dining, Shopping & Nightlife are just minutes away. You will enjoy the modern updates such as Furnishings, TV, Kitchen, Bed & Bath. The lush & tropical outdoor space is private and equipped with a gas grill.

Guest favorite

Guesthouse in Fort Myers

4.92 out of 5 average rating, 108 reviews

Get Away to the Mango Cottage

WE ARE OPEN FOR BUSINESS! We had no damage during hurricane Ian at the cottage. There are beaches nearby that were not damaged. Restaurants downtown are open again. Nestled on the outskirts of Historic downtown Fort Myers abides the Mango Cottage overlooking the Caloosahatchee River. You will enjoy the luxurious linens on the King sized bed to the relaxing patio it will delight the senses. You will be able to enjoy the 60" flat screen Smart TV! . This is a NON-SMOKING property.

Guest favorite

Guesthouse in Fort Myers

4.97 out of 5 average rating, 282 reviews

Chameleon Guest Cabana

The 300 Sq Ft Cabana Studio Apartment with Separate full Bathroom!! The Cabana with mini fridge, microwave, Keurig and toaster is completely private and was built in 1925 and recently updated is tucked away in a lovely established and historic neighborhood very close (walking distance) to The Edison Ford Winter Estates. Downtown Ft. Myers is a walkable distance if you are accustomed to walking but may be a little far for some. The neighborhood is very safe and quiet. Safe Travels

Guest favorite

Guesthouse in Fort Myers

4.92 out of 5 average rating, 105 reviews

Carney Carriage House- Historic Downtown Ft. Myers

We are back, totally renovated post Ian and better than ever! We are ready to welcome you back to to the Dean Park Historic District and our charming 1920's Colonial style guest house. We hope you will enjoy its quirky layout and park like property . This ground floor guest house apartment is equipped with a queen size adjustable bed in the bedroom, reading nook, bathroom, full kitchen, 2 smart TV's and private patio. Everything you need to enjoy a relaxing Florida lifestyle!

Guest favorite

Guesthouse in East Naples

4.93 out of 5 average rating, 120 reviews

Private & Spacious Studio 1 mile fr 5th Ave w/Pool

Welcome to Kevin's Newly Renovated Air BNB in Naples, featuring a private swimming pool, patio w/sun shade, parking, luxury sheets, fully stocked kitchen, full size W/D, and more! This uber-quiet and private space is located just over 1 mile from 5th Avenue/downtown Naples, & 2 miles from the beach. 5 minute walk to Naples Bay Resort, coffee shops & restaurants. Walk or use complimentary bikes to check out nearby Celebration Park, a brewery, Market 360, & pickleball courts!