Guesthouse holiday rentals in Fort Myers

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Fort Myers

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guesthouse in Naples

4.98 out of 5 average rating, 128 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.

1–8 Oct

$263 NZD per night

Guest favourite

Guesthouse in Cape Coral

4.97 out of 5 average rating, 135 reviews

Cozy Studio with sunny outdoor patio

Peaceful & centrally located studio with private patio. 15-20 minutes from downtown Cape Coral & downtown Fort Myers. Driving distance to several beaches. There’s a kitchenette for basic cooking. King size bed! The studio is attached to the main house but is a completely separate & private space with a private entrance. Private patio with table. Beach essentials included. Cape Coral Yacht Club beach 15 min away Ft. Myers Beach 35 min away Sanibel Beach 40 min away Naples Beaches 60 min away

8–15 May

$178 NZD per night

Superhost

Guesthouse in Naples

4.8 out of 5 average rating, 297 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.

8–15 Dec

$187 NZD per night

Guest favourite

Guesthouse in Fort Myers

4.98 out of 5 average rating, 621 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.

20–27 Mar

$306 NZD per night

Superhost

Guesthouse in Fort Myers

4.83 out of 5 average rating, 265 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.

16–23 Jun

$129 NZD per night

Guest favourite

Guesthouse in Fort Myers

5.0 out of 5 average rating, 32 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

17–24 Nov

$299 NZD per night

Superhost

Guesthouse in Bokeelia

4.77 out of 5 average rating, 164 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.

5–12 Oct

$178 NZD per night

Guest favourite

Guesthouse in Fort Myers

4.92 out of 5 average rating, 107 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.

4–11 Nov

$347 NZD per night

Guest favourite

Guesthouse in Fort Myers

4.97 out of 5 average rating, 279 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

19–26 Feb

$199 NZD per night

Guest favourite

Guesthouse in Fort Myers

4.92 out of 5 average rating, 103 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!

3–10 Aug

$294 NZD per night

Superhost

Guesthouse in Fort Myers

4.81 out of 5 average rating, 256 reviews

Nature's Romance

A romantic, private, relaxing retreat in the calm area right off Orange River in beautiful Buckingham. Our guesthouse is completely remodeled with all the amenities needed. The unit sits more than 60 ft. from the main house, with its own private driveway, and parking for whatever you may bring. It is hundreds of ft. to any other neighbor so you have nothing but the captivating nature while still being close to our Fort Myers metropolitan life. (LESS THAN 5 MINUTES TO I-75.)

11–18 May

$197 NZD per night

Superhost

Guesthouse in Fort Myers

4.81 out of 5 average rating, 95 reviews

Florida Cottage with Pool, off McGregor Blvd.

Beautiful studio with a queen bed, futon, and everything you need for some cozy nights away from home. TV with Roku, Netflix, Disney, Hulu & ESPN. Full bathroom with all your needs, kitchen is complete with every cooking essential and more, Nespresso Machine and coffee machine, for your perfect coffee. Access to pool right outside the cottage (water temperature best from April-October), with sun chairs. If you need to work, fast WIFI and a working desk are at your disposal.

23–30 May

$159 NZD per night