Guesthouse holiday rentals in Lee County

4.99 out of 5 average rating, 113 reviews

Private guest house—minutes to the best beaches!

Experience the charm of Fort Myers in this quaint, private guest house located in the historic district. Perfectly situated near Fort Myers Beach (12 miles), Sanibel Island (16 miles), downtown (4 miles), some of the areas best restaurants (some even walking distance), grocery stores, & convenience stores. Easy access to Southwest Florida International Airport & FGCU. Uber and Lyft are easy access. The neighborhood is peaceful, safe, & walk friendly. Book now for a convenient and memorable stay.

4.84 out of 5 average rating, 104 reviews

Guesthouse in Cape Coral

Perfect Place for your Vacations

This Guesthouse has everything you need for your vacation, it is central located, in a peaceful and safe neighborhood and have a very well distributed space. Its located few minutes from the Caloosahatche River and the beautiful beaches of the Gulf of Mexico, it includes bicycles, kayaks, umbrella, beach chairs, fishing rods and other items that will enhance your vacation. It is also very close to highly recommended restaurants, famous shops (walmart,Publix, McDonald) and other essential places.

4.9 out of 5 average rating, 104 reviews

Hezekiah's 2 Story Guesthouse with Pool

Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

4.85 out of 5 average rating, 20 reviews

Guest Suite Retreat

Enjoy a suite retreat at this centrally located lodging. Stay for business or pleasure just a short walk from beautiful, Royal Palm lined McGregor Blvd. Also, nearby are the tasty Mcgregor Cafe and Mcgregor Pizza. A 10 min drive will take you to historic downtown Ft. Myers with views of the Caloosahatchee River and lots of great restaurants and shopping. A 25 min drive in the other direction and you will be on lovely Ft. Myers Beach, experiencing all the fun and sun it has to offer. ***No Oven

4.95 out of 5 average rating, 21 reviews

Caloosahatchee Cottage - Waterfront, 5 min to D/T

Rest and unwind at the Caloosahatchee Cottage. This quaint guest cottage has sunset views that can’t be beat. Private space conveniently located just minutes from downtown Fort Myers. Full-sized bed, WiFi, TV with streaming services available, full bathroom, full size fridge and microwave (no kitchen). You’ll have access to the backyard and the dock (no swimming). You’ll share a walkway with the main house, but you’ll have plenty of privacy to rest and unwind. (Cottage is 160 sq ft total.)

4.98 out of 5 average rating, 178 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!

4.93 out of 5 average rating, 130 reviews

Get Away to the Mango Cottage

Nestled on the outskirts of Historic downtown Fort Myers abides the Mango Cottage overlooking the Caloosahatchee River. The sunsets are amazing. 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! . The cottage is complete with Keurig coffee maker, toaster, microwave/convection oven and grill outside. We are minutes from restaurants and night life. This is a NON-SMOKING property.

4.91 out of 5 average rating, 44 reviews

Amazing & private Studio in Midtown!

Enjoy comfort, convenience and unbeatable location at this updated Studio in the very safe Midtown Fort Myers. 2 TV's Private entrance and parking for 2 vehicles. Walk to FSW College, FGC University, Barbara B Mann Theater and Suncoast Arena 4 supermarkets, 17 Restaurants/Caffes within 1 mile. 2.6 miles to Gulf Coast Medical Center 9 miles to Fort Myers Beach 8 miles to Downtown Fort Myers 11 miles to (RSW) Airport 17 miles to Sanibel Island 50-amp outlet and Level 2 EV charger for EV.

Superhost

Guesthouse in Bokeelia

4.77 out of 5 average rating, 171 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.

4.94 out of 5 average rating, 159 reviews

Guesthouse in Cape Coral

Pool modern

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests. The apartment is attached to the main house but private entrance totally separate. Functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest. No service dogs or comfort pets allowed.

4.93 out of 5 average rating, 118 reviews

Carney Carriage House

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 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!