Guest house holiday rentals in Florida Keys

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.

☆Cozy City Guesthouse in Hallandale Beach w Porch☆

Our private & cozy Hallandale Guesthouse is centrally located near all main attractions and comes equip with everything needed to enjoy your visit in So. FL. Working & traveling? Take advantage of our workspace, rolling desk chair, surge protectors, smart lamps & FAST wifi. Hassel-free private parking & entrance, keyless keypad for self checkin. Fully stocked kitchen and coffee bar for meal preppers and caffeine drinkers. Nearby Beaches, Ft Lauderdale Airport, Hard Rock, Gulfstream Park & more.

Miami “Urban Oasis” Guest (Detached Structure)

Welcome to Urban Oasis Guest House in the heart of Miami🏡 The perfect destination for those seeking a centrally located premium property at a great value. 5 min from Wynwood/Design District, 10 min from Downtown/Airport and 15 min to South Beach. Built in '21/Remodeled in '23. Bedroom boasts an amazing bed, sheets and pillows perfectly curated to offer restful nights of sleep. Queen sleeper Sofa. Full kitchen & bathroom.Private secure patio, seating & grill.Parking space inside gated property.

1 Acre Homestead in Parkland w/Private Guesthouse

Property comprised of main home, pool, basketball court w/accomodations in private studio guesthouse, all on 1.2 acre estate. Complimentary bottle of wine, vanity set, coffee K-cups, down pillows and duvets included w/all stays. Your getaway is secluded enough to hear birds in the day and see all the stars at night yet just a 10 min walk to a large shopping center. Your comfort is our pride. NOTICE: currently renovating the pool and it will not be available for use from 4/2025-6/2025.

Romantic Cabin/Guesthouse, beach Sunsets, fishing.

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

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.

Unique Guest House Biscayne park

Our guest house, just 15 minutes from miami beach, surrounded by miami shores and biscayne park area, i95 north and south less than 10 minutes by car, wifi ,hot water and Tv are included. Nearby attractions: Miami Shores Country club, Oleta River State Park, Museum of Contemporary Art( MOCA), Wynwood, Midtown. 15 minutes to amazing beautiful beaches, restaurants: The Citadel: Modern destination with a food court, cocktails, sustainable retailers, live music & a rooftop bar.

Queen Bed | Mins to South Beach | Wynwood| Brickel

Enjoy a stylish stay in Miami at our Boho cottage centrally located in a BEAUTIFUL, QUIET and SAFE neighborhood. We are less than 10 minutes drive from Wynwood and the Design District. 15 minutes to Downtown and South Beach. 18 minutes from the Airport. This boho retreat offers a fully equipped kitchen, WiFI, Free Parking, independent A/C and Netflix. Enjoy Complementary Coffee, Shampoo, Conditioner, Soap and plenty of clean towels & sheets. PRIVATE/INDEPENDENT ENTRANCE.

Private Dahl•House River Cabins

Take it easy at this tranquil getaway. Guests receive access to private cabins, outdoor bathroom, outdoor kitchen, tree house, koi pond, lounge, zen garden and a floating dock. It's a mix of modern amenities with a Bohemian edge. This unique artist’s retreat feels like a different world. The property was built by hand with influences of the travels of the owner always with sustainability in mind. This hideaway is the pure expression of glamping and a resort spa.