Guesthouse holiday rentals in Florida

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Fall Specials! Pool | 25 Mins to Beach | Kitchen

🌿 Escape to CovaCabana — Your Private Couples Oasis A quiet GUESTHOUSE retreat made for couples who want rest, privacy, and a bit of magic. Tucked into Panama City’s historic Cove Terrace, you’re close to everything, but worlds away from the noise. 🛏️ Designed for Comfort, Sleep & Connection ☞ Luxurious king bed (guests rave about the sleep) ☞ Ultra-soft bamboo linens, plush towels & robes ☞ Spa-style walk-in shower ☞ Full kitchen + curated coffee bar ☞ Record player with vinyl collection

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

The Cocoa Boho Rooftop Retreat

Escape to your own slice of paradise, a brand-new boho-chic retreat just 2 minutes from the beach! Picture this: ocean views from your private rooftop patio, mimosas in hand, Atlantic breezes flowing through bright, airy interiors. This isn't just accommodation, it's your perfect beach escape. Whether you're planning an unforgettable girls' trip, a romantic poolside retreat, or the ultimate theme park + beach combo vacation, Cocoa Boho delivers that perfect coastal vibe you've been craving.

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Florida Retreat-Private Outdoor Spa + Full Kitchen

Escape to our updated Florida-themed studio, now featuring a private outdoor shower and tub —perfect for a good soak after hours of travel! Full kitchen, new furnishings and local Florida artwork. Enjoy rocket launches, beautiful sunsets by the river (1 block away), and quick access to Cocoa Beach, Cocoa Village, and Kennedy Space Center. Just 15 minutes from Port Canaveral if you’re in need of a landing pad before or after your cruise. Relax, recharge, and treat yourself to peaceful comfort!

Silver Lake Guest Pool House Very Private !

The Silver Lake Pool Guest house Is your home away from home 1400 sq feet plenty of room! The pool house is a peaceful place to relax or take a swim in a large salt water pool. Mt Dora Tavares, Eustis 10 to 15 minutes away from Pool house Forty five minutes Daytona, Tampa Smyrna beach and parks Minutes from food stores restaurants malls Full kitchen also grilling. We are happy to help you with your needs ! Home is great for couples families, solo adventurers, and business travelers

Guesthouse with Pool in Palm Harbor

This beautiful Guest house was completed in August 2024 and is located in the back corner of a 1/2 acre lot with all the amenities for a short stay or longer stay. From private access to the house and use of the shared pool and patio this house has it all! Full Kitchen, Dining Area, Living room, Washer and Dryer. Stunning Master Bedroom, Master Bath with Dual Vanity, Jacuzzi and walk in shower and spacious master closet. This Gem includes all the amenities for a Luxurious Stay!

Central Modern Hidden Gem with pool

Location! Location! This 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 you. This is only for 2 persons. No children or service dogs or comfort pets allowed. The price you see per night is the price including all the fees, before this you will see a price then at check out other fees were added on this listing the price you see is the real price.

Stylish Private Studio | Walk to UF

NEWLY RENOVATED | WALK TO UF | PRIVATE STUDIO Wake up minutes from campus in a light-filled, mid-century modern studio — just 0.5 miles from UF. Perfect for game days, campus visits, graduations, and hospital stays (2 miles to UF Health Shands & HCA). This private, detached guest house features modern finishes, natural light, a comfortable bed, kitchenette, mini fridge, Smart TV, fast WiFi, and a workspace. Quiet, central location near UF and downtown Gainesville.

Extraordinary location, private, beach path, cozy

Location, privacy, ocean. Due to health concerns, pool seen from aerial shots not available Nov-May because owners will be in residence in the main house. Welcome to Nova Beach Cottage, the guest house on the oceanfront estate of famous sculptor, Mihai Popa, a.k.a. “Nova”. Located on the south tip of North Hutchinson Island directly next to the Fort Pierce Inlet State Park. Garden and beach path a few steps from the cottage. Screened patio from bedroom.

Sunny Boho Oasis – Luna House

One of the most beloved homes on Airbnb, fall in LOVE with Casita Luna! * Stand alone Casita Luna is designer decorated, a perfect base to explore Treasure Coast & beaches! * Enjoy your organic coffee or get work done in the window alcove * Sink into comfortable queen bed with luxurious linens, enjoy fully stocked kitchenette & a spacious bath * Watch Prime & Netflix, play games, browse through books * Convenience for long stays * Lovely private patio