Guest house holiday rentals in Florida

Hot Tub + Outdoor Theater + Free Wine! + Ping Pong

You will Experience serenity at The Loft House Retreat! Amidst lush Florida plants, unwind in a hot tub, challenge friends to ping pong, or cozy up by the fire pit and Projector. Inside, enjoy 2 full beds & refresh in a full bathroom with a walk in Shower. Explore Tampa's gems: Busch Gardens, Downtown Tampa, Waterstreet, Armature Works, Zoo Tampa, The Florida Aquarium, Raymond James Stadium, Sparksman Wharf, Michelin-starred restaurants, and historic eateries. Book your unforgettable escape now!

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.

"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.

La Moderna ~ By RRAccommodations

Getaway in this cozy modern-minimalist guest-loft, tastefully designed with your comfort and privacy in mind. You'll enjoy SUPER-FAST 1 Gb internet, a SMART TV that you can watch from bed, new washer & dryer, and a well stocked kitchenette. Over-the-top amenities are yours to enjoy, courtesy of your 5-Star Superhost! Ask about our Exclusive Guestbook! Sparkling Clean & fully compliant with all of AirBnb's sanitation & safety protocols. Only 5 min from the beach and 15-20 min from airports.

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

Walk to UF! Historic King Bed Loft w/ Private Deck

If you are visiting Gainesville, look no further than Camellia Loft. This historic gem was built in 1924 and has been freshly renovated to bring it into the modern era. Enjoy the birdsong and majestic trees from your private deck overlooking the backyard—or relax inside as light streams through the loft's massive skylights. Only 0.5 miles to UF campus and exactly 1 mile to the stadium, you can easily walk to campus or games. Unwind by the shared fire pit or enjoy cooking on the grill

New-1 BR Secluded Cypress Cabana in Seagrove Beach

Cypress Cabana Carriage House Renovated Couple Retreat | Walking Trail | Forest View | Bikes Need to get away? Cypress Cabana Carriage House is the perfect 1-bedroom, 1-bath home that sleeps 4. Public beach access is a 5-minute walk. Your balcony enjoys views of the Pt. Washington State Forest. You have a private entrance, full kitchen, separate bedroom with a king bed, modern bathroom, and 2 cruiser bikes. This is the perfect couple's escape with luxurious accommodations.

Loft Apartment/studio/kitchenette /porch

3 Miles from I75 exit 414 .studio apartment w/ porch over barn. Fire pit with wood available. Grill. Hammock swings under oaks. Stalls available. Close to riding/hiking trails in O'leno State Park. Close to springs for tubing/kayak/canoe. Ichetucknee Spring State Park, Ginny Springs, ++. Also 15 minutes from Santa Fe River and paddling/kayak/canoe rentals . Diving excursions available in High Springs. Quiet setting w/ pastures and grand daddy oaks.

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.

Private Cottage in an Enchanted Garden-by-the-Sea

Welcome to 'EVENTIDE", our cozy Cottage at the magical 8-acre Jasmine-by-the-Sea Retreat! Located 15 min away from St.George Island and Dog Island, 5 min away from Carrabelle Beach and 15 min away from St.James Bay golf course and the beautiful historic town of Apalachicola, we are located in a prime location! We are nestled in a secluded, private, fenced-in property with ocean views, surrounded by gorgeous gardens and with access to a small private beach.

Stylish Private Studio | Walk to UF

NEWLY RENOVATED | WALK TO UF | PRIVATE STUDIO Stay in a stylish mid-century modern studio just 0.5 miles from the University of Florida—perfect for game days, campus visits, and graduations. Located 2 miles from UF Health Shands and HCA hospitals, ideal for medical stays. This private, detached guest house features modern finishes, natural light, a kitchenette, mini fridge, Smart TV, fast WiFi, and workspace. Quiet, central location near UF and downtown.

The Cottage at True Trail Farm

Our studio Cottage is pet friendly and sleeps 2 comfortably. This is a tiny house where we have managed to fit all essentials for a relaxing stay. We are 5 minutes from historic downtown and 30 minutes to the World’s Most Famous Beach, Daytona Beach. Enjoy fresh eggs from our chickens in the morning before heading to the Springs for a cool dip or manatee watching only 10 minutes away.