Guesthouse vacation rentals in Seminole County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Seminole County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Sanford

4.95 out of 5 average rating, 44 reviews

Little Hidden Cottage

Located in Sanford Florida, our Hidden Little Cottage is a private guest house with its own entrance, features a full kitchen and bath room, queen size bed, full size pull out couch and twin size travel bed, and provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We are also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts.

Sep 18 – 25

G$19,419 GYD per night

Guest favorite

Guesthouse in Sanford

4.95 out of 5 average rating, 227 reviews

Palmetto Pool Retreat

The Palmetto Pool Retreat offers complete privacy - detached studio cottage, with a pull-down Queen Murphy bed. * Kitchen - refrigerator, stove, cookware, Keurig , microwave, toaster, dishes and utensils. * Studio Living area - Queen size Murphy Bed, Roku TV, WiFi Internet, AC/Heater; Closet, Iron. Please don’t put AC lower than 72. * Private Bathroom - shower, hairdryer. *Outdoors - Solar heated pool(not propane heated) with private sitting area with 2 Fire pits Gas & Wood; BBQ Gas

Aug 12 – 19

G$22,939 GYD per night

Guest favorite

Guesthouse in Sanford

4.96 out of 5 average rating, 27 reviews

City Guesthouse in beautiful Historic Downtown

Be right in the middle of it all! Our newly built, cozy guest house is ideal for 2, but can host 4 guests. Only steps from restaurants, breweries, and bars. Perfect for a weekend getaway to Historic Downtown Sanford, but also comfortable for a longer stay. Keep in mind though, the house is small, so 4 adults in the space might feel a bit tight, and access to the bathroom is through the main bedroom. Kitchenette w/ mini fridge, countertop stovetop + microwave. High speed Internet + SmartTV.

Oct 22 – 29

G$20,014 GYD per night

Guest favorite

Guesthouse in Sanford

4.91 out of 5 average rating, 57 reviews

THE EMERALD RITZ

Hello Dollface, welcome to The Emerald Ritz. A swanky joint from the prohibition era dazzling you with a spectacular location TWO BLOCKS from Historic Sanford’s speakeasies, restaurants, and historic landmarks. The Emerald Ritz is known for the soft linens, wireless conveniences, and Art Deco vibes. We've included unique features like: ROKU tv, Alexa, Vibe lighting, Nespresso coffee, and a keyless entry. Pack your luggage and grab your giggle water for a weekend getaway into the 1920s.

Dec 12 – 19

G$21,434 GYD per night

Guest favorite

Guesthouse in Oviedo

4.95 out of 5 average rating, 244 reviews

Gated Luxury Country Home on Private 35 Acres

Unique 800 sq. ft standalone guesthouse on 35 private wooded acres. Relax in peace and quiet either outside with the beautiful scenery or inside with our professional GoldenWest 9' pool table. Fully furnished backyard patio with grill and smoker, firepit for cold evenings, kerosene lamps for ambiance, and lounge furniture for finishing that book you've been putting off. Conveniently located minutes away from 417, you are within reach of all that Orlando has to offer! NO CLEANING FEES!

Aug 24 – 31

G$21,353 GYD per night

Guest favorite

Guesthouse in Sanford

4.91 out of 5 average rating, 70 reviews

Suite Retreat

Avoid blah hotels with high prices and stay in this luxe new apartment suite! It’s a perfect retreat in Central Florida. Located a short drive to activities, restaurants, & shops in Lake Mary or downtown Sanford - 45-55 min to Orlando theme parks or the beaches of New Smyrna. Ideal for a couple’s retreat or a getaway for one. Guests use office space designed for comfort & productivity. A cozy chair begs readers to curl up and read. The outdoor canopy hosts breakfast with birdsong!

Oct 30 – Nov 6

G$14,967 GYD per night

Guest favorite

Guesthouse in Lake Mary

4.99 out of 5 average rating, 81 reviews

Sunset Cottage in Lake Mary, Florida

Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

May 15 – 22

G$26,434 GYD per night

Guest favorite

Guesthouse in Lake Mary

4.97 out of 5 average rating, 65 reviews

Cozy Cottage in the heart of Lake Mary

Welcome to the Cozy Cottage, a charming retreat nestled in the heart of Lake Mary, Florida. With beautiful warm weather year-round, you'll feel right at home in this delightful oasis. Located just minutes away from downtown Lake Mary, and I-4 that takes you straight to attractions like Disney World and Universal Studios, this is the perfect vacation spot for families, couples, or solo travelers looking to explore everything the area has to offer.

Aug 16 – 23

G$18,168 GYD per night

Guest favorite

Guesthouse in Sanford

4.95 out of 5 average rating, 330 reviews

Bungalow Steps to Downtown Sanford and Lake Monroe

400 sq. ft. 1-rm. Bungalow studio apartment on ground level. Partial view of Lake Monroe can be seen from property. Separate, private entrance. Comfortable one room efficiency studio located steps to Ft. Mellon Park, The Riverwalk on Lake Monroe, Sanford Marina, and downtown Sanford Historic District. Short walking distance to parks, restaurants, unique shops, art galleries, pubs, bus, and free trolley. Free on-site parking.

Jan 19 – 26

G$19,429 GYD per night

Guest favorite

Guesthouse in Maitland

4.87 out of 5 average rating, 381 reviews

Chez Bienvenu

Close proximity to Park Avenue in Winter Park! Sunny and Adorable Vintage Guest House ...entire spacious guest house; with private entrance and driveway* Just a couple of blocks off Park Avenue to enjoy Shopping! Cafes! Museums! Nestled in quiet family community* •Smart TV •Stackable washer and dryer included in the unit. •Grill, Beach Chairs, Fishing Poles available •750 square feet of living space

Mar 31 – Apr 7

G$24,235 GYD per night

Guest favorite

Guesthouse in Maitland

4.98 out of 5 average rating, 117 reviews

Private 1-bd Mid-Century Guesthouse

Welcome to our tranquil & private 1-bd Mid-Century Modern Guesthouse. The space has a separate entrance and keyless access. Full kitchen, living room, bedroom and bathroom. Centrally located in Florida, our guesthouse offers easy access to the surrounding areas. Lots of museums, nature walks, parks & fantastic places to eat. Book now & experience the love & care we have put into our property!

May 27 – Jun 3

G$20,010 GYD per night

Guest favorite

Guesthouse in Deltona

5.0 out of 5 average rating, 42 reviews

Krater Key Lake House

Welcome to your lakeside retreat like no other! Nestled in the heart of a serene, secluded oasis, our Airbnb offers the perfect blend of tranquility and convenience. Indoors, modern comfort meets tech-savvy convenience. Whether you're seeking a serene escape or an action-packed vacation, our Airbnb offers the best of both worlds. Book your stay today and make memories that will last a lifetime.

Nov 15 – 22

G$24,674 GYD per night