Guesthouse vacation rentals in Lakeland

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Top-rated guesthouse rentals in Lakeland

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

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Guest favorite

A welcoming entrance showcases a black door with a modern design. Natural light filters through the nearby window, accentuating a potted plant next to a doormat that reads 'WELCOME home.' The wooden deck features a sturdy railing, enhancing accessibility.

Guesthouse in Riverview

4.9 out of 5 average rating, 126 reviews

Spacious Industrial Style Studio Guesthouse

Welcome to Riverview Cottage - A beautiful, fully renovated, industrial/modern guest house only 10 miles from Tampa Bay! In this 450 square foot guest house, you'll enjoy all the regular luxuries of a full-size home without sacrificing comfort! Best of all enjoy a FULLY fenced-in entrance and private yard + parking for up-to 2 vehicles! Whether stopping by for work or leisure, you are sure to enjoy this thoughtfully designed space complete with full-size kitchen, bathroom, and living space.

Top guest favorite

Guesthouse in Tampa Heights

4.97 out of 5 average rating, 133 reviews

Cute Guesthouse by the Riverwalk, w/patio and WFH

Enjoy a stylish experience at this centrally-located detached guesthouse with patio and fire pit. Fully equipped with a WFH setup for your workcation and close to all Tampa has to offer. The Riverwalk as well as Armature Works is close. It’s a quick ride to the stadium. A walk on the beach is a drive away. Easy access to Tampa International airport . Quiet guesthouse recently refurbished with a full kitchen and a dedicated work space. Wifi and air conditioning. This is a non smoking property

Guest favorite

A neatly designed bathroom area is visible, featuring a dark wood vanity with a light-colored countertop. A wall-mounted mirror and sconces provide illumination. The floor is adorned with neutral tile, and decorative accent tiles add visual interest to the space.

Guesthouse in Orlando

4.89 out of 5 average rating, 210 reviews

Adorable Studio Guest House

Enjoy a quiet peaceful stay just minutes outside of Downtown Orlando. Walk to local restaurants, bars and cafes. The guesthouse has a fully equipped kitchen, full bathroom, built-in closet, wi-fi, queen bed and pull-out murphy bed. The TV has access to Netflix, Hulu and Disney Plus. Owners live on property in the main house, and are available to answer any questions. Distances to Major Attractions: Downtown Orlando--10 Mins Airport--20 Mins Universal Studios--20 Mins Disney--30 Mins

Guest favorite

A spacious wooden deck extends over the waterfront, featuring comfortable lounge chairs and a dining set, all arranged to enjoy river views. Lush greenery lines the area, while a dock is visible in the background, inviting relaxation and outdoor gatherings.

Guesthouse in Old Seminole Heights

4.87 out of 5 average rating, 910 reviews

Seminole Heights Riverside Paradise w/Pool

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Top guest favorite

The exterior view of the cottage showcases a charming green façade with double garage doors. Lush greenery and vibrant landscaping surround the property, featuring manicured grass and brick walkways that create an inviting outdoor atmosphere.

Guesthouse in Palma Ceia

4.94 out of 5 average rating, 111 reviews

Large Charming Hyde Park Cottage-Walk Everywhere!

Our spacious 850sf Historic Hyde Park cottage is blocks from Bayshore, a short walk to Bern’s, Hyde Park Village, and numerous restaurants and bars! This charming 2/1 (queen/twin), 2nd story carriage house is in the heart of Hyde Park! Please send a message if you do not see your dates available. Note that the cottage is not next to the highway as the map view may suggest. Ask about amenities in our well-equipped kitchen and longer-term stays.

Top guest favorite

An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.

Guesthouse in Dade City

4.94 out of 5 average rating, 197 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Guest favorite

A bright, airy living space features vaulted white ceilings and large windows that allow natural light. A comfortable sofa is paired with a side chair, while a media console holds a television. A round coffee table sits in the center, complemented by a soft area rug.

Guesthouse in Historic Old Northeast

4.9 out of 5 average rating, 105 reviews

Private guesthouse in Historic Old Northeast

This unique guesthouse is in a great location in Historic Old Northeast. Located 4 blocks from St. Petersburg's beautiful waterfront parks and a short walk to downtown St. Petersburg. The downtown area has a ton to offer including the newly renovated pier, restaurants, shopping, music and museums. Great for singles, couples and business travelers.

Top guest favorite

A circular seating area is created with two black lounge chairs set on a bed of mulch. In the center, a stone fire pit is surrounded by greenery. The background features a view of Lake Ariana, framed by trees and gently swaying Spanish moss.

Guesthouse in Auburndale

4.97 out of 5 average rating, 149 reviews

Cozy 2-bedroom guesthouse on the lake

Enjoy a relaxing getaway on the beautiful Lake Ariana. Two bedrooms with queen beds comfortably accommodating four adults. Fully equipped kitchen and full bathroom with tub. Laundry room with washer and dryer. Private parking with plenty of room for boat or jet skis. Private entry with hosts on premises. Camera at exterior door for security.

Superhost

A well-lit bedroom features a spacious bed with soft bedding and decorative pillows. A ceiling fan contributes to the airflow. A small bedside table and a closet enhance the room's functionality. The entrance door is visible, adding convenience to the layout.

Guesthouse in Orlando

4.76 out of 5 average rating, 155 reviews

Renovated Guesthouse Next to Universal/Disney/EPIC

Welcome to your ideal getaway! This beautifully appointed 2-bedroom, 1-bathroom vacation guesthouse offers everything you need for a memorable stay. Centrally located, this guesthouse is only 3 minutes away from Universal Studios and 15 min from Disney! This gem features 2 queen beds, private entrance, and free parking.

Top guest favorite

A modern guest suite is showcased with a cozy sleeping area featuring a bed adorned with colorful pillows. A small dining area is present, furnished with a marble-top table and upholstered chairs. A vanity area and a flat-screen television are also visible, enhancing the room's functionality.

Guesthouse in Tampa

4.97 out of 5 average rating, 112 reviews

Beautiful brand new guest house - Hyde Park

Enjoy a stylish experience at this centrally-located place. This beautiful brand new 1 bedroom guest house is walking distance from Bayshore and Hyde Park Village. Short 10 minute car ride from downtown with free easy parking. Perfect retreat for someone looking to enjoy Tampa! Please reach out with questions!

Superhost

The open living space features a modern kitchen with stainless steel appliances and white cabinetry. A cozy seating area includes a gray sofa and colorful throw pillows. Three wooden stools are arranged at the kitchen counter, with patterned flooring adding visual interest.

Guesthouse in Winter Park

4.86 out of 5 average rating, 155 reviews

Cozy guest house close to Downtown Orlando

Enjoy this gorgeous guest house in beautiful Winter Park. Only 10 min away from Downtown Orlando and Downtown Winter Park, 15-30 min or less to theme parks, shopping, 1 hour or less to the beach and a short drive from restaurants and supermarkets. Really close to Rollins College (6 min drive).

Guest favorite

A modern kitchen is presented, featuring white cabinetry and stainless steel appliances. A spacious countertop with a speckled finish provides ample prep space, while a double sink is located beneath a sleek faucet. Open shelving displays utensils and kitchenware for easy access.

Guesthouse in Tampa

4.94 out of 5 average rating, 217 reviews

Adorable 1 bedroom guesthouse Near USF

Take it easy at this unique and tranquil getaway. This beauty is less than 1 mile away from two of Tampa Bays main attraction parks Busch Gardens and Adventure Island, as well as the University of South Florida (USF). The property is detached from the main property, with its own entry.