Lakeland - Winter Haven B&B: Best Bed and Breakfast 2026

Lakeland - Winter Haven B&B
Florida
United States of America
B&B
Expedia.ie

Lakeland - Winter Haven Travel Guide Hotels in Lakeland - Winter Haven Holiday Rentals in Lakeland - Winter Haven Flights to Lakeland - Winter Haven Things to do in Lakeland - Winter Haven Lakeland - Winter Haven Car Hire Lakeland - Winter Haven Holiday Packages

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Our top choices for Lakeland - Winter Haven bed & breakfast

A spacious living room with a sectional sofa, a coffee table, and a TV mounted on the wall.

A rectangular swimming pool with a hot tub, surrounded by a brick patio and palm trees.

A modern kitchen with stainless steel appliances, dark wood cabinets, granite countertops, and a bar area with white chairs.

A bathroom with a granite countertop sink, a toilet, a glass-enclosed shower, and a large mirror.

1. Tempo Room Lodgings

Tempo Room Lodgings

3.0 star property

Kissimmee

The price is €114

€114

includes taxes & fees

3 Oct - 4 Oct

Tempo Room Lodgings

A swimming pool with blue tiles, a glass-enclosed patio with blue lounge chairs, and a gray sofa with red cushions.

A modern bathroom with a glass shower enclosure, a bathtub, and a walk-in shower.

A neatly made bed with a dark blue bedspread and white pillows, a tufted headboard, and a nightstand with a lamp and small bottles.

A bedroom with a four-poster bed, a nightstand with a lamp, and decorative wall art.

2. Styled Bedrooms in a Resort

Styled Bedrooms in a Resort

2.0 star property

Solterra Resort

5.6 out of 10, (5 reviews)

5.6/10

(5 reviews)

"I was very comfortable with the people that were staying there. Very nice place. Would recommend anyone to stay."

Jason

The price is €103

€103

includes taxes & fees

3 Oct - 4 Oct

Styled Bedrooms in a Resort

A pool area with a clear view of the surrounding buildings, a blue inflatable shark, and several lounge chairs.

A bedroom with a bed, bedside table, lamp, and a wall-mounted artwork.

A modern kitchen with white cabinets, stainless steel appliances, a central island with stools, and a dining area with a table and chairs.

A bedroom with a bed, a dresser, a TV, and a window.

3. Hotel Styled Bedrooms in a Villa

Hotel Styled Bedrooms in a Villa

3.0 star property

Kissimmee

5.8 out of 10, (8 reviews)

5.8/10

(8 reviews)

"Parking was almost a mile away. Didn’t even get to stay there and wasted over $200 on the stay. Communication was bad. I tried to get a refund because of the parking situation, they never got back to me. "

Chantal

The price is €115

€115

includes taxes & fees

16 Oct - 17 Oct

Hotel Styled Bedrooms in a Villa

A kitchen with white cabinetry, a stainless steel refrigerator, and a coffee maker.

A hotel room with two beds, each with a white and blue bedspread, and a blue and white pillow. There is a painting on the wall above the beds.

4. The Gathering Place

The Gathering Place

2.0 star property

Kissimmee

5.0 out of 10, (2 reviews)

5.0/10

(2 reviews)

"clean room and bathroom"

Matthew

The price is €101

€101

includes taxes & fees

3 Oct - 4 Oct

The Gathering Place

A covered porch with wooden chairs and a ceiling fan.

A dining table set with red placemats, golden decorative bowls, and a fruit platter.

A two-story house with a porch, surrounded by lush greenery and hanging moss.

A living room with a sofa, chairs, a coffee table, a TV, and a kitchen in the background.

5. Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 star property

Historic Downtown Kissimmee

9.8 out of 10, Exceptional, (145 reviews)

9.8/10

Exceptional

(145 reviews)

"The room was really nice and the breakfast was great."

Mark

The price is €153

€153

includes taxes & fees

4 Oct - 5 Oct

Kapp and Kappy B&B

A beach with clear shallow water and a sandy shore.

A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and a wooden floor.

A living room with a brick fireplace, a television mounted above it, and a dining area in the background.

A dining area with a round table, chairs, and a chandelier.

6. Tampa Heights Bungalow

Tampa Heights Bungalow

3.0 star property

Tampa Heights

9.6 out of 10, Exceptional, (212 reviews)

9.6/10

Exceptional

(212 reviews)

"Very cozy and comfortable stay. Very close to the highway and other parts of Tampa. Host was very communicative - I recommend this stay!"

Rebekah

The price is €71

€71

includes taxes & fees

6 Oct - 7 Oct

Tampa Heights Bungalow

A dining area with a table and chairs, a decorative tree design on the glass partition, and a view of an outdoor swimming pool.

A bathroom vanity with a mirror, a Florida-themed sign, a Wi-Fi sign, and various toiletries.

An outdoor seating area with a pool table and chairs, a covered table, and a glass partition with a leaf pattern.

A narrow hallway with a tiled floor, a dining area with a table and chairs, and a refrigerator in the background.

7. Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!

Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!

Greater Northdale

9.6 out of 10, Exceptional, (75 reviews)

9.6/10

Exceptional

(75 reviews)

"Second time we stayed! We enjoyed it thanks"

Jennifer

The price is €127

€127

includes taxes & fees

5 Oct - 6 Oct

Master BR private full bath,private entrance, exlusive use of pool, safe, quiet!

A swimming pool with a view of a body of water, surrounded by palm trees and a white fence.

A covered outdoor seating area with a wooden table and chairs, overlooking a pool and palm trees.

A bedroom with a bed, two bedside tables with lamps, decorative wall art, and a window with curtains.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

8. Crane Creek Inn Heron Room: Waterfront Pool B&B

Crane Creek Inn Heron Room: Waterfront Pool B&B

Historic Downtown Melbourne

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"Very nice place to stay. Clean and comfortable, thanks again!"

James M.

The price is €168

€168

includes taxes & fees

8 Oct - 9 Oct

Crane Creek Inn Heron Room: Waterfront Pool B&B

A hotel room with a bed, a desk, a television displaying a menu, a wardrobe, and a door.

A dining area with a wooden table set for six, flanked by chairs, with a view of a balcony and a window.

A bathroom with a wooden door, a mirror with integrated lighting, a bench, and a small table with a sink.

A conference room with a long table, black chairs, a television screen, and a door with a sliding mechanism.

9. The Knickerbocker by Delphius

The Knickerbocker by Delphius

3.0 star property

Hyde Park

The price is €244

€244

includes taxes & fees

4 Oct - 5 Oct

The Knickerbocker by Delphius

A cozy room with a sofa, armchair, and a small table, large windows with a view of the parking lot, and a ceiling with hanging plants.

A rustic outdoor seating area with a wooden table and chairs, a volleyball, and hanging plants.

A row of trees with hanging moss, a wooden fence, and a house in the background.

A dining area with a table set for four, white cabinets, a black chair, and a hanging light fixture.

10. PrivateOakForest RanchFirepit, BBQ&FamilyRetreat

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat

Clermont

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Very beautiful property and friendly owners we had an awesome time staying here! "

Angel P.

The price is €303

€303

includes taxes & fees

5 Oct - 6 Oct

PrivateOakForest RanchFirepit, BBQ&FamilyRetreat

A wooden deck with a white railing, a green umbrella, and a turquoise structure with a purple umbrella.

A hallway with a large drawing of the Eiffel Tower, a white dresser, and a framed picture of Montmartre.

A living room with a sofa, chairs, a coffee table, and a fireplace.

A room with a piano, a sofa, and a staircase.

11. Crane Creek Inn Ibis Room: Waterfront Pool B&B

Crane Creek Inn Ibis Room: Waterfront Pool B&B

Historic Downtown Melbourne

9.4 out of 10, Exceptional, (9 reviews)

9.4/10

Exceptional

(9 reviews)

"Such a charming little spot!We will definitely stay here again and maybe rent out the entire place with our family. Host was incredible nice and the house was spotless. "

Victoria M.

The price is €168

€168

includes taxes & fees

6 Oct - 7 Oct

Crane Creek Inn Ibis Room: Waterfront Pool B&B

A sign for Zoo Tampa at Lowry Park with a welcoming message.

A hotel room with two beds, a TV, a sofa, a coffee table, and a view of a pool.

A living room with a black sofa, a wooden coffee table, and a potted plant.

A swimming pool with a hot tub, surrounded by a brick deck and a building with large windows and a balcony.

12. Poolside Guest Suite in Mansion with Private Entrance & Bathroom. 4 Guest Max

Poolside Guest Suite in Mansion with Private Entrance & Bathroom. 4 Guest Max

Old Seminole Heights

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Clean and cozy, close to airport, great communication with host"

Olga B.

The price is €186

€186

includes taxes & fees

4 Oct - 5 Oct

Poolside Guest Suite in Mansion with Private Entrance & Bathroom. 4 Guest Max

A swimming pool with a hot tub, surrounded by a covered patio area with chairs and a grill.

A kitchen with a coffee station, a sign saying 'Coffee is always a good idea,' and a large word 'blessed' on the wall.

A modern bathroom with a glass-enclosed shower, a white toilet, a sink with a mirror, and a cabinet.

A bedroom with a bed, a desk with a chair, a ceiling fan, a TV on the wall, and a window with blinds.

13. Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood

Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood

Orlando

The price is €134

€134

includes taxes & fees

8 Oct - 9 Oct

Serene 1-bedroom bed & breakfast in lovely Orlando neighborhood

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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