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Florida cottages
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7237 Best cottages in Florida

Best family friendly Florida cottages

Among the 7237 accommodations in Florida, here are the 4 best family friendly cottages

2 Minute Walk To Beach, Pet Friendly, Hot Tub, Convenient Private Parking - Florida
10 16 reviews
Florida
06/17 – 06/19
$333/nighttotal: $666 (2 )

2 Minute Walk To Beach, Pet Friendly, Hot Tub, Convenient Private Parking

1 4
cottage , St. Simons
This St. Simons Island cottage offers a prime location just 1 block from the beach, a short walk to the pier, and a quick stroll to local restaurants and shops.
This 1-bedroom, 1-bathroom cottage accommodates up to 4 guests and features a fully stocked kitchen, a hot tub, a gas fire pit, and a private garden with a Tiki bar, with an optional golf cart available for rent to explore the island.
Shore To Please Cottage Near Disney With Margaritaville Resort & Island H2o. - Florida
Florida
07/08 – 07/10
$496/nighttotal: $992 (2 )

Shore To Please Cottage Near Disney With Margaritaville Resort & Island H2o.

3 6
cottage , Bay Lake
This Margaritaville-themed vacation home is located in Kissimmee, Florida, near Orlando, offering complimentary transportation to Disney World, Universal Studios, and SeaWorld.
The 1,540-square-foot cottage sleeps eight guests in three bedrooms and two bathrooms, boasting a private pool, terrace, and full kitchen including a dishwasher, plus access to resort amenities like a fitness center and concierge service, and complimentary Island H2O Water Park admission (March-October 2025).
2 For 1️2 Separate Houses - Florida
10 2 reviews
Florida
08/17 – 08/31
$477/nighttotal: $6678 (14 )

2 For 1️2 Separate Houses

4 3
cottage , Warrington
This cottage is centrally located in Pensacola, 2 miles from Warrington Village Shopping Center and a 15-minute walk to Blackwater River State Recreation Area.
This family-friendly vacation rental offers 4 bedrooms, 2 bathrooms, and accommodates up to 13 guests with amenities including air conditioning, Wi-Fi, a full kitchen, and on-site parking.
Looking For A Florida Get A Way This Is Your Place! - Florida
9.8 49 reviews
Florida
07/11 – 07/18
$686/nighttotal: $4802 (7 )

Looking For A Florida Get A Way This Is Your Place!

4 5
cottage , Miramar Beach
This waterfront vacation rental is located in Miramar Beach, within a 15-minute walk of Silver Sands Premium Outlets and less than 2 miles from Sirens at the Beach and Destin Yarn Shop. Guests consistently rate this property as excellent, highlighting its amenities and location. This 4-bedroom, 2-bathroom home spans 1800 square feet and comfortably accommodates up to 10 guests. Enjoy a range of amenities including a private pool, jacuzzi, sauna, fitness center, and tennis court, perfect for relaxing and staying active during your stay.

Top cities

Best Florida cottages with a garden

Colony Poolside: A Charming Bungalow Near Duval Street - Florida
9.6 176 reviews
Florida
06/29 – 07/05
$478/nighttotal: $2868 (6 )

Colony Poolside: A Charming Bungalow Near Duval Street

1 2
cottage , Key West
Colony Poolside is a one-bedroom bungalow located in Historic Old Town Key West, just a short walk from Duval Street and close to beaches, shopping, and restaurants. This cozy cottage has received excellent ratings for its location, cleanliness, and overall experience.
The 550-square-foot bungalow comfortably sleeps two guests and features a spacious living area, a fully equipped kitchen, and a private deck with a grill. Enjoy a refreshing dip in the shared pool, relax in the garden, or take advantage of the spa, all within the peaceful private compound.
Isle Be Back To The Sunny Keys - Florida
9.6 35 reviews
Florida
06/20 – 06/27
$254/nighttotal: $1778 (7 )

Isle Be Back To The Sunny Keys

2 2
cottage , Cudjoe Key
This Cudjoe Key cottage is located just a short drive from Bahia Honda State Park and Coupon Bight Aquatic Preserve, offering easy access to the beautiful waters of the Florida Keys. Guests consistently rate this rental as excellent, making it a popular choice for travelers seeking a comfortable and convenient stay.
This two-bedroom, one-bathroom cottage comfortably accommodates up to four guests and features a spacious 800-square-foot floor plan. Enjoy amenities such as a private backyard courtyard, a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, and a large patio perfect for relaxing and enjoying the Florida sunshine.
Charming Sea Island Cottage  Steps To Beach  Sleeps 10 - Florida
9.6 12 reviews
Florida
10/02 – 10/04
$1558/nighttotal: $3116 (2 )

Charming Sea Island Cottage Steps To Beach Sleeps 10

5 4
cottage , St. Simons
This Sea Island home offers a prime location on 20th Street, just 50 yards or a 2-minute walk from the beach, with views of both the marsh and the ocean path.
This 3,780 square foot cottage features five bedrooms, six bathrooms, a fully equipped kitchen, central air conditioning, and access to Sea Island Club amenities, making it ideal for family vacations on St. Simons Island.
Pennies From Heaven Cottage/ House,  #Cottage, #House - Florida
10 39 reviews
Florida
08/01 – 08/05
$282/nighttotal: $1128 (4 )

Pennies From Heaven Cottage/ House, #Cottage, #House

3 5
cottage , Rio
This family-friendly vacation rental is located in Jensen Beach, Florida, just a short drive from Indian Riverside Park and The Children's Museum of the Treasure Coast. Guests consistently rate this cottage as excellent, highlighting its comfortable and convenient features.
This 3-bedroom, 2-bathroom home comfortably sleeps up to 6 guests. Enjoy amenities like a fully equipped kitchen, a private garden, and a tennis court, perfect for relaxing and enjoying the Florida sunshine.

Frequently Asked Questions about cottages in Florida

  • What are the top must-see attractions in Florida?

    Florida boasts a ton of amazing attractions! For theme park lovers, Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando are iconic. If you prefer natural beauty, the Everglades National Park offers incredible wildlife viewing, and the beaches along the Gulf Coast and Atlantic Coast are stunning. Then there's St. Augustine, the oldest city in the US, brimming with history. Key West, with its laid-back vibe and quirky shops, is another popular destination. And don't forget Kennedy Space Center Visitor Complex for a glimpse into space exploration.
  • What are the best cottages in Florida?

  • How to spend a 5-day holiday in Florida?

    A five-day trip allows for a focused experience. You could dedicate it to exploring one region. For example, a theme park vacation might center around Orlando, with visits to Disney World and Universal Studios. Alternatively, a nature-focused trip could explore the Everglades and the beaches of the Gulf Coast. A historical and cultural trip could focus on St. Augustine and potentially a day trip to Daytona Beach. Consider your interests when planning your itinerary.
  • What are the best cottages with a pool in Florida?

  • Is Florida a good destination to rent a cottage?

    Absolutely! Florida offers diverse cottage rental options. The Panhandle boasts charming beach cottages, while the Keys offer waterfront cottages with stunning sunset views. Many areas, particularly near smaller towns and beaches, have numerous vacation home rentals available. Websites specializing in vacation rentals can help you find the perfect cottage for your needs and budget.
  • What are the best cottages with a jacuzzi in Florida?

  • What weather, wildlife, or natural hazards might affect travelers in Florida?

    Florida's weather can be unpredictable. Expect hot and humid summers, with occasional afternoon thunderstorms. Hurricanes are a possibility during hurricane season (June 1st to November 30th). Wildlife encounters are common; be aware of alligators, especially near bodies of water. Mosquitoes are prevalent, so pack insect repellent. Rip currents are a danger on many beaches, so always heed lifeguard warnings.
  • What are the best cottages for families and kids in Florida?

  • Is Florida pedestrian and cyclist-friendly?

    Florida's pedestrian and cyclist friendliness varies greatly by location. Larger cities like Miami and Orlando can be challenging for pedestrians and cyclists due to traffic. However, many smaller towns and coastal communities are more walkable and bike-friendly, particularly those with dedicated bike paths and pedestrian walkways. Always exercise caution when sharing roads with vehicles.
  • What are the best pet friendly cottages in Florida?

  • Are there any unusual or hidden places to explore in Florida?

    Yes! The Devil's Den in Williston is a stunning underwater spring cave. The Weeki Wachee Springs in Weeki Wachee offers a unique experience watching live mermaid shows. Micanopy, a charming historic town, is a hidden gem with antique shops and a relaxed atmosphere. Exploring the many state parks, beyond the well-known ones, can also reveal hidden natural wonders.
  • What are the best cottages with parking in Florida?

  • What are some of the best cultural experiences that allow you to meet locals in Florida?

    Attending local festivals is a great way to interact with Floridians. Many smaller towns host regular events. Farmers' markets are also excellent places to meet locals and sample fresh produce. Visiting local restaurants, especially those outside of tourist areas, provides opportunities to engage with the community and experience authentic Floridian hospitality.
  • What are the best authentic dishes to taste in Florida?

    Florida's cuisine is diverse. Key lime pie is a must-try dessert. Fresh seafood, especially stone crabs (in season), is a staple. Cuban sandwiches are a classic in South Florida. Grits are a Southern comfort food found throughout the state. Many restaurants offer creative takes on these dishes, reflecting the state's multicultural influences.
  • What are some recommended items to pack for a stay in Florida?

    Pack light, breathable clothing, swimwear, sunscreen (high SPF!), sunglasses, a hat, and comfortable walking shoes. Insect repellent is essential, especially during warmer months. If visiting during hurricane season, check the forecast and be prepared for potential disruptions. Remember a reusable water bottle to stay hydrated in the Florida heat.

Nearby regions

Best Florida cottages with jacuzzi

Among the 7237 accommodations in Florida, here are the 4 best cottages with a jacuzzi

Tropical Zen Garden & Cottage Oasis Bliss! - Florida
10 68 reviews
Florida
07/26 – 07/30
$202/nighttotal: $808 (4 )

Tropical Zen Garden & Cottage Oasis Bliss!

2 3
cottage , Pensacola
This Pensacola vacation rental is conveniently located in Southeast Pensacola, just a short walk from Lions Park and Bayview Dog Beach Park, offering easy access to outdoor activities and local attractions. Guests consistently rate this property as excellent, highlighting its comfortable amenities and prime location.
This 1-bedroom, 1-bathroom house comfortably sleeps 2 guests and offers 360 square feet of living space. The house features a full kitchen, a spa tub, a fenced private yard, and a patio with a barbecue grill, providing everything you need for a relaxing and enjoyable stay.
Blue Dolphin Cottage Steps From The Beach - Florida
Florida
07/26 – 07/30
$404/nighttotal: $1616 (4 )

Blue Dolphin Cottage Steps From The Beach

2 3
cottage , Siesta Key
This Key West style cottage is located in Siesta Key Village, 100 feet from Siesta Key Beach, and a short drive from St. Armands Circle and The Mall at University Town Center.
This 550 square foot bungalow offers 2 bedrooms, 1 bathroom, and accommodates up to 2 guests with a screened-in porch and a kitchenette.
2025 - 6 Bed 9 Bath Luxury House W/private Heatable Pool&hot Tub Steps To Beach - Florida
10 13 reviews
Florida
07/26 – 08/02
$1603/nighttotal: $11221 (7 )

2025 - 6 Bed 9 Bath Luxury House W/private Heatable Pool&hot Tub Steps To Beach

6 5
cottage , St. Simons
This six-bedroom vacation home in St. Simons Island's King City neighborhood offers easy access to attractions like Cannon's Point Preserve and the St. Simons Lighthouse Museum.
The house features five king-size beds and one twin, accommodating up to 16 guests, and includes amenities such as air conditioning, Wi-Fi, and a washer/dryer.
Located 10 Mins From The Beach! Central Location! - Florida
10 2 reviews
Florida
12/22 – 01/31
$307/nighttotal: $12280 (40 )

Located 10 Mins From The Beach! Central Location!

1 2
cottage , Golden Gate
This non-smoking cottage in Naples, Florida, is located a 12-minute drive from 5th Avenue South and a 14-minute drive from the Naples Zoo at Caribbean Gardens.
This 570-square-foot cottage offers 1 bedroom, 1 bathroom, and accommodates up to 4 guests with amenities including a full kitchen, air conditioning, free Wi-Fi, a shared swimming pool, and hot tub.

Neighborhoods and points of interest in Florida

Best pet friendly Florida cottages

Among the 7237 accommodations in Florida, here are the 4 best pet friendly cottages

Port Richey Vacation Getaway, Family / Pet-friendly, Near Beaches And Tampa Bay - Florida
9.8 10 reviews
Florida
06/17 – 06/19
$209/nighttotal: $418 (2 )

Port Richey Vacation Getaway, Family / Pet-friendly, Near Beaches And Tampa Bay

3 4
cottage , Bayonet Point
This Bayonet Point vacation home is conveniently located within 3 miles of Beacon Woods Golf Course and Werner Boyce Salt Springs State Park, and within 6 miles of Regional Medical Center Bayonet Point.
This four-bedroom, two-bathroom house sleeps twelve guests and features a fully equipped kitchen, free Wi-Fi, a private garden with barbecue grills, and a fireplace; nearby activities include golfing and exploring the state park.
Conch Cottage - Feels Like Home - 1bd/1bath - Hot Tub - Florida
9.8 180 reviews
Florida
07/04 – 07/07
$700/nighttotal: $2100 (3 )

Conch Cottage - Feels Like Home - 1bd/1bath - Hot Tub

1 2
cottage , Key West
Conch Cottage is located in Key West's Historic District, just a short walk from the beach and popular attractions like the Ernest Hemingway Home and Museum. Guests consistently rate this charming cottage as excellent for its comfortable accommodations and convenient location.
The cottage comfortably sleeps two guests in a single bedroom and bathroom. Enjoy the fully equipped kitchen, private outdoor oasis with a hot tub, and access to a nearby community center with a pool overlooking the Atlantic Ocean.
Anclote River Casita, Vacation Rental.tarpon Springs,fl - Florida
10 17 reviews
Florida
01/04 – 02/28
$209/nighttotal: $11495 (55 )

Anclote River Casita, Vacation Rental.tarpon Springs,fl

2 2
cottage , Tarpon Springs
This Tarpon Springs riverfront cottage, near Anclote River Park (0.2 miles) and within 3 miles of Anclote Gulf Park and Key Vista Nature Park, offers tranquil views and convenient access to outdoor recreation and local attractions.
This two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, free Wi-Fi, a private patio, on-site barbecue grills, and concierge services including limo/town car service.
Manatee & Kayak Friendly Waterfront Cottage - Florida
10 4 reviews
Florida
07/29 – 08/04
$398/nighttotal: $2388 (6 )

Manatee & Kayak Friendly Waterfront Cottage

2 6
cottage , Ormond Beach
This pet-friendly cottage is situated in Ormond Beach, Florida, within walking distance of both Bulow Creek State Park and Tomoka State Park.
The two-bedroom, two-bathroom cottage comfortably accommodates up to six guests and features a fully equipped kitchen, laundry facilities, and direct access to the water for kayaking.
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