Best Vacation Homes in Florida
450 ft²
2 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $143/Night
For 7 Nights US $1,000
904.17 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ski Chalet
- Balcony/Terrace
- View
- Parking
US $284/Night
For 7 Nights US $1,988
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Breakfast
- Kitchen
- Parking
US $238/Night
For 7 Nights US $1,665
880 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $362/Night
For 7 Nights US $2,537
796.53 ft²
4 Guests
2 Bedrooms
1 Bathroom
Apartment
- Pet Friendly
- Parking
- Internet
US $422/Night
For 7 Nights US $2,954
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Parking
US $219/Night
For 7 Nights US $1,535
200 ft²
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Breakfast
- Kitchen
US $151/Night
For 7 Nights US $1,058
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $293/Night
For 7 Nights US $2,054
Florida Luxury Rentals
200 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,020/Night
For 7 Nights US $7,140
2058 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Ski Chalet
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $894/Night
For 7 Nights US $6,255
2400 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $603/Night
For 7 Nights US $4,222
12 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $490/Night
For 7 Nights US $3,429
1300 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $473/Night
For 7 Nights US $3,308
2185 ft²
9 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
US $445/Night
For 7 Nights US $3,115
2050 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Skiing
- Fireplace/Heating
US $406/Night
For 7 Nights US $2,841
129.17 ft²
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Parking
- Air Conditioner
US $368/Night
For 7 Nights US $2,578
Florida Pet Friendly Vacation Rentals
2200 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $284/Night
For 7 Nights US $1,990
2497.23 ft²
6 Guests
1 Bedroom
3 Bathrooms
House
- Balcony/Terrace
- Pet Friendly
- Parking
US $332/Night
For 7 Nights US $2,322
7 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $323/Night
For 7 Nights US $2,260
363.58 ft²
26 Guests
47 Bedrooms
4 Bathrooms
Free Cancellation
Hotel
- Hot Tub
- Skiing
- Fireplace/Heating
US $229/Night
For 7 Nights US $1,603
1890 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $316/Night
For 7 Nights US $2,209
1700 ft²
9 Guests
4 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $368/Night
For 7 Nights US $2,574
6 Guests
3 Bedrooms
1 Bathroom
Pet Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $331/Night
For 7 Nights US $2,314
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $241/Night
For 7 Nights US $1,686
Florida Large Vacation Homes
4000 ft²
15 Guests
8 Bedrooms
4 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $550/Night
For 7 Nights US $3,850
Why Choose Rent By Owner for your Florida Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Florida
When should you plan your Vacation Rentals stay?
Choosing the right time to visit can enhance your experience, whether you're exploring the sunny beaches or charming towns in Florida or enjoying the rich history and seasonal beauty of Massachusetts; understanding the climate and local events will help you secure the perfect vacation rentals here for an unforgettable stay.
Peak Season Highlights
Winter (December to February)
During the winter months, the area's climate attracts visitors seeking a warmer escape from colder regions, making it an ideal time to explore this destination’s outdoor activities and scenic spots.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Spring (March to May)
Springtime here brings pleasant weather and blooming landscapes, drawing travelers who want to enjoy outdoor adventures and local events at this popular destination.
Average Temperature Daytime: 78°F - Nighttime: 58°F
Off-Season Highlights
Summer (June to August)
The summer months see fewer visitors as temperatures rise, offering a quieter experience for those looking to relax and enjoy the region’s natural beauty without the crowds.
Average Temperature Daytime: 85°F - Nighttime: 68°F
Fall (September to November)
In fall, the area experiences cooler weather and less tourist activity, providing an excellent opportunity for peaceful getaways and exploring local attractions at your own pace.
Average Temperature Daytime: 70°F - Nighttime: 50°F
Weekly Weather Forecast for Florida
How to Book Your Florida Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Florida
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a refreshing swim in the private or shared outdoor pool available at many properties here.
- Relax on spacious outdoor patios or decks perfect for soaking up the sun and enjoying the scenic views.
- Take advantage of lush landscaped yards ideal for outdoor dining, barbecues, or picnics.
- Access to well-maintained hiking or walking trails often surrounds your vacation rental in this region.
- Unwind in beautifully designed outdoor lounging areas equipped with comfortable seating.
- Make use of recreational amenities like tennis courts, golf courses, or bocce ball courts nearby.
- Experience outdoor fire pits or fireplaces to gather around during cooler evenings and enjoy the outdoors in comfort.
Top Attractions Around Florida
What attractions are nearby?
Explore nearby activities such as scenic beaches, outdoor parks, and charming local attractions to make the most of your stay in this vibrant area of Florida and Massachusetts, offering a perfect blend of relaxation and adventure for every traveler.
Family Activities
- Disney's Magic Kingdom: Experience the enchantment of classic rides, enchanting parades, and beloved characters at this world-famous theme park in Orlando.
- Universal Studios Florida: Discover thrilling rides and behind-the-scenes tours that bring blockbuster movies to life in the heart of the region's entertainment hub.
- Florida Aquarium: Explore marine life exhibits and interactive displays designed to delight children and educate families about ocean conservation in Tampa Bay.
- Everglades National Park: Embark on a guided airboat tour to see unique wildlife and enjoy the natural beauty of the wetlands just outside the area.
Adult Activities
- Exploring the Everglades National Park: Discover the unique ecosystem of this vast wetland through guided boat tours and airboat rides that showcase Florida's diverse wildlife and natural beauty.
- Relaxing on South Beach: Enjoy the sun and surf at this iconic Miami destination, perfect for lounging, swimming, or people-watching along the vibrant shoreline.
- Visiting the Kennedy Space Center Visitor Complex: Experience the history of space exploration with interactive exhibits and astronaut encounters right here in Florida’s Space Coast.
- Participating in water sports in Key West: From snorkeling to paddleboarding, the region offers endless opportunities to engage with its crystal-clear waters and marine life.
- Touring Boston’s historic Freedom Trail: Walk along this renowned route to explore significant sites that tell the story of America’s early history right here in Massachusetts.
- Enjoying whale watching excursions from Cape Ann: Embark on a sea adventure to see majestic whales in their natural habitat off the coast of this scenic region.
- Exploring the Boston Museum of Fine Arts: Delve into world-class art collections and exhibitions, enriching your cultural experience in Massachusetts.
- Walking through the Boston Public Garden: Take a leisurely stroll amidst beautifully landscaped gardens and swan boats in this historic urban park.
Florida Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Events and Festivals: Take advantage of seasonal events in the region to experience the local culture and make your stay more memorable.
- Plan Outdoor Activities: Whether it’s relaxing on the beaches or exploring scenic parks, outdoor pursuits here offer great ways to enjoy the area’s natural beauty.
- Choose a Strategic Location: Select a rental close to key attractions or convenient transportation routes to maximize your exploration time.
- Discover Hidden Gems: Ask locals or do some research to find lesser-known spots and authentic experiences that will enrich your vacation in this destination.
Transportation Options
- Florida Airport Transportation: You can choose from numerous shuttle services and car rentals at the region’s major airports to easily access your vacation rental here.
- Massachusetts Commuter Trains: The commuter rail network provides convenient and scenic options for traveling between neighboring cities and the area’s popular destinations.
- Regional Bus Services in Florida: Local bus routes connect you to key attractions and neighborhoods, making public transit a practical choice during your stay.
- Private Car Rentals in Massachusetts: Renting a car offers flexibility and comfort, allowing you to explore this destination’s historic sites and coastal areas at your own pace.
Local Customs Options
- Southern Hospitality: In Florida, locals are known for their warm friendliness and welcoming attitude, making your stay here feel like being among friends.
- Respect for the ocean and beach rules, like designated swimming areas and litter disposal, helps preserve this coastal region's natural beauty.
- Vibrant Cultural Celebrations: Embrace the lively festivals and parades that highlight the diverse heritage celebrated throughout the Sunshine State.
- Casual Dress Code: Expect a relaxed style in this tropical destination, where comfortable attire is perfect for exploring and enjoying the sunny climate.
- Historical Heritage: Here, Massachusetts residents take pride in preserving colonial architecture and sharing stories from the area's rich history.
- Savor local specialties like clam chowder while respecting the longstanding fishing customs that support the community.
- Join in seasonal celebrations that showcase the region’s arts, culture, and maritime heritage.
- Be mindful of the outdoor environment, especially when visiting beaches and parks that are integral to the area's charm.
Florida Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Florida?
There are a lot of options in Florida. If you plan on staying in the Florida area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Florida:
- Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing
- A roomy remodeled retreat close to MassMoCA
- Bear Creek Cabin
- Spacious Victorian duplex near MASSMoCA, MCLA (19)
- Getaway Near Mass MoCA, Great Hiking, Scenic Views
- Newly renovated historic home on the Deerfield River. Sleeps 10.
- Cozy Condo Near MASS MoCA
- Large hilltop villa with hot tub!
- Houghton Hill: Style and History in the Berkshires
- The Greylock Cabin
2. Which vacation homes in Florida are best for families?
If you are looking for a family-friendly vacation home in Florida, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Florida:
3. How many Rentbyowner vacation rentals are available in Florida?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 87 in the Florida area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Florida.
4. What is the cancellation policy for vacation rentals in Florida?
Cancellation policies for properties here vary by owner and listing. It is recommended to review the specific property's cancellation terms listed on the booking page or contact the host directly for detailed information.
5. How do I know if my payment will be secure when booking a rental in Massachusetts?
Payments are processed through secure, trusted platforms that ensure your financial information is protected. Always verify the payment method or contact the property owner if you have concerns before completing your reservation.
6. Are well-behaved pets allowed in the vacation rentals in this region?
Pet policies differ among hosts; some rentals are pet-friendly while others are not. Check the individual listing details or message the owner to clarify their pet policy before booking.
7. What amenities should I expect when staying at a vacation rental in the area?
Amenities vary depending on the property, but common features include Wi-Fi, kitchens, and air conditioning. Review the property description carefully or reach out to the host for confirmation of amenities you require.
8. How do I handle check-in and check-out procedures for vacation rentals in this destination?
Check-in and check-out processes are specified in each listing, often with flexible options. Contact the host beforehand to confirm arrival times and any specific instructions to ensure a smooth stay.
Florida Top Rated Vacation Rentals
1 Bedroom
1 Bathroom
Couples Retreat
Hotel
- Hot Tub
- Spa
- Fireplace/Heating
US $211/Night
For 7 Nights US $1,478
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Kitchen
US $146/Night
For 7 Nights US $1,024
30 Guests
90 Bedrooms
11 Bathrooms
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Skiing
US $280/Night
For 7 Nights US $1,960
