Fleming Island Cottage Rentals
Boat Rental
10.0(12 Reviews)
2 Bedrooms
1 Bath
6 Guests
Parking
Ocean View
Balcony/Terrace
View
US $430/Night
7 Nights - US $3,009
Boat Rental
9.2(6 Reviews)
1 Bedroom
1 Bath
4 Guests
1097.92 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $311/Night
7 Nights - US $2,177
Hotel
9.2(1002 Reviews)
1 Bath
Breakfast- Parking
Pool
Kitchen
US $137/Night
7 Nights - US $961
Boat Rental
9.4(32 Reviews)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
US $301/Night
7 Nights - US $2,104
House
5 Bedrooms
3 Baths
16 Guests
3498.27 ft²
- Parking
- Pool
- Air Conditioner
Internet
US $950/Night
7 Nights - US $6,650
House
7.6(8 Reviews)
1 Bedroom
2 Baths
10 Guests
1937 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $202/Night
7 Nights - US $1,411
House
1 Bedroom
2 Baths
6 Guests
1603.82 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $201/Night
7 Nights - US $1,407
Apartment
1 Bedroom
1 Bath
6 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $193/Night
7 Nights - US $1,354
Hotel
9.1(205 Reviews)
7 Baths
333.68 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $144/Night
7 Nights - US $1,006
House
10.0(38 Reviews)
3 Bedrooms
2 Baths
9 Guests
1833 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $429/Night
7 Nights - US $3,001
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
2549 ft²
Private Pool
Hot Tub- Parking
- Pool
US $2,002/Night
7 Nights - US $14,013
House
10.0(2 Reviews)
5 Bedrooms
2 Baths
13 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $354/Night
7 Nights - US $2,481
Why Choose Rent By Owner for your Fleming Island Cottage Rentals?
What makes our Cottage 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.
Weekly Weather Forecast for Fleming Island
How to Book Your Fleming Island Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage 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 Fleming Island
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage 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
Other Places to Stay in Fleming Island, FL
Eagle Harbor Golf Club
The Golf Club At Fleming Island
Fleming Island Cottage Rentals Frequently Asked Questions
1. What are the top Cottages in Fleming Island?
There are a lot of options in Fleming Island. If you plan on staying in the Fleming Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Fleming Island:
- Unique Gem 3-bedroom 85” TV living 75” master Pool
- Fun Oasis: 4BR Home w/Private Pool & Game Room!
- Charming Home/Quiet Neighborhood/Large Private Fenced Yard/Wifi
- 2147 Trailwood Dr · Fleming Island Retreat~Spacious Home~Pet Friendly
- Charming Orange Park Home Near Doctors Lake!
- Breathtaking 5 BR Retreat - Pet Friendly!
- Picture-perfect getaway with saltwater pool, outdoor bar, grill & soaking tub
- The Blue Heron - A Bayside Retreat
- Absolutely Gorgeous home walking distance to Dr's Lake on Fleming Island!
- Tranquil 2-Bedroom Condo Fleming Island
2. How many Cottages are available in Fleming Island?
Currently, the total number of properties listed by RBO in 2026 is over 42 in the Fleming Island area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Fleming Island.
More Rentals You May Like Near Fleming Island
House
9.8(181 Reviews)
4 Bedrooms
3 Baths
14 Guests
2940 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $372/Night
7 Nights - US $2,607
House
9.8(42 Reviews)
3 Bedrooms
2 Baths
6 Guests
2400 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $458/Night
7 Nights - US $3,206
House
9.8(28 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $322/Night
7 Nights - US $2,253
House
9.8(12 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $294/Night
7 Nights - US $2,057
House
9.8(11 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $328/Night
7 Nights - US $2,298
House
9.8(10 Reviews)
3 Bedrooms
1 Bath
6 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $440/Night
7 Nights - US $3,080
House
9.6(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $274/Night
7 Nights - US $1,915
House
9.2(37 Reviews)
3 Bedrooms
2 Baths
6 Guests
1602 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $324/Night
7 Nights - US $2,271
House
9.2(31 Reviews)
8 Bedrooms
5 Baths
30 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,615/Night
7 Nights - US $11,304
House
8.0(4 Reviews)
5 Bedrooms
3 Baths
14 Guests
3150 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $506/Night
7 Nights - US $3,543
House
4 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $461/Night
7 Nights - US $3,228
Apartment
10.0(17 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $113/Night
7 Nights - US $793
