Hotels near Rain Barrel Village

Hotels near Rain Barrel Village, Islamorada

Enter your dates for the latest hotel rates and availability.

Swipe up to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Best Hotels near Rain Barrel Village

Choose your travel dates to see the latest prices and deals.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Cheeca Lodge & Spa Hotels near Rain Barrel Village
Cheeca Lodge & Spa Hotels near Rain Barrel VillageCheeca Lodge & Spa Hotels near Rain Barrel Village
7.9km from Rain Barrel Village
The Cheeca Lodge & Spa is an ideal spot for travelers wanting to discover the city. Visitors to Islamorada will find that the Cheeca Lodge & Spa is a fantastic accommodation choice. Famous local attractions Gyotaku by Lisa Lee, Monroe County Public Library and Skins and Fins Charters, can all be reached with a short walk. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. For those driving themselves, parking is provided on site. This hotel is a popular accommodation for couples.
Very Good
102 reviews
8.8/10
Price from
NZD 264
per night
Check Availability
La Siesta Resort & Villas Hotels near Rain Barrel Village
La Siesta Resort & Villas Hotels near Rain Barrel VillageLa Siesta Resort & Villas Hotels near Rain Barrel Village
Islamorada Rain Barrel Village Hotels
The La Siesta Resort & Villas is an ideal spot for travelers wanting to discover the city. The La Siesta Resort & Villas offers a pleasant stay in Islamorada for those traveling for business or leisure. Seeing Islamorada's sights from this hotel is easy with Lightly Salted Charters, Florida Keys Fun Fishing and Deep Sea Scuba formerly SeaMonkeys Water Sports all close by. This hotel makes a great place to kick back and relax after a long day of sightseeing. This Islamorada hotel provides parking on site. For guests traveling with families, this hotel is consistently one of the most popular choices.
Very Good
102 reviews
8.3/10
Price from
NZD 273
per night
Check Availability
Pines & Palms Resort Hotels near Rain Barrel Village
Pines & Palms Resort Hotels near Rain Barrel VillagePines & Palms Resort Hotels near Rain Barrel Village
Islamorada Rain Barrel Village Hotels
The Pines & Palms Resort is an ideal spot for travelers wanting to discover the city. The Pines & Palms Resort offers a pleasant stay in Islamorada for those traveling for business or leisure. With multiple attractions nearby including Lightly Salted Charters, Florida Keys Brewing Co and Green Turtle Hammock Nature Preserve, guests will find plenty to keep themselves occupied. When guests have some time on their hands they can make use of the onsite facilities. For those driving themselves, parking is provided on site. According to our trusted guests, the facilities at this hotel are first-rate.
Great
100 reviews
9.0/10
Price from
NZD 210
per night
Check Availability
Islamorada
You Might Like
Islamorada Hotels With BreakfastIslamorada Hotels With Twin RoomIslamorada Hotels With 1 Double BedIslamorada Hotels With Swimming PoolIslamorada Hotels With Free Cancellation
Amara Cay Resort Hotels near Rain Barrel Village
Amara Cay Resort Hotels near Rain Barrel VillageAmara Cay Resort Hotels near Rain Barrel Village
Islamorada Rain Barrel Village Hotels
The Amara Cay Resort is an ideal spot for travelers wanting to discover the city. Visitors to Islamorada will find that the Amara Cay Resort is a fantastic accommodation choice. This hotel is located near many of Islamorada's attractions including Florida Keys Farmers Market, Early Bird Fishing Charters and Deep Sea Scuba formerly SeaMonkeys Water Sports. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. Guests of this Islamorada hotel can make use of the parking facilities. This hotel is a popular accommodation for couples.
Very Good
102 reviews
8.4/10
Price from
NZD 277
per night
Check Availability
Islander Bayside Villas & Boatslips Hotels near Rain Barrel Village
Islander Bayside Villas & Boatslips Hotels near Rain Barrel VillageIslander Bayside Villas & Boatslips Hotels near Rain Barrel Village
8.81km from Rain Barrel Village
The Islander Bayside Villas & Boatslips is an ideal spot for travelers wanting to discover the city. The Islander Bayside Villas & Boatslips is an ideal choice for travelers who want to take in the sights and sounds of Islamorada. Keeping busy is easy, with Clearly Unique Charters, Green Turtle Hammock Nature Preserve and True Island Adventures all nearby. In their spare time, guests can explore the hotel's surroundings. Guests of this Islamorada hotel can make use of the parking facilities.
Very Good
66 reviews
8.7/10
Price from
NZD 386
per night
Check Availability
Fisher Inn Resort & Marina Hotels near Rain Barrel Village
Fisher Inn Resort & Marina Hotels near Rain Barrel VillageFisher Inn Resort & Marina Hotels near Rain Barrel Village
2.92km from Rain Barrel Village
The Fisher Inn Resort & Marina provides a great place for travelers to relax after a busy day. The Fisher Inn Resort & Marina offers a pleasant stay in Islamorada for those traveling for business or leisure. Seeing Islamorada's sights from this hotel is easy with Theater of the Sea, Allergic to Land Charters and Easy Keys Charters all close by. In their spare time, guests can explore the hotel's surroundings. This Islamorada hotel features parking on site. This hotel is particularly popular with those traveling with friends.
103 reviews
7.2/10
Price from
NZD 156
per night
Check Availability
Islander Resort Hotels near Rain Barrel Village
Islander Resort Hotels near Rain Barrel VillageIslander Resort Hotels near Rain Barrel Village
7.39km from Rain Barrel Village
The Islander Resort is an ideal spot for travelers wanting to discover the city. The Islander Resort is an ideal choice for travelers who want to take in the sights and sounds of Islamorada. This hotel is located near many of Islamorada's attractions including Blu Dog Charters, Islamorada Brewery & Distillery (Islamorada) and Southwinds Park. This hotel makes a great place to kick back and relax after a long day of sightseeing. This Islamorada hotel provides parking on site. This hotel is a popular accommodation for couples.
Very Good
101 reviews
8.8/10
Price from
NZD 343
per night
Check Availability
Hadley Resort and Marina Hotels near Rain Barrel Village
Hadley Resort and Marina Hotels near Rain Barrel VillageHadley Resort and Marina Hotels near Rain Barrel Village
6.44km from Rain Barrel Village
The Hadley Resort and Marina provides a great place for travelers to relax after a busy day. The Hadley Resort and Marina offers a pleasant stay in Islamorada for those traveling for business or leisure. With multiple attractions nearby including Islamorada Brewery & Distillery (Islamorada), Islamorada Turtle Tours LLC and Otherside Boardsports, guests will find plenty to keep themselves occupied. At the end of a busy day, travelers can unwind and relax in the hotel or go out and enjoy the city. For those driving themselves, parking is provided on site.
Good
100 reviews
7.8/10
Price from
NZD 154
per night
Check Availability
Sunset Inn Hotels near Rain Barrel Village
Sunset Inn Hotels near Rain Barrel VillageSunset Inn Hotels near Rain Barrel Village
7.13km from Rain Barrel Village
With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center. This hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.3 km) from History of Diving Museum. Enjoy recreation amenities such as an outdoor pool or take in the view from a garden. Additional features at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include luggage storage and a safe deposit box at the front desk. Free self parking is available onsite. Make yourself at home in one of the 30 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and bidets. Conveniences include laptop-compatible safes and coffee/tea makers, and housekeeping is provided daily.
Very Good
101 reviews
8.8/10
Price from
NZD 163
per night
Check Availability
The Islands of Islamorada Hotels near Rain Barrel Village
The Islands of Islamorada Hotels near Rain Barrel VillageThe Islands of Islamorada Hotels near Rain Barrel Village
6.24km from Rain Barrel Village
With a stay at The Islands of Islamorada in Islamorada (Matecumbe), you'll be within a 10-minute walk of History of Diving Museum and Islamorada Brewery & Distillery. This beach villa is 0.8 mi (1.3 km) from Keys History & Discovery Center and 1.1 mi (1.8 km) from Matecumbe United Methodist Church. Dip into one of the 2 outdoor swimming pools or enjoy other recreational amenities including a 24-hour fitness center and a pickleball court. This villa also features complimentary wireless internet access, concierge services, and wedding services. Wrap up your day with a drink at the poolside bar. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 30 individually decorated guestrooms, featuring microwaves and Smart televisions. Your pillowtop bed comes with premium bedding. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers.
Amazing
34 reviews
9.5/10
Price from
NZD 931
per night
Check Availability
See all Hotels near Rain Barrel Village

Top Pick Hotels near Rain Barrel Village

See all
Discover our most booked hotels near Rain Barrel Village from the last 30 days!
No.1
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Hotels near Rain Barrel Village
8.0/10
19 review

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Islamorada | 3.94KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.2
Chesapeake Beach Resort Hotels near Rain Barrel Village
8.8/10
104 review

Chesapeake Beach Resort

Islamorada | 5.01KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.3
La Jolla Resort Hotels near Rain Barrel Village
8.8/10
101 review

La Jolla Resort

Islamorada | 6.99KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.4
Treasure Harbor Hotels near Rain Barrel Village
8.8/10
47 review

Treasure Harbor

Islamorada | 0.32KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.5
Ragged Edge Resort & Marina Hotels near Rain Barrel Village
9.2/10
79 review

Ragged Edge Resort & Marina

Islamorada | 0.56KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.6
Coconut Cove Resort & Marina Hotels near Rain Barrel Village
7.4/10
100 review

Coconut Cove Resort & Marina

Islamorada | 3.12KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.7
The Ocean View Inn Hotels near Rain Barrel Village
8.3/10
22 review

The Ocean View Inn

Islamorada | 3.37KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.8
Drop Anchor Resort & Marina Hotels near Rain Barrel Village
8.8/10
100 review

Drop Anchor Resort & Marina

Islamorada | 2.77KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.9
Breezy Palms Resort Hotels near Rain Barrel Village
8.4/10
100 review

Breezy Palms Resort

Islamorada | 10.65KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.10
Casa Morada Hotels near Rain Barrel Village
9.2/10
84 review

Casa Morada

Islamorada | 7.18KM from Rain Barrel Village
"Good Location"
Select dates to view prices

Frequently asked questions

Which hotels near Rain Barrel Village are the most popular?

What's the average price of hotels near Rain Barrel Village this weekend?

According to Trip.com data, the average price for a one-night stay at a hotel near Islamorada Rain Barrel Village this weekend is NZD 799. Please note that prices fluctuate frequently, so the above price is for reference only.

What hotels near Rain Barrel Village offer breakfast?

A perfect breakfast gives you energy for the day. If you want to stay at a hotel near Islamorada Rain Barrel Village with a high-quality breakfast, you can consider staying Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from NZD 176),Fisher Inn Resort & Marina (from NZD 191) and Chesapeake Beach Resort (from NZD 220) .These hotels are very popular, so book early.

What's the average price per night of hotels near Rain Barrel Village?

According to Trip.com data, the average price for a one-night stay at a hotel near Islamorada Rain Barrel Village is NZD 1,454. Please note that prices fluctuate frequently, so the above price is for reference only.

Which hotels near Rain Barrel Village have free Wi-Fi?

Hotel internet access is especially important for independent travelers and business travelers. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from NZD 176),Chesapeake Beach Resort (from NZD 220) and La Jolla Resort (from NZD 150) are popular hotels with free Wi-Fi.

Which hotels near Rain Barrel Village have gyms?

In recent years, public awareness for body health has increased, so many hotels have fitness rooms. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from NZD 176),Cheeca Lodge & Spa (from NZD 243) and Coconut Cove Resort & Marina (from NZD 240) are popular hotels with a fitness room.

Which popular hotels near Rain Barrel Village have parking?

If you're planning a road trip to Islamorada and Rain Barrel Village, consider staying at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from NZD 176),Chesapeake Beach Resort (from NZD 220) and Fisher Inn Resort & Marina (from NZD 191) . These are popular hotels with parking lots.

What hotels are recommended near Rain Barrel Village?

If you're having trouble choosing a hotel, you might want to consider staying at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from NZD 176),Chesapeake Beach Resort (from NZD 220) and Fisher Inn Resort & Marina (from NZD 191) . These hotels are highly rated, so you should book early.

Which popular hotels near Rain Barrel Village have pools?

Many people travel to Islamorada Rain Barrel Village for a family road trip during the summer or long holidays. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from NZD 176), Chesapeake Beach Resort (from NZD 220) and La Jolla Resort (from NZD 150) are popular hotels with pools where you can relax and enjoy the summer vibe.

Which hotels near Rain Barrel Village are family-friendly?

Drop Anchor Resort & Marina (from NZD 200) is a popular family-friendly hotel.

Islamorada weather

Today
28 Aug, 2025
28
°
Partly cloudy
Partly cloudy 28 - 33℃
28 Aug, 2025
Partly cloudyPartly cloudy
28 - 33℃
29 Aug, 2025
Cloudy with thunder and rainCloudy with thunder and rain
28 - 32℃
30 Aug, 2025
Cloudy with thunder and rainCloudy with thunder and rain
28 - 31℃
31 Aug, 2025
Cloudy with thunder and rainCloudy with thunder and rain
28 - 31℃
1 Sep, 2025
CloudyCloudy
27 - 30℃
2 Sep, 2025
ThunderstormsThunderstorms
26 - 31℃
3 Sep, 2025
Partly clear with showersPartly clear with showers
27 - 30℃

Islamorada Hotels near Rain Barrel Village Information

Highest PriceNZD 3,271
Lowest PriceNZD 163
Number of Reviews1,762
Total Properties22
Average Price (Weekdays)NZD 581
Average Price (Weekends)NZD 722