Hotels near Rain Barrel Village

Hotels Near Rain Barrel Village in 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
Drop Anchor Resort & Marina Hotels near Rain Barrel Village
Drop Anchor Resort & Marina Hotels near Rain Barrel VillageDrop Anchor Resort & Marina Hotels near Rain Barrel Village
2.77km from Rain Barrel Village
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village. This hotel is 1.9 mi (3 km) from Founders Park and 1.9 mi (3 km) from Islamorada County Park. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. This Art Deco hotel also features complimentary wireless internet access, wedding services, and a picnic area. Featured amenities include a business center, a safe deposit box at the front desk, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 18 air-conditioned rooms featuring 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 hair dryers. Conveniences include coffee/tea makers and ceiling fans, and housekeeping is provided daily.
Very Good
100 reviews
8.8/10
Price from
£91
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
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and within a 5-minute drive of Rain Barrel Village. This beach motel is 1.9 mi (3.1 km) from History of Diving Museum and 2 mi (3.2 km) from Founders Park. Relax on the private beach or enjoy other recreational amenities such as an outdoor pool. Additional amenities at this Art Deco motel include complimentary wireless internet access, concierge services, and gift shops/newsstands. A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:30 AM. Featured amenities include express check-out, luggage storage, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 22 individually decorated guestrooms, featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and irons/ironing boards, and housekeeping is provided on request.
103 reviews
7.2/10
Price from
£76
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
With a stay at Hadley Resort and Marina in Islamorada (Matecumbe), you'll be within a 10-minute walk of Islamorada Brewery & Distillery and History of Diving Museum. This beach hotel is 0.8 mi (1.3 km) from Keys History & Discovery Center and 1 mi (1.6 km) from Matecumbe United Methodist Church. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities, which include an outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. A complimentary on-the-go breakfast is served daily from 8:00 AM to 10:30 AM. Featured amenities include express check-out, multilingual staff, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 37 air-conditioned rooms featuring refrigerators. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.
Good
100 reviews
7.8/10
Price from
£90
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
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
£96
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
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery & Distillery. This beach hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.2 km) from Florida Keys Brewing Co.. Spend the day on the private beach or dip into one of the 2 outdoor swimming pools. Additional features at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Satisfy your appetite at Tides Beachside Bar, one of the hotel's 3 restaurants. Relax with a refreshing drink at the beach bar, the poolside bar, or one of 2 bars/lounges. Full breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and multilingual staff. Event facilities at this hotel consist of a conference center and 13 meeting rooms. Free self parking is available onsite. Stay in one of 114 guestrooms featuring Smart televisions. Rooms have private lanais. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.
Very Good
101 reviews
8.7/10
Price from
£174
per night
Check Availability
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
Welcome to Cheeca Lodge & SpaTurquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit, as you rediscover an oasis called Cheeca Lodge & Spa. Romantic, serene, and dynamic, our Florida Keys Islamorada resort is a standard of excellence achieved by few. Be swept away by the casual elegance emanating from every detail and settle into the laid-back lifestyle of Islamorada.Stay in the Sportfishing Capital of the WorldLocated in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes from shore. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at our Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving. Between activities, enjoy first-class dining at one of our three restaurants: Atlantic’s Edge, Mia Cucina, or Nikai Sushi.
Very Good
102 reviews
8.8/10
Price from
£148
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
With a stay at Islander Bayside Villas and Boatslips, you'll be centrally located in Islamorada, just a 4-minute walk from Hurricane Monument and 7 minutes by foot from Florida Keys Brewing Co.. This beach hotel is 0.4 mi (0.7 km) from MoradaWay Arts & Cultural District and 0.5 mi (0.9 km) from Matecumbe United Methodist Church. Take advantage of recreation opportunities including an outdoor pool and bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, a picnic area, and barbecue grills. Getting to nearby attractions is a breeze with the complimentary area shuttle that operates within 1.5 miles. Satisfy your appetite at Tides Beachside Bar, one of the hotel's 3 restaurants. Quench your thirst with your favorite drink at the bar/lounge. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 25 guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your pillowtop bed comes with premium bedding, and all rooms are furnished with queen sofa beds. Rooms have private furnished balconies. 55-inch LCD televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected.
Very Good
66 reviews
8.7/10
Price from
£161
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
10.06km from Rain Barrel Village
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 5-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center. This beach hotel is 1 mi (1.6 km) from Hurricane Monument and 1.2 mi (1.9 km) from Florida Keys Brewing Co.. Relax on the private beach or enjoy other recreational amenities such as an outdoor pool and bicycles to rent. Additional features at this hotel include complimentary wireless internet access, concierge services, and wedding services. Take advantage of the hotel's room service. Need to unwind? Take a break at the bar/lounge, the beach bar, or the poolside bar for a tasty beverage. Featured amenities include limo/town car service, multilingual staff, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 26 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, and housekeeping is provided daily.
Great
100 reviews
9.0/10
Price from
£120
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
10.15km from Rain Barrel Village
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center. This beach resort is 1 mi (1.7 km) from Hurricane Monument and 1.3 mi (2.1 km) from Florida Keys Brewing Co.. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and bicycles to rent. Additional amenities at this resort include wireless internet access (surcharge), wedding services, and a picnic area. Guests can catch a ride to nearby destinations on the complimentary area shuttle. Take advantage of the resort's room service (during limited hours). Wrap up your day with a drink at the poolside bar. Cooked-to-order breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk and a water dispenser. Make yourself at home in one of the 55 individually decorated guestrooms, featuring kitchenettes with refrigerators and microwaves. Your pillowtop bed comes with Egyptian cotton sheets. Wireless internet access (surcharge) keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, as well as safes and desks.
Very Good
102 reviews
8.3/10
Price from
£117
per night
Check Availability
Amara Cay Resort Hotels near Rain Barrel Village
Amara Cay Resort Hotels near Rain Barrel VillageAmara Cay Resort Hotels near Rain Barrel Village
10.71km from Rain Barrel Village
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co.. This beach resort is 4.8 mi (7.6 km) from Windley Key Fossil Reef Geological State Park and 6.5 mi (10.4 km) from Anne's Beach. Head down to the water and enjoy a day at the private beach, or take advantage of other recreational amenities including an outdoor pool and a fitness center. This resort also features wireless internet access (surcharge), wedding services, and a television in a common area. Getting to nearby attractions is a breeze with the complimentary area shuttle that operates within 4.00 mi. Grab a bite at ReelCatch, one of the resort's 2 restaurants, or stay in and take advantage of the room service (during limited hours). Relax with a refreshing drink from the poolside bar or one of the 3 bars/lounges. Cooked-to-order breakfasts are available daily from 6:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour front desk, multilingual staff, and luggage storage. Make yourself at home in one of the 110 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Wireless internet access (surcharge) is available to keep you connected. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers.
Very Good
102 reviews
8.4/10
Price from
£130
per night
Check Availability
See all Hotels near Rain Barrel Village

Top Pick Hotels near Rain Barrel Village

See all
Check out our most booked hotels near Rain Barrel Village from the past 30 days!
No.1
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Hotels near Rain Barrel Village
8.4/10
0 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
8.7/10
103 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
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.5
The Ocean View Inn Hotels near Rain Barrel Village
8.4/10
21 review

The Ocean View Inn

Islamorada | 3.37KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.6
The Islands of Islamorada Hotels near Rain Barrel Village
9.5/10
34 review

The Islands of Islamorada

Islamorada | 6.24KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.7
Treasure Harbor Hotels near Rain Barrel Village
8.8/10
50 review

Treasure Harbor

Islamorada | 0.32KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.8
Casa Morada Hotels near Rain Barrel Village
9.2/10
80 review

Casa Morada

Islamorada | 7.18KM from Rain Barrel Village
"Good Location"
Select dates to view prices
No.9
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.10
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

Frequently asked questions

What are the best hotels near Rain Barrel Village?

If you are worried about choosing a hotel, you can consider staying at Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from £134),Chesapeake Beach Resort (from £118) and Fisher Inn Resort & Marina (from £81) . These hotels are highly rated, so you should book early.

What are the most popular hotels near Rain Barrel Village?

Which hotels near Rain Barrel Village are good for families?

Drop Anchor Resort & Marina (from £96) is a popular family-friendly hotel.

What hotels near Rain Barrel Village have parking?

If you plan to travel by car to Islamorada Rain Barrel Village, you may wish to stay Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from £134),Chesapeake Beach Resort (from £118) and Fisher Inn Resort & Marina (from £81) . These are popular hotels with parking lots.

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 £134),Fisher Inn Resort & Marina (from £81) and Chesapeake Beach Resort (from £118) .These hotels are very popular, so book early.

What hotels near Rain Barrel Village have swimming pools?

When summer arrives, there’s nothing like a family trip to Rain Barrel Village in Islamorada to make the most of sunny days. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from £134),Chesapeake Beach Resort (from £118) and Fisher Inn Resort & Marina (from £81) are popular hotels with pools where you can relax and enjoy the summer vibe.

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 £134),Cheeca Lodge & Spa (from £105) and Coconut Cove Resort & Marina (from £130) are popular hotels with a fitness room.

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

According to Trip.com, the average price for 1 night hotel in Rain Barrel Village in Islamorada is £630. Due to frequent price changes, the above prices are for reference only.

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

According to Trip.com, the average weekend price for 1 night stay in Rain Barrel Village in Islamorada is £346. Due to frequent price changes, the above prices are for reference only.

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

Whether you're travelling for business or leisure, Wi-Fi is an essential. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort (from £134), Chesapeake Beach Resort (from £118) and Hadley Resort and Marina (from £83) are all popular hotels that have free Wi-Fi.

Islamorada weather

Today
11 Aug, 2025
28
°
Clear
Clear 28 - 31℃
11 Aug, 2025
ClearClear
28 - 31℃
12 Aug, 2025
Partly clear with thunder and rainPartly clear with thunder and rain
28 - 31℃
13 Aug, 2025
Partly clear with thunder and rainPartly clear with thunder and rain
28 - 31℃
14 Aug, 2025
Partly clear with thunder and rainPartly clear with thunder and rain
28 - 32℃
15 Aug, 2025
ClearClear
29 - 32℃
16 Aug, 2025
Partly clearPartly clear
27 - 33℃
17 Aug, 2025
Partly clearPartly clear
27 - 32℃

Islamorada Hotels near Rain Barrel Village Information

Highest Price£1,724
Lowest Price£75
Number of Reviews1,822
Total Properties22
Average Price (Weekdays)£254
Average Price (Weekends)£325