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Islamorada offers a range of hotels that provide beachfront access, water sports facilities, and stunning ocean views, perfect for a summer vacation. Guests can enjoy local seafood restaurants, fishing charters, and nearby attractions like the Theater of the Sea and Indian Key Historic State Park.

Islamorada

Offering an outdoor pool and sun terrace, Caloosa Cove Resort is situated in Islamorada in the Florida Region, 9.6 km from Upper Matecumbe Key. Theater of the Sea on Islamorada is 18 km from the property.

All units feature a flat-screen TV, a balcony, and fully equipped kitchen. Some units have 2 flat-screen TVs and 2 balconies with an ocean view. Unites also have 1 or 2 full bathrooms. Towels are exchangeable daily. Even though this is a beachfront resort not every room has a water view.

Guests can enjoy a meal at the on-site restaurant.

The property has a private beach area. The area is popular for fishing. Windley Key is 18 km from Caloosa Cove Resort, while Windley Key Fossil Reef Geological State Park is 17 km away.

Caloosa Cove Resort

This Islamorada resort in the Florida Keys is located near Alligator Reef.  It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area.  Each accommodation includes a full kitchen.

A living area with a cable TV is included in all units at Pines & Palms Resort.  The traditionally styled units feature light colours and island decor.  Most offer a private terrace with ocean views.

Guests at Resort Palms & Pines have access to kayak and bike rentals, private boat docks and premium sport fishing areas.  A covered cabana with a barbecue grill, fridge and sink is available for guest use.

This resort is less than 1.6 km from Miss Islamorada Fishing Charters. The entrance to John Pennekamp Coral Reef State Park is less than 30 minutes’ drive away.

Pines & Palms Resort

This Islamorada, Florida inn boasts an outdoor pool with a hot tub and a boat dock with a ramp. Guests will be 4 miles from Theater of the Sea and 2 miles of Indian Key Historic State Park.

Free Wi-Fi, a microwave, and a small refrigerator are included in all rooms. A kitchenette, balcony, and sofa bed are featured in select studios at this Florida Sands of Islamorada property.

Guests can lounge in the hot tub throughout their stay at Sands of Islamorada. Drink and snack vending machines as well as free on-site parking are offered.

The History of Diving Museum is 3 miles away. Guests will also be 3 miles from Lignumvitae Key Botanical State Park.

Sands of Islamorada

This resort is situated on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available.

Colorfully decorated rooms include flat-screen cable TVs. WiFi, a microwave and refrigerator are included in guestrooms.

Guests can dock their boats (up to 21 feet) for free at the Lime Tree Bay Resort. A  tennis court and a fishing dock are on site. Use of the sea kayaks, paddle boards, and barbecue facilities are offered. A sandy sunning beach with hammocks and loungers is available for guests' enjoyment.

Pier 68 Boat Rentals is a 5-minute walk from the Resort Lime Tree Bay. Located on site, The Florida Boy Bar and Grill is open for breakfast, lunch, and dinner.

Guests can relax in one of the many hammocks located on the property. Palm thatched huts are also on site.

Lime Tree Bay Resort

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and 525-foot fishing pier.

Each guestroom includes dark hardwood furniture and a balcony with views of the resort. Guests can watch movies on the 42-inch flat-screen TV with DVD player or browse the internet with free WiFi. An in-room safe and coffee maker are also provided.

Adult and family-style swimming pools can be enjoyed at the resort. Additionally, a fully equipped fitness centre, 6 tennis courts, and a full-service watersports facility are open to guests.

Three restaurants and a tiki bar are located on-site at Cheeca Lodge & Spa. Atlantic’s Edge offers tropically-inspired cuisine amid a classic décor while Nikai Sushi Bar & Restaurant serves nigiri, sashimi, and more.

Downtown Key Largo is a 20-minute drive from Cheeca Lodge & Spa. Long Key State Park is 13.7 miles from the resort.

Cheeca Lodge & Spa

Hotels in Islamorada from July 31 to August 3, 2025

Parking

Restaurant

Pets allowed

Room service

Meeting/banquet facilities

24-hour front desk

Tennis court

Sauna

Fitness centre

Golf course (within 3 km)

Garden

Terrace

Non-smoking rooms

Airport shuttle

Fishing

Business centre

Babysitting/child services

Laundry

Dry cleaning

Continental breakfast

Facilities for disabled guests

Skiing

Barber/beauty shop

Family rooms

Games room

Casino

Breakfast in the room

Ironing service

Free parking

Internet services

Lift

Express check-in/check-out

Solarium

Safety deposit box

Valet parking

Currency exchange

Spa and wellness centre

Massage

Children's playground

Billiards

Table tennis

Karaoke

Windsurfing

Darts

Hot tub/Jacuzzi

Soundproof rooms

Canoeing

Hiking

Chapel/shrine

BBQ facilities

Packed lunches

Car hire

Cycling

Bowling

Tour desk

Hammam

Heating

Fax/photocopying

Diving

Horse riding

Squash

Snorkelling

Luggage storage

WiFi

Mini golf

Ski storage

Ski school

Allergy-free room

Indoor pool

Outdoor pool

Free WiFi

Non-smoking throughout

Air conditioning

Designated smoking area

ATM/cash machine on site

Private beach area

Restaurant (à la carte)

Restaurant (buffet)

Snack bar

Sun terrace

Outdoor pool (all year)

Outdoor pool (seasonal)

Indoor pool (all year)

Indoor pool (seasonal)

Concierge service

Entertainment staff

Nightclub/DJ

Private check-in/check-out

Shuttle service (free)

Shuttle service (additional charge)

Ski equipment hire on site

Ski pass vendor

Ski-to-door access

Special diet menus (on request)

Trouser press

Vending machine (drinks)

Vending machine (snacks)

Water sport facilities on site

Hot spring bath

General

Activities

Services

Room Amenities

Bathroom

Media & Technology

Food & Drink

Services & Extras

Outdoor & View

Internet

Kitchen

Outdoors

View

Living Area

Bedroom

Layout

Accessibility

Building characteristics

Pool and wellness

Transport

Reception services

Common areas

Entertainment and family services

Cleaning services

Business facilities

Shops

Miscellaneous

Bath/Hot spring

Hostel facilities

Safety & security

Your sustainability practices

Safety features

Hygiene

Physical distancing

Cleanliness & disinfecting

Food & drink safety

Self check-in

Exclusive services

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