Islamorada Extended Stay Hotels

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Best Extended stay hotels in Islamorada

8.5

Good

(662 Reviews)

+ 97 photos

Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82
Amenities
Wi-Fi
Valet parking
24-hour reception
24-hour security
Outdoor swimming pool
Air conditioning
Game room
Children's play area
Children's menu
Cots
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness centre
Free shuttle service
Jacuzzi
Facial
Body wraps
Body scrub
Back massage
Head massage
Full body massage
Steam room
Treatment room
Table tennis
Billiard tables
Cycling
Fishing
Snorkelling
Diving
Wind surfing
Golf course
Tennis court
Yoga class
Laundry
Leisure/ TV room
Lift
Business centre
In-room breakfast
Bar/ Lounge area
Restaurant
Welcome drink
Snack bar
Coffee shop
Wheelchair access
Luggage storage
Locker room
No pets allowed
Non-smoking rooms
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Located within 5 minutes' drive of Upper Matecumbe Key Island, the stylish 4-star Cheeca Lodge & Spa Islamorada hotel ensures hassle-free stays by offering a 24-hour front desk and wake-up calls. Featuring an American restaurant, the luxury resort is nestled in a beach area, 5 minutes' drive from History of Diving Museum.

The oceanfront accommodation is 16 minutes' walk from Hurricane Monument and only a short drive from Indian Key State Historic Site. Places of worship to visit just a short stroll from the exclusive Cheeca Lodge & Spa Islamorada include Matecumbe United Methodist Church.

The own beach is located approximately 600 metres away. Guests will also find Morada Bay situated within a 500-metre distance of Cheeca Lodge & Spa hotel.

All 242 rooms are allergy-free and equipped with Wi-Fi. They are outfitted with styled decor. You can enjoy views of the lagoon.

A summer terrace and a community pool are offered at this Islamorada hotel for an extra charge. At the Cheeca Lodge & Spa Islamorada, guests can also benefit from yoga classes provided at a fitness studio. Those who want to get in shape, can practise snorkelling, lawn tennis, and cycling. Wellness options at this Islamorada property include a treatment room, a steam room, and a hot tub, and such beauty treatments as beauty treatments, body wraps, and body scrub. Business travellers are welcome to use a business centre offered on site.

Price comparison

Average price 185 US$

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From 185 US$
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From 185 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.0

Good

(593 Reviews)

+ 97 photos

Amara Cay Resort

80001 Overseas Highway
Amenities
Paid Wi-Fi
On-site car park
Luggage storage
24-hour reception
Poolside snack bar
Restaurant
Welcome drink
Snack bar
Free shuttle service
Fitness centre
Outdoor swimming pool
Heated swimming pool
Laundry
Leisure/ TV room
Lift
Express check-in/ -out
Cycling
Fishing
Snorkelling
Diving
Golf course
Beach access
Private beach
Sun loungers
Beach umbrellas
Children's menu
Wheelchair access
Pets allowed
Air conditioning
Non-smoking rooms
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The comfortable 4-star Amara Cay Resort Islamorada is located within a 10-minute drive of History of Diving Museum, and features a fitness centre, a garden hammock, and a golf course. Boasting a heated swimming pool, the beachfront resort is nestled at a distance of 3.3 km from natural attractions like Indian Key Historic State Park.

The family accommodation has a beachfront location a 10-minute drive from Upper Matecumbe Key Island, while shopping venues like Lobster Trap Art Gift Shop and Gallery are about 10 minutes' drive away. The smoke-free Amara Cay Resort is approximately 10 minutes by car from Hurricane Monument in Islamorada.

This Islamorada property is also not so far from Everglades National Park. The nearby cultural experience includes the class museum "Florida Keys History and Discovery Center", which is a 10-minute ride away.

Some of the comfortable rooms of the Amara Cay Resort Islamorada face the sea, and comprise a balcony and a sitting area. They are outfitted with comfortable decor.

Upon request and at a surcharge, an outdoor swimming pool and sun loungers can also be provided. Beach facilities at the Amara Cay Resort include outdoor chaise lounges, parasols, and plush towels. Staying in shape is made easy at this Islamorada property, which features a fitness studio with fitness classes available for guests.

Price comparison

Average price 266 US$

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From 266 US$
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From 266 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.8

Good

(220 Reviews)

+ 33 photos

Caloosa Cove Resort By Coolvacay

73801 Overseas Highway
Amenities
Wi-Fi
Free parking
Outdoor dining area
Picnic area/ Tables
Seasonal outdoor pool
Heated swimming pool
Laundry
Flat-screen TV
Lift
Cookware/ Kitchen utensils
Express check-in/ -out
Fishing
Tennis court
Beach access
Private beach
Sun loungers
Board games
No pets allowed
Air conditioning
No smoking on site
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Featuring a terrace and a heated pool, the 3-star Caloosa Cove Resort - With Full Kitchens Islamorada lies 3.1 km from Lower Matecumbe Key Island. The resort is provided with everything necessary, including a cash machine and a lift.

Located just 300 metres from a private beach, this accommodation is right in the beach area of Islamorada. Craig Key Island is around a 10-minute drive from the hotel in Islamorada.

Nature lovers will appreciate the proximity to Anne's Beach, which is merely 300 metres away.

Caloosa Cove Resort - With Full Kitchens has 33 rooms appointed with a flat-screen TV with satellite channels, as well as self-catering options such as tea/coffee making equipment. Guests can use a tub and a shower, along with complimentary toiletries and towels. Enjoy views of the pool, while staying at the property.

An outdoor swimming pool and a picnic area can be booked at this Islamorada hotel at an extra charge. If you like an active lifestyle, lawn tennis and fisheries are available on site.

Price comparison

Average price 413 US$

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From 413 US$
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From 413 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

+ 97 photos

Pelican Cove Resort & Marina

84457 Overseas Highway
Amenities
Free Wi-Fi
Free parking
Restaurant
Fitness centre
Swimming pool
Lift
Microwave
Refrigerator
Breakfast
Air conditioning
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The charming 3-star Pelican Cove Resort & Marina Islamorada includes comfortable rooms 5 minutes by car from History of Diving Museum. Featuring an outdoor pool, the modern resort is a 10-minute ride from natural sights like Upper Matecumbe Key Island.

The designer property is located around a 10-minute ride from Hurricane Monument, and Michelle Nicole Lowe Art Gallery is 10 minutes' drive from this place. The hotel is 4 km away from the centre of Islamorada.

The area offers shopping experiences such as Lobster Trap Art Gift Shop and Gallery, which is a 10-minute ride from the family-friendly accommodation.

Make yourself at home in one of 63 comfortable rooms featuring a microwave and a fridge. Enjoy views of the ocean, while staying at this Islamorada hotel.

At the budget hotel you may pay for an outdoor pool area and a picnic area. The Pelican Cove Resort & Marina Islamorada goes the extra mile to provide guests with fitness classes to help them stay fit.

Price comparison

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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.9

Good

(1374 Reviews)

+ 97 photos

Islander Resort

82100 Overseas Highway
Amenities
Wi-Fi
Free parking
24-hour reception
24-hour security
Outdoor swimming pool
Heated swimming pool
Air conditioning
Children's play area
Children's menu
Cots
Beach access
Private beach
Sun loungers
Fitness centre
Free shuttle service
Jacuzzi
Table tennis
Mini golf
Cycling
Fishing
Snorkelling
Yoga class
Laundry
Flat-screen TV
Poolside snack bar
Restaurant
Welcome drink
Picnic area/ Tables
Wheelchair access
Pets allowed
Non-smoking rooms
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Islander Resort Islamorada is situated at a distance of 600 metres from Upper Matecumbe Key Island and features a fitness centre and barbecue. Located approximately 25 minutes' walk from Hurricane Monument, this 4-star resort offers views of the pool and a heated pool.

Nestled among palm trees, the property is just a short stroll from Elena Madden Studio Gallery. Guests can visit the class museum "Florida Keys History and Discovery Center", which is nearly a 5-minute walk away, and FNX Club by Islamorada Fitness which is a 5-minute ride from the hotel.

The own beach is merely an 11-minute walk away. Options for cultural tourism include History of Diving Museum, situated approximately a 20-minute walk away.

There are 114 rooms with an adjoining terrace and a seating area. Some of them offer a multi-channel television, along with coffee/tea making machines. They have a comfortable interior. A hot tub and a shower, along with such comforts as hair dryers and towels, are also provided.

A picnic area and a community pool can be provided at a surcharge. The luxury Islander Resort offers kayaking, basketball, and table tennis while bicycle hire is also available. Guests can work out in a fitness studio during their stay.

Price comparison

Average price 204 US$

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From 204 US$
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From 204 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.8

Good

(856 Reviews)

+ 97 photos

La Jolla Resort

82216 Overseas Highway
Amenities
Wi-Fi
Free parking
Outdoor swimming pool
Flat-screen TV
Cookware/ Kitchen utensils
Cycling
Canoeing
Snorkelling
Beach access
Private beach
Sun loungers
No pets allowed
Air conditioning
Non-smoking rooms
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La Jolla Resort is located in a beach area of Islamorada, approximately a 5-minute drive from Upper Matecumbe Key Island, which is very convenient if you want to immerse yourself in nature. The resort also provides Wi-Fi available throughout the property.

Guests may find Anne s Beach just a short drive from this Islamorada property, and History of Diving Museum is 14 minutes' walk away. The charming hotel is 0.6 km from an own beach in Islamorada.

Nature lovers will appreciate the proximity to Islander resort, which is 0.6 km away. One of the most important attractions in Islamorada is Lobster Trap Art Gift Shop and Gallery, located a stroll from the 2-star La Jolla Resort.

There are 17 non-smoking rooms at this property, some of them feature a marble floor, along with such conveniences as a flat-screen TV with satellite channels. Some rooms have tiled flooring and separate bathrooms. A shower and a tub, along with such comforts as hair dryers and towels, are also provided. Staying at this Islamorada hotel, guests can enjoy view of the pool.

The La Jolla Resort offers snorkelling, canoeing, and cycling as well as bicycle hire services.

Price comparison

Average price 181 US$

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From 181 US$
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From 181 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.2

Good

(311 Reviews)

+ 97 photos

La Siesta Resort & Villas

80241 Overseas Highway
Amenities
Paid Wi-Fi
Free parking
Poolside snack bar
Welcome drink
Free shuttle service
Fitness centre
Flat-screen TV
Cycling
Beach access
Private beach
Sun loungers
Beach umbrellas
Cots
Wheelchair access
Pets allowed (limited amount or weight)
Air conditioning
Non-smoking rooms
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Offering various recreational opportunities and water sports facilities, the 4-star La Siesta Resort & Villas lies in a beach area of Islamorada, within 25 minutes' walk of Hurricane Monument and a 10-minute drive from Indian Key Historic State Park. Featuring 55 rooms with views of the pool, this Islamorada resort is a 5-minute ride from Upper Matecumbe Key Island.

Set not far from the own beach, the beachfront property is located in the business district of Islamorada. At the La Siesta Resort & Villas Islamorada, guests will be quite close to the Atlantic Ocean.

Along with other cultural attractions History of Diving Museum is nestled at a distance of 4.3 km from this accommodation.

All of the smoke-free rooms are complete with Wi-Fi and a flat-screen TV with satellite channels as well as a mini-bar, and some of them include a patio and a balcony. They have a spacious interior. For more comfort, towels, along with a hot tub and a shower, are provided.

Guests can request a swimming pool and a Jacuzzi for an extra charge. Bike hire is available at the La Siesta Resort & Villas and the area is popular for cycling and golf. There is a fitness centre on site.

Price comparison

Average price 232 US$

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From 232 US$
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From 232 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.7

Good

(69 Reviews)

+ 97 photos

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort

84457 Overseas Highway
Amenities
Free Wi-Fi
Free parking
24-hour reception
Outdoor swimming pool
Heated swimming pool
Air conditioning
Game room
Beach access
Private beach
Sun loungers
Beach umbrellas
Fitness centre
Free shuttle service
Flat-screen TV
Lift
Poolside snack bar
Restaurant
Welcome drink
Coffee shop
Luggage storage
Pet amenities available
Non-smoking rooms
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The 3-star Postcard Inn Beach Resort & Marina Islamorada includes renovated rooms a 15-minute stroll from Windley Key Fossil Reef Geological State Park. Boasting a heated swimming pool, this beachfront resort is nestled only a short drive from natural attractions like Windley Key Island.

Islamorada is approximately 10 minutes' drive from the accommodation, and Upper Matecumbe Key Island is a 10-minute ride from it. Cultural sights in the area are Hurricane Monument (4 km) and History of Diving Museum (1.9 km).

This Islamorada hotel is also within walking distance of the Atlantic Ocean. Shopping enthusiasts will enjoy being within a 10-minute drive of Lobster Trap Art Gift Shop and Gallery.

The 139 rooms at the Postcard Inn Beach Resort & Marina Islamorada include an adjoining terrace and a private balcony. Some of the rooms feature comfortable decor furnished with a sofa set. Guests can make use of a mini refrigerator and coffee/tea making facilities, and relax with high-speed internet and a flat-screen TV with satellite channels. For more comfort, hairdryers and bath sheets, along with a bath and a shower, are provided. They offer views of the ocean.

The hotel includes a sun terrace and an outdoor pool available for an additional charge. The Postcard Inn Beach Resort & Marina Islamorada has a white beach area with free Wi-Fi access, lounge chairs, and umbrellas.

Price comparison

Average price 180 US$

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From 180 US$
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From 180 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

9.2

Good

(644 Reviews)

+ 97 photos

Pines & Palms Resort

80401 Old Highway
Amenities
Wi-Fi
Free parking
Outdoor swimming pool
Heated swimming pool
Air conditioning
Children's play area
Board games
Beach access
Private beach
Sun loungers
Beach umbrellas
Cycling
Canoeing
Fishing
Snorkelling
Diving
Wind surfing
Yoga class
Laundry
Flat-screen TV
Dryer
Cookware/ Kitchen utensils
Express check-in/ -out
VIP check-in/ -out
Poolside snack bar
Welcome drink
Picnic area/ Tables
No pets allowed
No smoking on site
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Offering a sundeck, yoga classes, and barbecue grills, the 3-star Pines & Palms Resort lies in a beach area of Islamorada, around 10 minutes by car from History of Diving Museum and nearly a 5-minute drive from Hurricane Monument. Featuring 25 rooms with views of the pool, this Islamorada resort is a 25-minute stroll from Upper Matecumbe Key Island.

Places of worship to visit within 25 minutes' walk of the accommodation include Matecumbe United Methodist Church.

Staying at the hotel, you can also enjoy natural sights such as Indian Key Historic State Park, which is nearly 10 minutes away by car.

The rooms at the Pines & Palms Resort Islamorada have individual climate control and an ironing set. Some of them comprise an adjoining terrace and a balcony, appointed with a sofa and a writing desk. They have a styled interior. For more comfort, toiletries and towels, along with a sink and a shower, are provided.

Guests can request chaise longues and a picnic area for an extra charge. The smoke-free Pines & Palms Resort offers a heated pool. Bicycle and car hire are available at the property and the area is popular for windsurfing, snorkelling, and canoeing.

Price comparison

Average price 134 US$

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From 134 US$
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From 134 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.4

Good

(802 Reviews)

+ 97 photos

Chesapeake Beach Resort

83409 Overseas Highway
Amenities
Wi-Fi
Free parking
24-hour reception
Outdoor swimming pool
Heated swimming pool
Air conditioning
Board games
Beach access
Private beach
Sun loungers
Fishing
Yoga class
Flat-screen TV
Lift
Cookware/ Kitchen utensils
VIP check-in/ -out
Welcome drink
Snack bar
Wheelchair access
Luggage storage
Pets allowed
No smoking on site
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Located 25 minutes' stroll from Windley Key Fossil Reef Geological State Park, the 3-star Chesapeake Beach Resort Islamorada offers 24-hour front desk assistance and late check-out service. Featuring 45 rooms with views of the patio, the premium resort is 3.1 km from Hurricane Monument.

The centre of Islamorada is a 25 minutes' walk of the accommodation. The nearby cultural attractions are History of Diving Museum (950 metres) and the world-class museum "Florida Keys History and Discovery Center" (2.3 km).

Staying at this Islamorada hotel, you can also enjoy natural sights such as Upper Matecumbe Key Island, which is 10 minutes away by car.

All of the air-conditioned rooms are complete with free wireless internet and a flat-screen cable-TV as well as a coffee machine, and some of them include an adjoining terrace and a balcony. They are furnished with king-size beds or double beds along with a cupboard and a sofa set. Providing a hot tub and a raised toilet, the bathrooms also have hairdryers and towels.

A tennis court and a swimming pool can be booked at the accommodation at an extra charge. The oceanfront Chesapeake Beach Resort also includes a fitness centre, various recreational opportunities and a garden.

Price comparison

Average price 149 US$

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From 149 US$
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From 149 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.

8.2

Good

(1576 Reviews)

+ 60 photos

Breezy Palms Resort

80015 Overseas Highway
Amenities
Free Wi-Fi in rooms
On-site car park
24-hour reception
Picnic area/ Tables
Outdoor swimming pool
Laundry
Flat-screen TV
Cookware/ Kitchen utensils
Beach access
Private beach
Sun loungers
Beach umbrellas
Children's play area
No pets allowed
Air conditioning
No smoking on site
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Featuring views of the patio, Breezy Palms Resort Islamorada lies in a beach area, 2.9 km from Upper Matecumbe Key Island. This resort offers a private parking lot on site.

Guests will also get the property 10 minutes by car from Indian Key Historic State Park.

The 3-star hotel is also within walking distance of John Pennekamp State Park. This accommodation is 10 minutes' drive from Hurricane Monument.

There are 54 rooms with an adjoining terrace and a balcony. Some of them offer a flat-screen TV with satellite channels, along with tea and coffee-making facilities. They include a microwave, a fridge, and utensils.

A picnic area and a community pool can be provided at a surcharge. The Breezy Palms Resort has access to a private beach featuring such amenities as sun loungers and parasols.

Price comparison

Average price 142 US$

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From 142 US$
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From 142 US$
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Prices are provided by our partners and reflect nightly room rates, including any mandatory fees. Taxes not included. Please see our partners for more details.