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Check availability on Summerland Key All Inclusive Resorts and Hotels

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Recommended hotels in Summerland Key

Exterior

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,007 reviews)
"We would go back here again, view was amazing. Enjoyed staying there "
United States
Oyuntseren
The price is CA $231
CA $260 total
includes taxes & fees
May 26 - May 27
Sugar Loaf Lodge
Karaoke room

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,003 reviews)
"The resort is a bit dated and showing wear and tear, but the room was clean and comfortable. More importantly, our room had a great view of the canal waterway, which is why I rated it 5 out of 5 overall. "
United States
Allen
The price is CA $224
CA $251 total
includes taxes & fees
May 26 - May 27
Looe Key Reef Resort
Exterior

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,008 reviews)
"Ocean views and warm pool!"
United States
Juliet
The price is CA $208
CA $279 total
includes taxes & fees
May 28 - May 29
Parmer's Resort
Pool

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
9.0 out of 10, Wonderful, (61 reviews)
"This nice little cottage is clean and spacious. Comfy beds and a very short walk to the dock. Didn't get a chance to use the pool, but it looked clean. Close to Key West, but in a quiet area. A few good restaurants near by. The nice part is it's really affordable compared to some other rentals in the Keys which can be pretty pricey for just a few days. I would highly recommend this place!"
United States
Laura R.
The price is CA $277
CA $551 total
includes taxes & fees
May 20 - May 21
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Terrace/patio

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (185 reviews)
"This cottage was the perfect vacation retreat for my husband and me. It sits on a lovely canal and there are beautiful ocean views within easy walking distance. It is a secure, gated community. We spent a lot of our time in Key West. It was an easy drive and the perfect distance to get away from all of the traffic and crowds at the end of the day. We had everything we needed in this cute home."
United States
Andrea C.
The price is CA $301
CA $613 total
includes taxes & fees
May 10 - May 11
Waterfront Home
Exterior

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (2 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is CA $769
CA $1,403 total
includes taxes & fees
May 11 - May 12
Atlantic View Luxury Villa with Pool
Exterior

SAVE BIG $$$ MAY!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$$ MAY!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (87 reviews)
"The view is incredible. We used the kayak and bikes every day. The community pool/hot tub are perfect. I would recommend this house."
United States
Victor S.
The price is CA $340
CA $770 total
includes taxes & fees
May 12 - May 13
SAVE BIG $$$ MAY!!! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
A heated pool

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Pool and beach looked very nice, but we did not use."
United States
Cheryl V.
The price is CA $244
CA $791 total
includes taxes & fees
May 10 - May 11
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (98 reviews)
"Cute house with wonderful features. Covered deck was a nice place to enjoy a book and meal. The open design of the living room and kitchen made the cottage feel big. The Venture Out community is welcoming. It was an excellent atmosphere to walk and bike in a safe space."
United States
Robin D.
The price is CA $277
CA $585 total
includes taxes & fees
May 22 - May 23
Canal front, dockage, 2 bedroom, 2 bath
A heated pool

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
8.0 out of 10, Very good, (3 reviews)
"This community is great, especially if you have kids that need a lot of activity to be entertained."
United States
Ashley
The price is CA $287
CA $846 total
includes taxes & fees
May 10 - May 11
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

How much does an all-inclusive hotel in Summerland Key cost?
Enjoy staying in an all-inclusive hotel in Summerland Key, with hotels from CA $251 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What area of Summerland Key is best for all-inclusive hotels?
Summerland Key, a picturesque gem in the Florida Keys, is an ideal destination for travellers seeking all-inclusive hotels that offer both comfort and adventure. This serene island, known for its stunning sunsets and lush landscapes, provides a tranquil backdrop for relaxation while still being within reach of vibrant local attractions.

For couples looking for a romantic escape, the southern end of Summerland Key is particularly appealing. Here, you'll find several luxurious resorts that offer comprehensive packages, including gourmet dining and spa services. Imagine unwinding together on a private beach, indulging in a couples' massage, and enjoying candlelit dinners under the stars—a great recipe for romance.

Families will appreciate the central area of Summerland Key, where family-friendly all-inclusive options abound. Many resorts feature spacious rooms, kids' clubs, and activities tailored for all ages, ensuring everyone enjoys their stay. With easy access to water sports, nature trails, and nearby attractions, such as the Dolphin Research Centre, your family can create lasting memories together.

No matter your travel preference, Summerland Key promises an unforgettable experience.
What is the best time to stay at an all-inclusive hotel in Summerland Key?
The best time to stay at an all-inclusive hotel in Summerland Key is from mid-December to April, when the weather is pleasantly warm and dry. During these months, temperatures typically range from 20°C to 28°C, making it ideal for lounging by the pool or enjoying water sports like snorkelling and kayaking.

This period is part of the peak travel season, so you'll find the area bustling with tourists eager to soak up the sun. The clear skies and gentle ocean breezes create superb conditions for outdoor activities and exploring the stunning natural beauty of the Florida Keys.

For families looking for a great value option, consider visiting in late April or early May. During this shoulder season, the weather remains lovely, with temperatures in the low to mid-20s, and you can often find better rates on accommodation and activities.
How can I save on an all-inclusive hotel in Summerland Key with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Summerland Key. Join One Key™—Expedia's free travel rewards program—to access discounted Member Prices and member-only perks. Typically, booking in advance will help you save on your all-inclusive hotel. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book an all-inclusive hotel and flight package in Summerland Key?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Summerland Key?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Summerland Key for you.

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