A coastal road with a beach on one side and a marina with boats on the other.

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Check availability on Summerland Key All Inclusive Resorts and Hotels

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11
No exact matches found, but these alternatives could be just right

Recommended hotels in Summerland Key

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

1. Parmer's Resort

Parmer's Resort
Summerland Key
CA $180
CA $249 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
A waterfront building with a flat roof, large windows, and a balcony.
A reception area with a wooden sculpture, a reception desk, a computer, and a television.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
CA $141
CA $158 total
includes taxes & fees
Oct 4 - Oct 5
Sugar Loaf Lodge
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
CA $144
CA $161 total
includes taxes & fees
Oct 5 - Oct 6
Looe Key Reef Resort
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A marina with boats docked, a white building with a covered deck, and palm trees.
A sign for 'Venture Out' with a gravel path and bushes in front.
A marina with RVs docked along a waterway, surrounded by palm trees and buildings.

4. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
CA $198
CA $603 total
includes taxes & fees
Oct 4 - Oct 5
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Outdoor dining
A coastal residential area with houses, a marina, and a flag.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.

5. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
CA $178
CA $593 total
includes taxes & fees
Oct 3 - Oct 4
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.
A modern kitchen with built-in appliances, a dining area with a wooden table and chairs, and a cozy bedroom with a bed and a view of the outdoors.
A laundry room with a washer and dryer, a door leading to an outdoor patio with a table and chairs.
A bedroom with a bed, a chair, a nightstand, a painting, and a window with blinds.

6. Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
CA $282
CA $725 total
includes taxes & fees
Oct 3 - Oct 4
Kelly's Kabin - Adorable Private Summerland Key Cottage
Pool
Beach
Sport court
Outdoor dining

7. 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
CA $224
CA $651 total
includes taxes & fees
Oct 3 - Oct 4
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pool
A kitchen with a stainless steel refrigerator, a dining table with chairs, and a view of the street through a window.
A covered outdoor area with wicker furniture and string lights.
Sport court

8. 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
CA $246
CA $679 total
includes taxes & fees
Oct 3 - Oct 4
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A marina with boats docked, a clear sky, and a calm waterway.
Outdoor dining
A coastal residential area with houses, a marina, and a flag.

9. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
CA $284
CA $727 total
includes taxes & fees
Oct 3 - Oct 4
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Outdoor dining
A coastal residential area with houses, a marina, and a flag.
A resort with a swimming pool, beach area, and marina.

10. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
CA $261
CA $699 total
includes taxes & fees
Oct 3 - Oct 4
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
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Choose what matters most at all-inclusive hotels in Summerland Key

5 stars
4 stars
Adult-only
Pool
Family-friendly

Top Summerland Key Hotel Reviews

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 $158 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.
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.
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™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.

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