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Lower Keys Luxury Holidays

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  • Discover the most popular places to visit in Lower Keys

    A beach with clear turquoise water, a sandy shore, palm trees, and a steel bridge over the water.

    Bahia Honda State Park

    Rating: 9.4/10 (50 reviews)

    You can take time to visit Bahia Honda State Park during your travels to Big Pine Key. While you're in the area, wander around the natural setting.

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    A beach with clear turquoise water, a sandy shore, and a long pier extending into the water.

    Photo by Sérgio Veludo

    Calusa Beach

    Rating: 7.8/10 (9 reviews)

    Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

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    A beach with a thatched hut, palm trees, and boats in the water.

    Boca Chica Beach

    Rating: 8.0/10 (1 review)

    Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside or simply savour its lively bars.

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    A motorcycle parked on a beach with palm trees and a clear sky.

    Photo by Paul Devall

    Sugarloaf Beach

    Rating: 8.4/10 (38 reviews)

    Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

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    A clear blue sky, calm sea, and a tree with exposed roots on a sandy beach.

    Sandspur Beach

    Rating: 10.0/10 (1 review)

    Why not spend a lazy afternoon at Sandspur Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

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    A tropical landscape with a calm lake, palm trees, and a white building with a blue roof.

    Shark Key

    Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the lively festivals and beautiful sunsets.

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    Upper Sugarloaf Key

    Rating: 8.6/10 (54 reviews)

    Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

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    Key West Visitors Center

    Rating: 8.4/10 (85 reviews)

    After visiting Key West Visitors Center, make a plan to see the other sights and activities in Big Pine Key. Amble around this relaxing area's marina or seek out the fishing spots.

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    What to do in Lower Keys

    Aerial view of people snorkeling in Key West

    Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

    £34

    per adult

    94% of travellers recommend

    12 hours Day at Key West With Boat Tour and Snorkeling

    Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

    £51

    per adult

    82% of travellers recommend

     Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

    Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

    £41

    per adult

    86% of travellers recommend

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    Top Luxury Lower Keys Hotels

    Parmer's Resort

    A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
    • Address: 565 Barry Avenue, Summerland Key, FL, 33042, US
    • Location: 6.7 mi from Lower Keys
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 1001 reviews)
    • Price: £155, includes taxes & fees, 1 Dec - 2 Dec, for Top Luxury Lower Keys Hotels
    • Review: The property is right on the water. The site offers free rentals of bikes and kayaks. The pool is heated. The site has a discount with 2 restaurants that are close by. The area is quiet. Office hours are only until 8pm, but they have an on call person.

    Sugar Loaf Lodge

    A waterfront building with a flat roof, large windows, and a balcony.
    • Address: 17001 Overseas Hwy, Summerland Key, FL, 33042, US
    • Location: 5.1 mi from Lower Keys
    • Star rating: 2.5/5
    • Guest rating: 8.2/10 (Very good, 1000 reviews)
    • Price: £84, includes taxes & fees, 30 Nov - 1 Dec, for Top Luxury Lower Keys Hotels
    • Review: We stayed for four nights. The hotel was quiet, clean, and comfortable. The staff was very friendly. Our patio had a beautiful view of the water. We had drinks and pie in the restaurant, and they were delicious. We would definitely stay there again.

    Old Wooden Bridge Resort and Marina

    A cozy room with a brown leather sofa, a white table, and a ceiling fan.
    • Address: 1791 Bogie Drive, Big Pine Key, FL, 33043, US
    • Location: 9.3 mi from Lower Keys
    • Star rating: 2.5/5
    • Guest rating: 8.6/10 (Excellent, 385 reviews)
    • Price: £166, includes taxes & fees, 4 Dec - 5 Dec, for Top Luxury Lower Keys Hotels
    • Review: The location could be wonderful, but the unit we were checked into had an active mold problem and was not the one originally booked. The staff was unhelpful about correcting the situation. My party had to split up and find alternative lodging.

    Looe Key Reef Resort

    A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
    • Address: 27340 Overseas Highway, Summerland Key, FL, 33042, US
    • Location: 5.7 mi from Lower Keys
    • Star rating: 2.5/5
    • Guest rating: 7.8/10 (Good, 1000 reviews)
    • Price: £147, includes taxes & fees, 16 Nov - 17 Nov, for Top Luxury Lower Keys Hotels

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

    Pool
    • Address: Cudjoe Key, FL, US
    • Location: 2.5 mi from Lower Keys
    • Guest rating: 10/10 (Exceptional, 1 review)
    • Price: £318, includes taxes & fees, 15 Nov - 16 Nov, for Top Luxury Lower Keys Hotels
    • Review: Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day.

    Kelly's Kabin - Adorable Private Summerland Key Cottage

    A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.
    • Address: Summerland Key, FL, US
    • Location: 2.8 mi from Lower Keys
    • Guest rating: 9.8/10 (Exceptional, 129 reviews)
    • Price: £366, includes taxes & fees, 15 Nov - 16 Nov, for Top Luxury Lower Keys Hotels
    • Review: Great location beautiful accommodations. House is great. Had everything we needed and hopefully we return next year.

    Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

    A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
    • Address: Cudjoe Key, FL, US
    • Location: 2.2 mi from Lower Keys
    • Guest rating: 10/10 (Exceptional, 1 review)
    • Price: £292, includes taxes & fees, 20 Nov - 21 Nov, for Top Luxury Lower Keys Hotels
    • Review: This property was meticulously clean and perfect for us. The property was decorated well-very home-like feel. The communication with the host was prompt and they answered all questions asked. In addition, we loved that we could bring our fur-babies (dogs) to the property with us. We highly recommend this property!

    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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    All you need to know about luxury holidays in Lower Keys

    What can I expect from a luxury Lower Keys holiday?

    Luxury on holiday is all about relaxing and feeling good. Whether you choose a sumptuous spa, Michelin-starred restaurant or super-king bed is your call. Use our amenities filters to find the things that tick all your boxes.

    How can I find all-inclusive luxury holidays in Lower Keys?

    Tick the all-inclusive and 5-star filters to find the crème de la crème of Lower Keys holidays. With everything included in the package price, you can drink and dine to your heart’s content, without worrying about that bill at the end.

    Can I book a cheap luxury holiday to Lower Keys?

    A luxury holiday doesn’t have to break the bank. Travel out of peak season, choose a hotel or resort a little way out or go for a last-minute getaway and you’ll find some cracking deals. Sort by price to find luxury holidays to Lower Keys starting at . Prices and availability are subject to change. Additional terms may apply.

    Are there luxury spa holidays in Lower Keys?

    For sunset massages on the shoreline and view-filled saunas, use our spa filter to find your ideal Lower Keys spa hotel. Book a whole weekend soaking away your stresses, or hop into the spa after the beach, some golf or a local advent-ahhhh.

    What should I look for when booking a luxury family holiday in Lower Keys?

    Luxury isn’t just for adults. Those little touches designed for little people make a family holiday genuinely stress free … which is the greatest luxury of all. Look for spacious suites, pools toddlers can splash in, and breakfast buffets with waffles, pancakes and Nutella galore.

    Can I book luxury last-minute holidays to Lower Keys?

    You can wangle a top-notch luxury holiday in Lower Keys for a fraction of the normal price by booking last minute. Just enter your dates and see what’s available – if you’re flexible ... even better!

    Can I book a luxury holiday in Lower Keys with free cancellation and/or flexible dates?

    If you’re splashing out on a luxury holiday, make sure your money is safe by booking with free cancellation. Just use the fully refundable filter and make sure you read all the terms and conditions.

    Why should I book my luxury travel to Lower Keys with Expedia?

    Nobody does luxury quite like Expedia. With so many gorgeous properties in Lower Keys to choose from, as well as access to first-class flight deals and hire cars with horsepower, there’s no better place to book.

    Explore a world of travel with Expedia