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Accommodations in Summerland Key You’ll Love

Affordable, Top-Rated Places to Stay in Summerland Key – For Every Budget

Looking for accommodation in Summerland Key (Florida)? Discover a wide range of places to stay starting at just $63.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Summerland Key accommodation today!

We found 60 Accommodations in Summerland Key and the surrounding area (within 20 miles)

Looe Key Reef Resort and Dive Center in Summerland Key, USA

Looe Key Reef Resort and Dive Center

Motel in Summerland Key, Florida , 27340 Overseas Highway
In the Florida Keys, this Ramrod Key resort features a full-service dive center, an outdoor pool and Tiki Bar.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Outdoor pool

Good 294 Reviews 7.0

from $119.94 Show details »

Parmers Resort in Little Torch Key, USA

Parmers Resort

Resort in Little Torch Key near Summerland Key, Florida , 565 Barry Ave
Located in Little Torch Key, 25 miles from Florida Keys Aquarium Encounters, Parmers Resort has accommodations with a shared lounge, private parking, ...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Fabulous 418 Reviews 8.6

from $128.36 Show details »

Deer Run on the Atlantic in Big Pine Key, USA

Deer Run on the Atlantic

B&B in Big Pine Key near Summerland Key, Florida , 1997 Long Beach Road
Deer Run on the Atlantic in Big Pine Key provides adults-only accommodations with a private beach area, water sports facilities, and free bikes.
  • Parking
  • Pets allowed
  • Breakfast in the room
  • Allergy-free room

Exceptional 5 Reviews 9.8

from $463.75 Show details »

Tranquility in Paradise - Cudjoe in Summerland Key, USA

Tranquility in Paradise - Cudjoe

Holiday home in Summerland Key, Florida , 21069 5th Avenue
Tranquility in Paradise - Cudjoe is located in Summerland Key, just 21 miles from Ernest Hemingway Home and Museum and 21 miles from Duval Street.
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 1 Reviews 10.0

from $87.00 Show details »

Villa of the Setting Sun in Pirates Cove, USA

Villa of the Setting Sun

Holiday home in Pirates Cove near Summerland Key, Florida
Villa of the Setting Sun offers accommodations in Pirates Cove, 20 miles from Ernest Hemingway Home and Museum and 20 miles from Duval Street.
  • Parking
  • Sauna
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 1 Reviews 8.0

from $2.392.88 Show details »

Parrotfish Pointe in Cudjoe Key, USA

Parrotfish Pointe

Holiday home in Cudjoe Key near Summerland Key, Florida
Parrotfish Pointe is located in Cudjoe Key, just 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $59.00 Show details »

Hawkins Lookout in Cudjoe Key, USA

Hawkins Lookout

Holiday home in Cudjoe Key near Summerland Key, Florida
Hawkins Lookout is located in Cudjoe Key, just 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street.
  • Parking
  • Pets allowed

no reviews

from $73.00 Show details »

Summerland Canal in Summerland Key, USA

Summerland Canal

Holiday home in Summerland Key, Florida
Summerland Canal is located in Summerland Key, just 25 miles from Ernest Hemingway Home and Museum and 25 miles from Duval Street.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $67.00 Show details »

The Blue Marlin in Cudjoe Key, USA

The Blue Marlin

Holiday home in Cudjoe Key near Summerland Key, Florida
The Blue Marlin is located in Cudjoe Key, just 23 miles from Key West Aquarium and 23 miles from Mallory Dock.
  • Parking
  • Pets allowed

no reviews

from $84.00 Show details »

Skyway Living in Summerland Key, USA

Skyway Living

Holiday home in Summerland Key, Florida
Skyway Living offers accommodations in Summerland Key, 25 miles from Ernest Hemingway Home and Museum and 25 miles from Duval Street.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $63.00 Show details »

The Mermaid Manor in Cudjoe Key, USA

The Mermaid Manor

Holiday home in Cudjoe Key near Summerland Key, Florida
The Mermaid Manor offers accommodations in Cudjoe Key, 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $90.00 Show details »

Sunset Villa in Big Pine Key, USA

Sunset Villa

Holiday home in Big Pine Key near Summerland Key, Florida
Sunset Villa is located in Big Pine Key, just 15 miles from Seven Mile Bridge and 24 miles from Captain Hook s Marina Dive Center.
  • Parking
  • Pets allowed

no reviews

from $77.00 Show details »

Island Oasis ~ YOUR Paradise Awaits! in Cudjoe Key, USA

Island Oasis ~ YOUR Paradise Awaits!

Holiday home in Cudjoe Key near Summerland Key, Florida , 701 Spanish Main Drive
Island Oasis ~ YOUR Paradise Awaits! offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Stree...
  • Parking
  • Outdoor pool
  • Kids' pool
  • Swimming pool
  • Swimming Pool

Very good 4 Reviews 8.0

from $256.59 Show details »

Key Lime Time in Cudjoe Key, USA

Key Lime Time

Holiday home in Cudjoe Key near Summerland Key, Florida
Offering pool views, Key Lime Time in Cudjoe Key provides accommodations and a garden.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $100.00 Show details »

OCEANIA... water front cottage retreat ~ in Cudjoe Key, USA

OCEANIA... water front cottage retreat ~

Villa in Cudjoe Key near Summerland Key, Florida , 701 Spanish Main Drive
Providing a garden, OCEANIA...
  • Parking
  • Sauna
  • Family rooms
  • Outdoor pool
  • Kids' pool

Good 18 Reviews 7.7

from $313.58 Show details »

NAUTILUS...ocean front cottage retreat ~ in Cudjoe Key, USA

NAUTILUS...ocean front cottage retreat ~

Villa in Cudjoe Key near Summerland Key, Florida , 701 Spanish Main Drive
Providing a garden, NAUTILUS...ocean front cottage retreat ~ features accommodations in Cudjoe Key.
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' pool
  • Swimming pool

Superb 22 Reviews 9.3

from $322.44 Show details »

The Nautical Nimbus in Big Pine Key, USA

The Nautical Nimbus

Holiday home in Big Pine Key near Summerland Key, Florida
The Nautical Nimbus offers accommodations in Big Pine Key, 30 miles from Ernest Hemingway Home and Museum and 30 miles from Duval Street.
  • Parking

no reviews

from $93.00 Show details »

Big Pine Key Motel in Big Pine Key, USA

Big Pine Key Motel

Motel in Big Pine Key near Summerland Key, Florida , 30725 Overseas Highway
Located in Big Pine Key, within 22 miles of Florida Keys Aquarium Encounters and 30 miles of Ernest Hemingway Home and Museum, Big Pine Key Motel has ...
  • Parking
  • Restaurant

Good 503 Reviews 7.4

from $170.60 Show details »

Pelicans Roost, Waterfront comfort at Venture Out in Cudjoe Key, USA

Pelicans Roost, Waterfront comfort at Ve...

Holiday home in Cudjoe Key near Summerland Key, Florida , 701 Spanish Main Drive Unit 454
Featuring free bikes, Pelicans Roost, Waterfront comfort at Venture Out provides accommodations in Cudjoe Key.
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Kids' pool

Fabulous 23 Reviews 8.9

from $310.32 Show details »

Salty Slumber Relaxing 2 bedroom 2 bath Get Away in the Lower Keys in Summerland Key, USA

Salty Slumber Relaxing 2 bedroom 2 bath...

Holiday home in Summerland Key, Florida , 1323 Hudgins Drive
26 miles from Ernest Hemingway Home and Museum in Summerland Key, Salty Slumber Relaxing 2 bedroom 2 bath Get Away in the Lower Keys provides accommod...
  • Parking
  • Pets allowed
  • Sauna
  • Family rooms

no reviews

from $70.00 Show details »

Dock Holiday in Cudjoe Key, USA

Dock Holiday

Holiday home in Cudjoe Key near Summerland Key, Florida
Dock Holiday offers accommodations in Cudjoe Key, 23 miles from Duval Street and 23 miles from Southernmost Point.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 6 Reviews 7.1

from $351.48 Show details »

Waterfront Cozy Cottage with Boat Ramp & Dock in Little Torch Key, USA

Waterfront Cozy Cottage with Boat Ramp &...

Holiday home in Little Torch Key near Summerland Key, Florida , 363 Barry Avenue
Waterfront Cozy Cottage with Boat Ramp & Dock is located in Little Torch Key, just 29 miles from Ernest Hemingway Home and Museum and 29 miles from Du...
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $84.00 Show details »

Waterfront Beach House with Dock & Heated Pool in Summerland Key, USA

Waterfront Beach House with Dock & Heate...

Holiday home in Summerland Key, Florida , 263 Barry Avenue
Waterfront Beach House with Dock & Heated Pool offers accommodations in Summerland Key, 25 miles from Florida Keys Aquarium Encounters and 28 miles fr...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming Pool

no reviews

from $85.00 Show details »

Waterfront Anchor House with Boat Basin & Ramp in Summerland Key, USA

Waterfront Anchor House with Boat Basin...

Holiday home in Summerland Key, Florida , 373 Barry Avenue
Waterfront Anchor House with Boat Basin & Ramp is located in Summerland Key, just 29 miles from Ernest Hemingway Home and Museum and 29 miles from Duv...
  • Parking
  • Pets allowed

Exceptional 2 Reviews 9.5

from $87.00 Show details »

Waterfront Haven House with Boat Basin & Ramp in Summerland Key, USA

Waterfront Haven House with Boat Basin &...

Holiday home in Summerland Key, Florida , 371 Barry Avenue
Waterfront Haven House with Boat Basin & Ramp offers accommodations in Summerland Key, 29 miles from Ernest Hemingway Home and Museum and 29 miles fro...
  • Parking
  • Pets allowed

Fabulous 5 Reviews 9.0

from $89.00 Show details »

Number of Accommodations in Summerland Key 60
Number of guest ratings 1,240
Average price per night $283.00
Lowest price per night $63,00
Highest price per night $1.645,02

Top 10 Most Popular Accommodations in Summerland Key

Explore the Most Popular Accommodations in Summerland Key – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Summerland Key

Discover the Cheapest Accommodations in Summerland Key – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Summerland Key

Check out the Most Booked Accommodations in Summerland Key – Based on Guest Popularity.

Discover Summerland Key – Your Guide to the Best Places to Stay

Planning a trip to Summerland Key? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Summerland Key offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Summerland Key, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Summerland Key, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Summerland Key

To find the perfect place to stay in Summerland Key, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com