Title: Summerland Key Beach Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6177802/bda449a1-0506-4d80-94a6-fb19766bc7f4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Summerland Key Beach Vacations ## Book a Beach Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Beach vacation packages in Summerland Key Price found within the past 48 hours. Click for updated prices. ![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/387d2cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Solé Miami, A Noble House Resort Ocean Four Save 100% on your flight $644 per person May 9 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (1,935 reviews) It’s hard to believe this is a 4 star hotel. The rooms are small and dated. We found some insect in our bathroom. They have only 1 or 2 working elevators at anytime and you need to wait for sometime. There was a lack of amenities that I thought would be complementary. For example I left my tooth brush and had to buy one in the store instead. Small things but at the price point it doesn’t quite add up. Dining was good, this was a highlight, several great waitstaff including Daniel. The beach access is incredible, they set up your chairs a towels and you can order drinks. Housekeeping, waitstaff and beach staff were amazing. Reviewed on Mar 4, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $5,086 per person Apr 20 - Apr 23 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![Mondrian South Beach](https://images.trvl-media.com/lodging/3000000/2200000/2190300/2190271/ac45c0a6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mondrian South Beach South Beach Save 100% on your flight $744 per person Apr 4 - Apr 11 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (2,697 reviews) The staff 5 stars the bartender outside at the restaurant he was always smiling it was so busy and he was never rude always great attitude super amazing Reviewed on Mar 3, 2026 ![Pelican Hotel](https://images.trvl-media.com/lodging/1000000/60000/55100/55046/0ba3314b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pelican Hotel South Beach Save 100% on your flight $898 per person May 23 - May 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (432 reviews) The hotel was OK but pricey. Breakfast included but limited to three dishes. The access to the beach waa 2 blocks away. No coffee. The staff was very good. maker in the room. The hotel carpets were overused Reviewed on Mar 3, 2026 ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $3,321 per person May 9 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,451 reviews) Good experience, pricey amenities Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Summerland Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Beach vacations in Summerland Key Price found within the past 48 hours. Click for updated prices. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe Save 100% on your flight $1,128 per person May 24 - May 29 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (1,298 reviews) Yes clean and nice staff Reviewed on Feb 21, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $5,086 per person Apr 20 - Apr 23 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $3,321 per person May 9 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,451 reviews) Good experience, pricey amenities Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Summerland Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Beach vacations in Summerland Key Price found within the past 48 hours. Click for updated prices. ![Isla Bella Beach Resort & Spa](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f6566b0f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Isla Bella Beach Resort & Spa Save 100% on your flight $874 per person Apr 14 - Apr 17 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (1,096 reviews) Beautiful sunrises and sunsets from oceanfront room. Reviewed on Mar 4, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $6,020 per person May 14 - May 17 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $1,398 per person Apr 20 - Apr 23 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,451 reviews) Good experience, pricey amenities Reviewed on Mar 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Summerland Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Beach vacations in Summerland Key Price found within the past 48 hours. Click for updated prices. ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn Save 100% on your flight $709 per person May 21 - May 25 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 7.8/10 Good! (1,007 reviews) Room did not have a water view as was listed on the site, pool was cold but clean. Staff was friendly and helpful. Reviewed on Mar 4, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/f54c02bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $2,028 per person May 18 - May 22 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (320 reviews) Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it. Reviewed on Feb 22, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $8,286 per person Apr 27 - May 1 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) Don't see what you're looking for? See all available trips from Columbus to Summerland Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find your perfect Summerland Key beach vacation #### How do I book the best Summerland Key beach vacation packages? Life’s a beach when you dive into our brilliant Summerland Key beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands. #### How can I find cheap beach vacations in Summerland Key? A rental steps from the shore creates an amazingly affordable Summerland Key beach vacation. Seaside sojourns during low season start from $644\. Prices and availability are subject to change. Additional terms may apply. #### When should I book a Summerland Key beach holiday? For a bustling beach break, book in . For a less crowded coast, is the time to turn up. #### How can I book the best family beach vacations in Summerland Key? With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love. #### How do I find a Summerland Key beachfront vacation? Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments. #### Can I book a package including a Summerland Key vacation beach house rental? Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal. #### Can I find Summerland Key beach vacation deals? Sort your search results by deals to delight in amazing Summerland Key beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline. #### Can I book a Summerland Key beach trip with free cancellation and/or flexible dates? Just like the Summerland Key tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility. #### Why should I book my Summerland Key beach vacation with Expedia? Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Summerland Key. (OK, maybe not that last part.) ## Top Beach Summerland Key Hotels ![Parmer's Resort](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/bc839964_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Parmer's Resort 565 Barry Avenue Summerland Key FL - 27 min drive from Florida Keys Beaches Make the most of this fantastic location, as you'll be within walking distance of a private beach when booking a getaway at this motel. An outdoor pool, beach ... 9/10 Wonderful! (1,007 reviews) Travelers like: on the beach, sun loungers, beach umbrellas, beach towels Travelers say... Beautiful property! Location was perfect for more laid back Reviewed on Mar 3, 2026 [](https://expedia.com/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/afeef809_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugarloaf Key Hotel at KOA Resort 251 Co Rd 939 Summerland Key FL - 10 min drive from Florida Keys Beaches Stroll along the shore in Summerland Key, as you'll be within walking distance of a private beach when booking a getaway at this hotel. Amenities at Sugarloaf ... 9.8/10 Exceptional! (498 reviews) Travelers like: on the beach, outdoor pool Travelers say... Clean and ac worked well. Very pet friendly Reviewed on Mar 3, 2026 [](https://expedia.com/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Looe Key Reef Resort](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/a7994045_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Looe Key Reef Resort 27340 Overseas Highway Summerland Key FL - 23 min drive from Florida Keys Beaches At this hotel, get ready to enjoy the sunsets on the beach in Summerland Key, as you'll be near the beach. An outdoor pool, a poolside bar, and a restaurant ... 7.6/10 Good! (1,006 reviews) Travelers like: close to beach, outdoor pool Travelers say... Hotel was old but clean. The Tiki hut bar is right there in the middle so when they have a band or music playing then you will be hearing it until they are done late night. Had cold Ac and hot shower so basically what is needed. Reviewed on Mar 5, 2026 [](https://expedia.com/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) [See all 604 properties in Summerland Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6177802) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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](https://expedia.com/Summerland-Key-Hotels.d6177802.Travel-Guide-Hotels)[ Vacation Rentals in Summerland Key ](https://expedia.com/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)[ Car Rentals in Summerland Key ](https://expedia.com/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)[ Summerland Key Vacations ](https://expedia.com/Summerland-Key.d6177802.Destination-Travel-Guides)[ Things to do in Summerland Key ](https://expedia.com/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app