
Places to stay near Long Beach
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Top-rated vacation rentals near Long Beach
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Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

APRIL $Save $ Oceanfront 4 BIKES/2Kayaks. KING bed
*PERFECT LOCATION! * 35' Seawall *AWESOME 2 bedroom 2 full bath waterfront stilted house in Cudjoe Key. At MM# 23 only 25min to Key West. In a gated community of Venture Out Resort. *Sleeps 6 *55" TV *A/C *Fully equipped kitchen *Includes grill, 4 Bikes & 2 two-person Kayaks *PLUS: Pool, HotTub, Marina, Boat Ramp, Store, Playground, Game Room, Tennis, Library. Too much to list! WE WILL NEED YOUR EMAIL WHEN YOU CONFIRM THE BOOKING IN ORDER TO SEND YOU THE REGISTRATION FORMS AND THE RULE PACKET.

Cottage 30 min from Key West, free parking, pool
Escape the everyday and unwind under the stars in this charming, nature-surrounded getaway where deer are frequent visitors. This cozy tiny house of offers 1 bedroom, 1 bathroom, and 3 beds, comfortably sleeping up to 4 guests. Enjoy peaceful surroundings, fresh air, and convenient double parking with space for a truck and boat trailer—perfect for outdoor adventures and total relaxation. Ideal for couples, families, or friends seeking quiet nights, wildlife views, and a simple, memorable stay!

Oceanfront bliss heated pool beach U31
Escape to our oceanfront paradise, where serene ocean views await you! This updated condo offers a cozy king bed, a sofa sleeper, and modern comforts, including two new flat-screen TVs and a Keurig coffee maker. Dive into our large heated pool or explore the beach. Ideal for families and couples seeking a tranquil retreat, this condo combines comfort with the unique charm of the Florida Keys. Experience a slice of beach life, enhanced by our lovingly renovated space and exceptional ocean views.

FREE fish charter! Get Hooked private pool & dock
BOOK NOW to receive a FREE half day fishing charter on the Marathon Lady for up to 6 people!(booking starting on March 1, 2026) 4 bedroom/3 bath Canal front home. Beautifully decorated. 4 Bedroom. Two King Master Suites with attached baths. One on first floor. Fully stocked Gourmet Kitchen. Dining area seats 10. Flat screen cable TV's in each room including outside. Washer/Dryer. Private heated/chilled pool and dock. Tons of parking. Short walk to Sombrero Beach. NO PETS OF ANY KIND.

Family Suite at Sugarloaf Key Hotel (Pet Friendly)
Discover the perfect blend of comfort, relaxation and adventure at the Sugarloaf Key Hotel, nestled within the Sugarloaf Key / Key West KOA Resort campground. Newly built in 2023, this beautiful 6-person pet-friendly vacation suite offers everything you need for a great stay. Nestled amongst gorgeous tropical scenery, this resort includes robust amenities including resort-style pool and hot tub with an adjacent pub, quaint sand beach, marina, water rentals, café, camp store and more!

Waterfront Cozy Cottage with Boat Ramp & Dock!
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Spanish Queen @Venture Out
Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnished two-bedroom, 2 bath stilt home checks all the boxes for the ultimate Florida Keys Vacation. Sun- filled open floor plan allows family to spend the their precious time together cooking and entertaining. Two-2 person kayaks and 4 bikes included *** Please note that guests must pay a resort entry fee of $125 directly to security upon entry into the park***

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Welcome to your happy place in paradise! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!
Popular amenities for vacation rentals near Long Beach
Condo rentals with wifi

Villa 5027 on Duck Key BOAT SLIP available

Oceanfront Sunrise Condo Private Beach Heated Pool

Canal View Condo w/ Pool, Balcony & Bar

Tropical Escape at Sunrise

*New Luxury Beachfront* Kokomo Views-Private Beach

EYW Getaway

Private Beach in Marathons Key Colony Beach

Fully renovated 2/2 bath condo w/ shared pool!
Family-friendly house rentals

Ocean View in Cudjoe Key

W10 - 4 Bedroom Sombrero Isle Beauty on Crystal Lake

Chiquita Waterfront Canal Home

Ocean~View w/ Dock, Pool, Kayaks, King Bed

Oceanfront Cottage with 60’ Dock

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Serenity Oasis~Pool!~Putt-Putt!~Kayaks~Bikes~Spa

Coco Plum Waterfront Hideaway Home in Marathon
Apartment rentals with air conditioning

Casa Caribe 2bed2bath sleeps 6 beautiful decorated

Castaway Cove: Pet-friendly 2/2 condo near beach!

New Deluxe Duplex Unit, 1 Queen Bed, Unit D-1

Newly Renovated 2/2 Bath Condo, with shared pool

Relax with the whole family at this peaceful place

Dock POOL Kayaks Bikes Beach2mi WalkToStores

"Hemingway" 1 bedroom at Leo's

2 Bdrm Oceanfront Complex Private Beach & Pool
Other great vacation rentals near Long Beach

Keys Island Villa - Venture Out Home 354

Cozy Tiny Houseboat: Find Your Peace and Balance

Luxury Boat Stay | Resort Amenities

b watervibe

Rise And Shine On The Water

Gorgeous Ocean View Home!

Key West • 2 Cabin • Yacht by Luxury Sea Charters

Oceanview Marathon - Screened Porch, Theater & Bar
Destinations to explore
- Sombrero Beach
- Smathers Beach
- Sea Oats Beach
- Bahia Honda State Park
- Conch Key
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Sunset Park
- Dolphin Research Center
- Key West Lighthouse Museum
- Florida Keys Aquarium Encounters
- Robbies Marina Of Islamorada
- Key West Butterfly & Nature Conservatory
- The Turtle Hospital
- Boyd's Key West Campground
- Southernmost Point
- History Of Diving Museum
- Calusa Beach & Loggerhead Beach
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