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Key West accommodations for a group of 13 men around 40 years old, seeking hotels with pools and king beds, offering adult-only environments, proximity to nightlife on Duval Street, beaches, and local landmarks like the Ernest Hemingway Home.

Key West

Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool. The property features pool and garden views, and is 1.8 km from South Beach. The bed and breakfast has facilities for disabled guests.

Fitted with a terrace, the units offer air conditioning and feature a flat-screen TV and a private bathroom with walk-in shower and a hair dryer. Some units have a balcony and/or a patio with sea views. At the bed and breakfast, every unit is equipped with bed linen and towels.

A bar can be found on-site.

The area is popular for snorkelling and cycling, and bike hire is available at the bed and breakfast. Guests can relax in the garden at the property.

Popular points of interest near Key West Harbor Inn - Adults Only include Mallory Square, Key West Aquarium and Mallory Dock. The nearest airport is Key West International Airport, 4 km from the accommodation.

Key West Harbor Inn - Adults Only

This adult-only Key West H2O Suites is 200 metres from Duval Street and features a year-round outdoor rooftop pool with a sun terrace. Guests can enjoy the on-site bar.

A flat-screen TV, as well as an iPod docking station are featured. All rooms have a sitting are and view of the tropical courtyard. Certain rooms include a private pool. The rooms come with a private bathroom. Extras include bathrobes, slippers and free toiletries.

The property provides a free welcome drink upon arrival and a complimentary happy hour for everyone. You will find a 24-hour front desk at the property.

The resort also offers bike hire. Southernmost Point is 400 metres from H2O Suites, while Ernest Hemingway Home and Museum is 500 metres from the property. The nearest airport is Key West International Airport, 4 km from the property.

H2O Suites- Adults Only

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away.

A TV, telephone, and a refrigerator are included in all rooms at Key West’s Simonton Court. A balcony or patio is also featured in addition to an en suite bathroom.

The gallery photos show examples of different bedrooms in each category.

Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden.

Kindly note that private parking is available upon request as there are limited spots. Please inform the property in advance.

A concierge service and daily maid service are also available.

The Southernmost Point of the continental United States of America is 5 minutes’ drive from the inn. Mallory Square is 2 minutes’ drive from the property, and Smathers Beach is 4.2 km away.

Simonton Court Historic Inn & Cottages

Set in Key West, less than 1 km from South Beach, La Pensione Inn - Adult Exclusive offers accommodation with an outdoor swimming pool, free private parking, a shared lounge and a terrace. Among the facilities at this property are a 24-hour front desk and a concierge service, along with free WiFi throughout the property. The property is 1.2 km from Fort Zachary Taylor State Park Beach, and within 600 metres of the city centre.

All units in the hotel are fitted with a coffee machine and an iPod docking station. Complete with a private bathroom equipped with a shower and free toiletries, the units at La Pensione Inn - Adult Exclusive have a flat-screen TV and air conditioning, and certain rooms will provide you with a balcony. All rooms will provide guests with a fridge.

The accommodation offers a buffet or continental breakfast.

The area is popular for cycling, and bike hire is available at La Pensione Inn - Adult Exclusive.

Popular points of interest near the hotel include Higgs Beach, Rest Beach and Ernest Hemingway Home and Museum. Key West International Airport is 3 km away.

La Pensione Inn - Adult Exclusive

Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, and the shops and restaurants of Mallory Square are 14 minutes’ drive.

A 42-inch flat-screen TV with high-definition channels, a refrigerator, and a coffee machine are provided in all rooms. Extras include an en suite with free toiletries as well as a desk and blackout drapes.

Set amid lush landscaping and featuring a rock waterfall, the pool at Havana Cabana at Key West. offers a spacious seating area for sunbathing. An on-site hot tub is nestled nearby.

Duval Street is 15 minutes’ drive while Key West International Airport is 5 minutes’ drive.

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Key West Hotels with Pool and King Beds for Bachelor Party (Sept 2025)

Parking

Restaurant

Pets allowed

Room service

Meeting/banquet facilities

24-hour front desk

Tennis court

Sauna

Fitness centre

Golf course (within 3 km)

Garden

Terrace

Non-smoking rooms

Airport shuttle

Fishing

Business centre

Babysitting/child services

Laundry

Dry cleaning

Continental breakfast

Facilities for disabled guests

Skiing

Barber/beauty shop

Family rooms

Games room

Casino

Breakfast in the room

Ironing service

Free parking

Internet services

Lift

Express check-in/check-out

Solarium

Safety deposit box

Valet parking

Currency exchange

Spa and wellness centre

Massage

Children's playground

Billiards

Table tennis

Karaoke

Windsurfing

Darts

Hot tub/Jacuzzi

Soundproof rooms

Canoeing

Hiking

Chapel/shrine

BBQ facilities

Packed lunches

Car hire

Cycling

Bowling

Tour desk

Hammam

Heating

Fax/photocopying

Diving

Horse riding

Squash

Snorkelling

Luggage storage

WiFi

Mini golf

Ski storage

Ski school

Allergy-free room

Indoor pool

Outdoor pool

Free WiFi

Non-smoking throughout

Air conditioning

Designated smoking area

ATM/cash machine on site

Private beach area

Restaurant (à la carte)

Restaurant (buffet)

Snack bar

Sun terrace

Outdoor pool (all year)

Outdoor pool (seasonal)

Indoor pool (all year)

Indoor pool (seasonal)

Concierge service

Entertainment staff

Nightclub/DJ

Private check-in/check-out

Shuttle service (free)

Shuttle service (additional charge)

Ski equipment hire on site

Ski pass vendor

Ski-to-door access

Special diet menus (on request)

Trouser press

Vending machine (drinks)

Vending machine (snacks)

Water sport facilities on site

Hot spring bath

General

Activities

Services

Room Amenities

Bathroom

Media & Technology

Food & Drink

Services & Extras

Outdoor & View

Internet

Kitchen

Outdoors

View

Living Area

Bedroom

Layout

Accessibility

Building characteristics

Pool and wellness

Transport

Reception services

Common areas

Entertainment and family services

Cleaning services

Business facilities

Shops

Miscellaneous

Bath/Hot spring

Hostel facilities

Safety & security

Your sustainability practices

Safety features

Hygiene

Physical distancing

Cleanliness & disinfecting

Food & drink safety

Self check-in

Exclusive services