
Casa Marina Key West
Best for travelers who want a full-service beachfront resort with multiple pools, a spa, and large event/wedding facilities.
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Casa Marina Key West is a historic, full-service 4-star oceanfront resort with private beach, on-site spa, multiple restaurants and large event spaces; read this if you want a resort with beachfront pools and a full program of services. Winslow's Bungalows Key West Historic Inns is a 4-star, bungalow-style property in Old Town Key West—read this if you prefer smaller, residential-style accommodations within walking distance of Duval Street.
Updated · about 0.8 km apart

Best for travelers who want a full-service beachfront resort with multiple pools, a spa, and large event/wedding facilities.

Best for travelers who want compact bungalow-style rooms in the heart of Old Town within easy walking distance of Duval Street.
When Casa Marina Key West wins: choose Casa Marina if you want private beach access, two oceanfront pools (including an adults-only pool), Spa al Maré, larger rooms and suites, and resort services geared to families, couples and events.
When Winslow's Bungalows wins: choose Winslow's if you prefer a smaller, historic bungalow experience, being centrally located (about a 5-minute walk to Duval Street) and staying in a property with multiple small outdoor pools and a poolside bar.
Bottom line: Casa Marina is the resort option for beach- and amenity-focused stays and events; Winslow's is a lower-scale, Old Town option for guests prioritizing proximity to downtown Key West and a bungalow atmosphere.
| Category | Casa Marina Key West | Winslow's Bungalows Key West Historic Inns |
|---|---|---|
| Overall vibe | Large historic oceanfront resort with resort services, event spaces and spa. | Small historic bungalow-style inn collection with a residential, Old Town feel. |
| Location | Oceanfront on private beach (Higgs Beach area), under a mile from Duval Street. | Central Old Town address (725 Truman Avenue), about a 5-minute walk to Duval Street. |
| Size | 311 rooms and suites across multiple buildings. | 85 guestrooms. |
| Age policy / audience | Family-friendly; children welcome; adults-only pool available. | Not adults-only; welcomes guests of all sexual orientations and gender identities. |
| Pools & beach | Two refurbished oceanfront pools (one adults-only, one family) plus private beach access (~1,100 ft private shoreline). | Three outdoor pools and a poolside bar; not a beachfront property. |
| Restaurants & bars | Multiple outlets including Dorada (oceanfront Baja‑Med) and The Canary Room cocktail bar, plus Flagler's Restaurant and Morrison's Market. | Bungalow Bar (poolside) and one bar/lounge; continental breakfast available for a surcharge. |
| Spa & wellness | Spa al Maré with massages, facials, beachfront cabanas, fitness center and scheduled yoga. | Not published |
| Known for | Largest private beach in Key West for a hotel, large event and wedding venues, full resort services. | Historic bungalow accommodations in a central Old Town location close to Duval Street. |
| Onsite parking | Self- and valet parking are available (fees apply). | Self parking (surcharge) available onsite. |
| Wi‑Fi & practicals | Resort fee applies; internet access included in the resort charge for public areas; in-room access policies vary. | Free WiFi; front desk with limited hours (7:00 AM–11:00 PM). |
Casa Marina sits directly on more than 1,100 feet of private Key West shoreline near Higgs Beach and within easy reach of Old Town.
Choose Casa Marina if you want direct ocean access and resort beach facilities.
Winslow's Bungalows is in central Old Town at 725 Truman Avenue, placing you within a short walk of Duval Street and historic attractions.
Choose Winslow's if you want to stay in Old Town within easy walking distance of bars, restaurants and galleries.
Casa Marina offers 311 rooms and suites in a mix of oceanfront, pool view and city-view layouts, including multi-room suites.
Pick Casa Marina for more room types and larger suites suited to families, groups and events.
Winslow's offers bungalow-style and classic rooms across 85 guestrooms with many named room types.
Pick Winslow's for smaller, character rooms and bungalow layouts in an Old Town setting.
Casa Marina has multiple dining outlets and bars including an oceanfront signature restaurant and a lobby cocktail bar.
Choose Casa Marina for more on-site dining variety and oceanfront meal options.
Winslow's focuses on a smaller food-and-drink footprint centered on poolside service.
Choose Winslow's if you plan to eat out in Old Town and want a simple on-site bar for casual meals and drinks.
Casa Marina centers on its private beach plus two refurbished oceanfront pools (adults-only and family-friendly).
Choose Casa Marina if large beachfront and pool facilities matter to you.
Winslow's provides a quieter bungalow-pool experience with multiple outdoor pools and a poolside bar.
Choose Winslow's for a compact stay with multiple small pools and easy walking access to Old Town beaches.
Casa Marina offers a full spa program and a larger fitness center plus evening bars on property.
Choose Casa Marina if you want a full spa and fitness program on-site plus resort evening dining.
Winslow's has limited on-site wellness details and is best used as a base for exploring Key West nightlife.
Choose Winslow's if you want front‑door access to Key West nightlife and will use off-site spas or fitness options.

Casa Marina — private beach, two oceanfront pools, full spa and large event spaces.

Winslow's Bungalows — central Truman Avenue location a short walk from Duval Street and historic sites.

Winslow's Bungalows — bungalow-style rooms and a more residential, intimate setting.

Casa Marina — extensive indoor/outdoor event spaces and large wedding capacities, plus beachfront ceremony options.
Winslow's Bungalows is closer—about a 5-minute walk to Duval Street; Casa Marina is under a mile and within walking or short local-ride distance.
Casa Marina has roughly 1,100 feet of private beach. Winslow's is not a beachfront property; beaches are within a short walk.
No—Winslow's Bungalows is not published as adults-only; it welcomes a broad range of guests.
Casa Marina — Spa al Maré is on the property and offers a full menu of treatments; Winslow's does not publish an on-site spa.
Explore how Casa Marina Key West stacks up against other hotels nearby:
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