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Three Waters Resort and Marina Islamorada, Florida
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Hotel comparison guide

Three Waters Resort and Marina vs Cheeca Lodge & Spa

Three Waters Resort and Marina is a social, marina-forward Islamorada resort with multiple pools, beaches, a 72-slip marina, and family-friendly programming. Cheeca Lodge & Spa is an iconic, full-service beachfront luxury resort with a large spa and classic Florida Keys atmosphere — read this if you’re choosing between a lively marina resort or a beachfront spa-focused stay.

Updated · about 2.0 miles (3.2 km) apart

Aerial view of Three Waters Resort and Marina pool, decks and oceanfront shoreline.

Three Waters Resort and Marina

marina · 3 pools · family-friendly

Best for active families, boaters, and guests who want a social marina with multiple pools, restaurants, and on-site water activities.

See rooms & suites
Cheeca Lodge & Spa, Islamorada, Florida

Cheeca Lodge & Spa

beachfront · full-service spa · iconic

Best for travelers who want a classic beachfront luxury hotel with a larger spa program and traditional Keys resort atmosphere.

Quick Verdict: Three Waters Resort and Marina vs Cheeca Lodge & Spa

When Three Waters wins: Choose Three Waters Resort and Marina if you want a lively, activity-driven stay — a full-service 72-slip marina, Rum Runner water taxi access to sister properties, three pools (including an adults-only Cove pool), and a wide set of casual and elevated dining options make it better for families, boaters, and groups.

When Cheeca wins: Pick Cheeca Lodge & Spa if a traditional beachfront property with an established spa program, formal restaurant options, and resort polish is your priority — it’s one of Islamorada’s best-known luxury resorts with onsite tennis courts, organized family programming, and a private beach.

Bottom line: Both are upscale Islamorada waterfront stays; Three Waters skews social and marina-focused with more on-site dining and activity variety, while Cheeca skews classic beachfront luxury with a stronger spa/clubhouse feel. Your decision should hinge on whether you want marina action and multiple pools (Three Waters) or a more formal beachfront-luxury spa environment (Cheeca).

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Three Waters Resort and Marina vs Cheeca Lodge & Spa – At a Glance

Side-by-side facts for Three Waters Resort and Marina and Cheeca Lodge & Spa
CategoryThree Waters Resort and MarinaCheeca Lodge & Spa
Overall vibeSocial, marina-first, activity-heavyIconic beachfront, resort‑and‑spa polish
LocationMile Marker 84, waterfront with marina81801 Overseas Highway, Mile Marker 82, beachfront
Size (rooms)214 rooms, suites, and cottages243 guestrooms
Audience / age policyAll ages overall; The Cove is 21+ enclaveAll ages (not adults-only)
PoolsThree outdoor pools, including a 21+ Cove pool; Kokomo swim-up bar
Restaurants & barsNine+ venues (Kindler Wood-Fired Fare, Little Limón rooftop, Mercado Morada, Tiki Bar, Kokomo swim-up bar, etc.)3 restaurants, 2 poolside bars, coffee shop; 24-hour room service available
Spa & wellnessOceanside Massages / Ooh La La beach massages and open-air fitness optionsFull-service spa with massages, body treatments, facials, sauna and fitness offerings
Marina & boatingFull-service marina with 72 slips and transient slips; fishing charters on siteBoat tours on site and boat access nearby; supplier listing notes on-site boats
Family featuresKids' activities, arcade/game room, children's pools, soft-serve window (Lucky Twist)Children's club (free), children's games, family-friendly beaches
Event & meeting spaceExtensive event options with multiple beachfront venues and large capacities (beach venues up to 400)Conference space and 5 meeting rooms totalling ~10,000 sq ft

A Look Inside Three Waters Resort and Marina

Three Waters Resort and Marina: rooms & suitesRooms & suitesThree Waters Resort and Marina: pools & beachPools & beachThree Waters Resort and Marina: diningDiningThree Waters Resort and Marina: spa & wellnessSpa & wellness
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Location: Three Waters vs Cheeca Lodge & Spa

Three Waters Resort and Marina – Location

Three Waters sits at mile marker 84 on 15 waterfront acres with an on-site full-service marina.

  • Full-service 72-slip marina; deepest channel in the Upper Keys
  • Steps from local attractions like Windley Key Fossil Reef and Theater of the Sea
  • Rum Runner water taxi to sister properties and on-property shuttle service

Choose Three Waters for marina access, easy boat-based outings, and a central Islamorada spot near local attractions.

Cheeca Lodge & Spa – Location

Cheeca Lodge & Spa is a beachfront resort at Mile Marker 82 in Islamorada.

  • Private beach and beach towels provided
  • Near MoradaWay Arts & Cultural District and Florida Keys Brewing Co.
  • Preferred airport listed as Miami Intl. Airport (MIA)

Choose Cheeca for a straight beachfront location close to Islamorada’s restaurants and cultural spots.

Rooms: Variety and who they fit

Three Waters Resort and Marina – Rooms

Three Waters offers 214 rooms, suites, and cottages across several room types including Cove (21+) options.

  • Multiple Cove room types reserved for guests 21 and older
  • Options include oceanfront suites and multi-bedroom suites for families
  • Free Wi‑Fi in rooms; enhanced Wi‑Fi included with resort fee

Three Waters has a broad room mix that suits families, groups, and adults seeking a 21+ enclave.

Cheeca Lodge & Spa – Rooms

Cheeca Lodge & Spa lists 243 guestrooms spanning bungalows, lodges and suites.

  • Room types include Bungalow (Oceanside), Lodge Oceanfront King Suite, Premier Oceanfront King Suite, and multiple suite variants
  • Rooms have private balconies and LED TVs; designer toiletries in bathrooms
  • Concierge services and 24-hour front desk

Cheeca’s room lineup is large and skewed toward traditional resort rooms and standalone bungalows for a classic Keys stay.

Dining & drinks: range and signature spots

Three Waters Resort and Marina – Dining & drinks

Three Waters emphasizes on-site variety with casual and elevated options across the property.

  • Signature: Kindler Wood-Fired Fare (breakfast, brunch, dinner) and Little Limón rooftop
  • Historic Tiki Bar (birthplace of the Rum Runner) and Mercado Morada waterfront dining
  • Kokomo swim-up bar, Hideaway adult-only lounge, Islamorada Pizza Co., Lucky Twist and Starbucks

Three Waters is better if you want many on-site dining choices and lively evening venues.

Cheeca Lodge & Spa – Dining & drinks

Cheeca lists three restaurants plus poolside bars and 24-hour room service.

  • Atlantics Edge is a featured dining outlet (one of three on property)
  • Two poolside bars and a coffee shop/cafe for snacks
  • Full breakfasts available for a surcharge

Cheeca focuses on classic resort dining and room service rather than a wide cluster of theme-driven venues.

Pools, beach & signature amenity

Three Waters Resort and Marina – Pools, beach & signature amenity

Three Waters has three year-round pools, three beaches and a lively swim-up bar.

  • Pools: Kokomo (swim-up bar), Overseas Pool, The Cove (21+ adults-only)
  • Five beaches across the resort collection, with Cove offering a private walk-in beach
  • Daily resort fee includes beach/pool loungers, towels, water taxi and activity rentals

Pick Three Waters for multiple pool scenes, family beaches, and a dedicated adults-only enclave.

Cheeca Lodge & Spa – Pools, beach & signature amenity

Cheeca also lists three outdoor pools and a private beach.

  • Private beach with beach toys and sun loungers
  • Three pools and poolside bars for daytime relaxation
  • Spa cabanas and beach yoga noted among amenities

Cheeca is a solid choice if you want traditional beachfront pools and a quieter beachfront setting.

Wellness & nightlife: spa, fitness, and evening options

Three Waters Resort and Marina – Wellness & nightlife

Three Waters mixes open-air fitness and oceanside massages with active evening venues.

  • Oceanside Massages (Ooh La La) and beachfront treatments
  • Outdoor Fitness Center and a 21+ Wave Motion Studio at The Cove
  • Evening live music at the Tiki Bar and late-night casual options

Three Waters blends casual nightlife with beachside treatment options and activity-focused wellness.

Cheeca Lodge & Spa – Wellness & nightlife

Cheeca offers a full-service spa and organized wellness options.

  • Full-service spa offering massages, body treatments, facials and sauna
  • Fitness offerings and on-site tennis courts (10 outdoor courts listed in supplier amenities)
  • Relaxed evening scene with bars and onsite restaurants; some evening programming

Cheeca is the stronger pick for an onsite full-service spa and a more traditional resort wellness program.

Who Wins? Best Pick by Travel Style

Best for boaters & anglers
Three Waters Resort and Marina lobby seating area with green chairs and sculptural stone feature.

Three Waters Resort and Marina

Full-service 72-slip marina, transient slips, and on-site fishing charters make Three Waters the clear pick for boating and fishing.

Best for a classic beachfront resort stay
Cheeca Lodge & Spa, Islamorada, Florida

Cheeca Lodge & Spa

Cheeca’s long-standing beachfront location, spa, and traditional resort layout suit travelers looking for a conventional Keys hotel experience.

Best for families and groups
Three Waters Resort and Marina lobby lounge with velvet chairs and wood display shelving.

Three Waters Resort and Marina

Three Waters’ multiple pools, children’s activities, arcade/game room, and many casual dining options give families more variety on site.

Best for spa-focused relaxation
Cheeca Lodge & Spa, Islamorada, Florida

Cheeca Lodge & Spa

Cheeca lists a full-service spa with massages, body treatments, facials and sauna facilities for guests prioritizing spa services.

Frequently asked questions

Three Waters Resort and Marina vs Cheeca Lodge & Spa: FAQs

See all FAQs →
Which property is better for boating and fishing?

Three Waters — it has a full-service marina with 72 slips and regular fishing charters; Three Waters is tailored to boaters.

Is either property adults-only?

Neither property is entirely adults-only. Three Waters includes The Cove, a 21+ enclave, while Cheeca is an all-ages beachfront resort.

Which hotel has more on-site dining options?

Three Waters has a larger collection of on-site dining outlets and bars (numerous venues including Kindler, Little Limón, Tiki Bar, Kokomo and more).

Which resort has a bigger spa program?

Cheeca lists a full-service spa with multiple treatment types; Three Waters offers oceanside spa services and beach massages but Cheeca’s supplier listing emphasizes a larger traditional spa program.

More Three Waters Resort and Marina Comparison Guides

Explore how Three Waters Resort and Marina stacks up against other hotels nearby:

Private pool cabana and loungers with ocean view at Three Waters Resort and Marina
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The nightly rate shown is the lowest nightly rate we found for Three Waters Resort and Marina after searching every available night up to 12 months in advance, based on single occupancy (one guest). We compared that rate with publicly available rates on other online travel agencies (OTAs), such as Expedia, Hotels.com and similar sites, and show the price difference we found. We don't name the specific site each comparison came from.

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