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Cheeca Lodge & Spa Islamorada, Florida
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Hotel comparison guide

Cheeca Lodge & Spa vs La Siesta Resort & Villas

Cheeca Lodge & Spa is a five-star, family-friendly Islamorada resort centered on beachfront amenities, multiple restaurants, a spa and a fishing pier; read this if you want a full-service luxury Keys stay. La Siesta Resort & Villas is a four-star Islamorada property with individually decorated cottages and studio suites and a focus on waterfront leisure; read this if you prefer villa-style rooms and a more budget-conscious, low-key stay.

Updated · about 1.2 km apart

Curved resort pool lined with palm trees and lounge chairs at Cheeca Lodge & Spa

Cheeca Lodge & Spa

Luxury · Family-friendly · Beach & pier

Best for travelers who want resort-scale luxury, multiple dining options, a large spa and extensive on-site activities (golf, watersports, fishing pier).

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La Siesta Resort & Villas, Islamorada, Florida

La Siesta Resort & Villas

Villas · Waterfront · Leisure-focused

Best for guests who prefer villa-style accommodations, kitchenette-equipped rooms and a casual waterfront stay with a private beach and single pool.

Quick Verdict: Cheeca Lodge & Spa vs La Siesta Resort & Villas

When Cheeca Lodge & Spa wins: Choose Cheeca for a full-service, upscale experience—1,200 feet of private white-sand beach, multiple restaurants including a sushi bar and seafood flagship, a large spa, three resort pools (including an adults-only pool), a 525-foot fishing pier and extra activities like an executive 9‑hole golf course and lighted sport courts.

When La Siesta Resort & Villas wins: Pick La Siesta if you want a smaller property with individually decorated suites and cottages that include kitchenettes, an on-site marina/private beach feel, simpler dining options and a more relaxed, villa-focused pace at a lower star-rating and guest-cost profile.

Bottom line: Both are waterfront properties in Islamorada serving different priorities—Cheeca for full-service luxury and on-site programming; La Siesta for cottage- and suite-style stays and a quieter, leisure-focused visit.

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Cheeca Lodge & Spa vs La Siesta Resort & Villas – At a Glance

Side-by-side facts for Cheeca Lodge & Spa and La Siesta Resort & Villas
CategoryCheeca Lodge & SpaLa Siesta Resort & Villas
Overall vibeUpscale, full-service resort with many on-site activities and event venuesLaid-back, villa-style resort focused on waterfront leisure
Location (Islamorada)Atlantic-side resort at Mile Marker 82 with private white-sand beach and pier
SizeLarge resort across 27 acres with over 240 rooms and multiple venuesSmall property — 55 individually decorated guestrooms and cottages
Ages / audienceAll ages; seasonal Camp Cheeca kids' club and family pools plus adults-only poolAll ages (not adults-only); family-friendly policies with free stay for children 12 and under in existing bedding
PoolsThree outdoor pools on property: two oceanfront family pools + one adults-only relaxation pool (plus spa lap pool)One outdoor pool and a private beach; poolside bar on site
Restaurants & barsMultiple on-site restaurants and bars (Atlantic's Edge, Nikai Sushi Bar, Mia Cucina, Tiki Bar, 25 South, Pierre's, Beach Café)On-site cooked-to-order breakfast (fee), room service limited hours, poolside bar
Spa & wellnessThe Spa at Cheeca Lodge — 5,700 sq ft, six treatment rooms, fitness center, adults-only lap pool, daily 9 AM–6 PMNot published
Signature features1,200 ft private white-sand beach, 525-ft fishing pier, Jack Nicklaus-designed executive 9-hole golf courseIndividually decorated cottages and studio suites with kitchenettes; marina and private beach access
Accessibility & transportComplimentary resort shuttle; on-site parking and EV charging; no scheduled airport shuttleFree area shuttle; water dispenser, 24-hour front desk; nearest airport info published in listing
Room featuresWide range: rooms, oceanfront bungalows, casitas, multi-bedroom suites and villas (many family options)Kitchenettes, Egyptian cotton sheets specified, many oceanfront and garden-view studio suites and cottages

A Look Inside Cheeca Lodge & Spa

Cheeca Lodge & Spa: rooms & suitesRooms & suitesCheeca Lodge & Spa: pools & beachPools & beachCheeca Lodge & Spa: diningDiningCheeca Lodge & Spa: spa & wellnessSpa & wellness
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Location: Cheeca Lodge & Spa vs La Siesta Resort & Villas

Cheeca Lodge & Spa – Location

Cheeca sits on the Atlantic side of Islamorada at mile marker 82 with a long private beach and a 525-foot fishing pier.

  • 1,200 feet of private white-sand beach and the resort’s wooden fishing pier
  • Close to MoradaWay Arts & Cultural District and local breweries (short walks)
  • Resort operates a 24-hour guest shuttle for on-property transport

Cheeca is a landmark beachfront resort if you want direct Atlantic access and proximity to local Mile Marker 82 attractions.

La Siesta Resort & Villas – Location

La Siesta is a waterfront resort in Islamorada (Matecumbe) with cottages and studio suites and on-site marina/beach access.

  • Located on Overseas Highway in Matecumbe with a private beach and marina on property
  • A 4-minute walk from Indian Key Historic State Park per the supplier listing
  • Complimentary area shuttle and 24-hour front desk

La Siesta places you close to Indian Key and local waterfront attractions while keeping a lower-key, residential scale.

Rooms: Cheeca’s variety vs La Siesta’s cottages & suites

Cheeca Lodge & Spa – Rooms

Cheeca offers a broad mix of rooms, suites, bungalows and two-bedroom villas across a large property.

  • Over 240 rooms and suites across multiple buildings and bungalow/casita options
  • Family-friendly layouts including 1- and 2-bedroom suites and multi-bed options
  • Complimentary Wi‑Fi and resort-wide services; some pet-friendly rooms under 'Pups in Paradise' program

Choose Cheeca for variety and larger suites or villa-style options for groups and families.

La Siesta Resort & Villas – Rooms

La Siesta has 55 individually decorated guestrooms, many studio suites and oceanfront cottages with kitchenettes.

  • Room types include Ocean Front Cottage, OceanFront Casita, Studio Suite Ocean Front One King and multiple garden- and pool-view suites
  • Kitchenette-equipped units with refrigerator and microwave in most rooms
  • Pillowtop beds with Egyptian cotton sheets and in-room safes and desks

La Siesta is a solid option if you want cottage- or suite-style accommodations with kitchenettes in a smaller property.

Dining & drinks: multiple venues vs simple on-site options

Cheeca Lodge & Spa – Dining & drinks

Cheeca provides a broad on-site dining program spanning seafood, sushi, Italian, pool and beach bars.

  • Atlantic's Edge (seafood/steak) plus Nikai Sushi Bar, Mia Cucina and several bars including the Tiki Bar and 25 South
  • In-room dining available daily with delivery fee and service charge
  • Reservations recommended for flagship restaurants during peak times

Cheeca is better if you want varied on-site dining and evening options without leaving the resort.

La Siesta Resort & Villas – Dining & drinks

La Siesta offers cooked-to-order breakfasts for a fee, room service during limited hours and a poolside bar.

  • Cooked-to-order breakfast available daily from 7:00 AM to 11:00 AM for a surcharge
  • Room service operates during limited hours; a poolside bar serves drinks
  • Smaller dining footprint—expect fewer on-site restaurant choices

La Siesta suits travelers who plan to self-cater in kitchenette rooms or eat out locally rather than rely on many on-site restaurants.

Pools, beach & waterfront: pier and beach scale vs private beach and marina

Cheeca Lodge & Spa – Pools, beach & waterfront

Cheeca centers many activities around a long private beach, family pools and a dedicated adults-only pool plus a large pier.

  • Three outdoor pools on property: two oceanfront family pools and one adults-only relaxation pool
  • 1,200 feet of private white-sand beach and a 525-foot fishing pier
  • Extensive watersports program and a saltwater snorkeling lagoon

Cheeca is the choice for resort-style beach days, fishing from a long pier and multiple pool experiences.

La Siesta Resort & Villas – Pools, beach & waterfront

La Siesta has a private beach and marina plus a single outdoor pool and a poolside bar.

  • Private beach access and marina-on-site for waterfront recreation
  • One outdoor pool and a poolside bar for casual afternoons
  • Bicycle rentals and on-site kayaking/fishing options listed among amenities

La Siesta is better for quieter waterfront stays and simpler poolside time rather than multiple pool types.

Wellness & nightlife: full spa & activities vs low-key leisure

Cheeca Lodge & Spa – Wellness & nightlife

Cheeca has a full-service spa, fitness offerings and nightly live music at some venues.

  • The Spa at Cheeca Lodge — 5,700 sq ft, six treatment rooms, adults-only lap pool, open daily 9 AM–6 PM
  • Fitness center, yoga classes, water aerobics and active programming
  • Live music nightly at Atlantic's Edge and entertainment at the Tiki Bar on select nights

If spa treatments, scheduled fitness classes and evening programming matter, Cheeca has the infrastructure for them.

La Siesta Resort & Villas – Wellness & nightlife

La Siesta focuses on low-key leisure with limited on-site entertainment and simpler wellness offerings listed.

  • No full-service spa published in the supplier listing (Not published)
  • On-site bicycle rentals and kayaking listed among activities
  • Poolside bar and casual evenings rather than a broad entertainment calendar

La Siesta is aimed at relaxed days on the water and uncomplicated evenings rather than dedicated spa or nightlife programs.

Who Wins? Best Pick by Travel Style

Best for resort dining options
Spacious lobby seating area with chandeliers and bar at Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca — multiple restaurants (seafood, sushi, Italian) plus oceanfront and pool bars.

Best for villa-style or kitchenette rooms
La Siesta Resort & Villas, Islamorada, Florida

La Siesta Resort & Villas

La Siesta — individually decorated cottages and studio suites with kitchenettes.

Best for spa and wellness
Lobby lounge with sectional sofas and ocean mural behind the front desk at Cheeca Lodge & Spa

Cheeca Lodge & Spa

Cheeca — a full 5,700 sq ft spa, fitness center, classes and an adults-only spa pool.

Best for a smaller, quieter waterfront stay
La Siesta Resort & Villas, Islamorada, Florida

La Siesta Resort & Villas

La Siesta — smaller property scale, private beach/marina and single pool for a low-key visit.

Frequently asked questions

Cheeca Lodge & Spa vs La Siesta Resort & Villas: FAQs

See all FAQs →
Which property is better for families with kids?

Cheeca is more family-focused with Camp Cheeca for children 12 and under, family pools and many on-site activities; La Siesta is family-friendly but smaller in scale.

Do both hotels have beach access?

Yes. Cheeca has 1,200 feet of private white-sand beach and a large pier; La Siesta lists a private beach and marina on site.

Which property is better if I want in-room kitchen facilities?

La Siesta commonly lists kitchenettes in its guestrooms and cottages; Cheeca has villa and casita options but many standard rooms do not include kitchenettes.

Can I get spa treatments at both hotels?

Cheeca has a full-service spa with published hours and treatments. La Siesta's supplier listing does not publish a full-service spa.

More Cheeca Lodge & Spa Comparison Guides

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