Chesapeake Beach Resort vs Drop Anchor
Both are in Islamorada (FL), 2.3 km apart. Here is where each one is stronger.
Resort★★½Islamorada
Chesapeake Beach Resort
- Guest rating
- 8.9 Excellent
- Location score
- 3.4
- Score by category
- 4 of 8
The short answer
Pick Chesapeake Beach Resort
It comes out ahead on 4 of 8 compared facts. 2.3 km apart.
Choose Chesapeake Beach Resort if you want
- the more consistently praised stay (8.9 / 6.3)
- to walk to the sights (2.4 km / 4.6 km)
- a big hotel with more facilities (Rooms: 65 / 10)
Choose Drop Anchor if you want
- a smaller, quieter hotel (Rooms: 10 / 65)
Why is Chesapeake Beach Resort better than Drop Anchor?
- 12.3 km closer to the city centre−2.3 km
- 2More guest reviews (71 vs 3), so the rating is more reliable×24
- 3A larger hotel with more facilities (65 vs 10 rooms)×6.5
Why is Drop Anchor better than Chesapeake Beach Resort?
- 1Higher star rating (3★ vs 2.5★)+0.5★
- 2Earlier check-in (14:00 vs 16:00)−2h
- 3A smaller, more intimate hotel (10 vs 65 rooms)−55
All compared facts
Every category is scored from 0 to 10 with the same formula for every hotel.
| Chesapeake Beach Resort vs Drop Anchor: which hotel is better? | Chesapeake Beach Resort | Drop Anchor |
|---|---|---|
| Score by category | ||
| Guest rating | 8.9 | – |
| Location | 3.4 | – |
| Facilities | 4.2 | – |
| Spa & wellness | 2.5 | – |
| Beach access | 2.4 | – |
| Ratings & reviews | ||
| StayVersus score | 8.9 +0.3 | 8.6 |
| Guest rating | 8.9 | – |
| Number of reviews | 71 +68 | 3 |
| Rank in Islamorada (FL) | bottom 45% +27% | bottom 18% |
| Location | ||
| Location score | 3.4 | – |
| Distance to the centre | 2.4 km −2.3 km | 4.6 km |
| To the beach | 2.3 km | – |
| Restaurants within 500 m | 5 | – |
| To the nearest food shop | 470 m | – |
| Shops within 500 m | 1 | – |
| Sights within 1 km | 1 | – |
| Rooms & building | ||
| Star rating | ★★½ | ★★★ +0.5★ |
| Rooms | 65 | 10 |
| Floors | 3 | – |
| Newest building or renovation | 2023 | – |
| Listed amenities | 15 | – |
| Policies | ||
| Check-in from | 16:00 | 14:00 −2h |
| Check-out until | 12:00 | 12:00 |
| Amenities | ||
| Free Wi-Fi | ✓ | – |
| Parking | ✓ | – |
| Luggage storage | ✓ | – |
| Breakfast | ✓ | – |
| Restaurant | ✓ | – |
| Bar | ✓ | – |
| Outdoor pool | ✓ | – |
| Hot tub | ✓ | – |
| Terrace | ✓ | – |
| Water sports | ✓ | – |
| Air conditioning | ✓ | – |
| Balcony | ✓ | – |
| Sea view | ✓ | – |
Price for your dates
Prices come from booking partners and can change. The final price is shown before you book.
Live prices around both hotels
Real nightly rates from booking partners for the dates you picked above. Tap a price for the offer.
Location
2.3 km apart
Chesapeake Beach Resort: city centre: 2.4 km, beach: 2.3 km, 5 places to eat within 500 m, 1 sights within 1 km.
Chesapeake Beach Resort or Drop Anchor: common questions
Which is better, Chesapeake Beach Resort or Drop Anchor?
Chesapeake Beach Resort leads in 4 of 8 categories, including StayVersus score, number of reviews, rank in Islamorada (FL). Drop Anchor is stronger in star rating, check-in from.
Which is cheaper, Chesapeake Beach Resort or Drop Anchor?
Prices change by date. Pick your dates above to see both nightly prices side by side.
Which hotel is closer to the centre?
Chesapeake Beach Resort is closer: 2.4 km from the centre, against 4.6 km for Drop Anchor.
How far apart are Chesapeake Beach Resort and Drop Anchor?
The two hotels are 2.3 km apart in a straight line.
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Updated 6 Oct 2026. Data: Agoda, Overture Maps, OpenStreetMap, OurAirports and hotels' own websites. We may earn a commission from partner links; it never changes the comparison. How we score