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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Apartments in Florida Keys and around

Perfect Family Summer Townhome at Club with Amenities!
2 bedrooms, desk, iron/ironing board, free WiFi

Perfect Family Summer Townhome at Club with Amenities!

Perfect Family Summer Townhome at Club with Amenities!
232 kcb Duplex
Pool

232 kcb Duplex

9.8 out of 10, Exceptional, (16)
"This house had everything we needed, beautiful sunrises at the pool, a canal that manatees visited, comfy beds,and everyone had their own bathroom! Communication with the owner was an easy with quick replies! I highly recommend this property! "
232 kcb Duplex
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Property grounds

Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty

9.8 out of 10, Exceptional, (60)
"Good location, quiet surroundings and friendly people"
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Boot Key Harbor Retreat Second Story - Marathon, FL
Property grounds

Boot Key Harbor Retreat Second Story - Marathon, FL

9.0 out of 10, Wonderful, (4)
"Property is in a wonderful location and tastefully decorated. The stairs are a bit steep for older/very young so be prepared for that. Loved our week here!"
Boot Key Harbor Retreat Second Story - Marathon, FL
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Property grounds

Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty

9.8 out of 10, Exceptional, (64)
"Wonderful "
Fully furnished studio, 50 yards from ocean, shared pool, fishing-jetty
Port Largo Villas Escape 5A
Property grounds

Port Largo Villas Escape 5A

10.0 out of 10, Exceptional, (9)
"Beautiful, up-to-date accommodations. Prime location, near bars and restaurants, some only a short walk away. Supermarket, within a few miles, was very handy for picking up beverages and snacks. Would definitely come back to the Keys."
Port Largo Villas Escape 5A
Re-energize at our spacious condo! Enjoy 10% off stays of 7+ days. Book now!
Marina

Re-energize at our spacious condo! Enjoy 10% off stays of 7+ days. Book now!

9.8 out of 10, Exceptional, (36)
"The space was great for our family of 4! It was our hub for the week while we stayed in the Keys. The host was incredibly responsive to any questions we had and the property is as advertised! Beautiful quiet location!"
Re-energize at our spacious condo! Enjoy 10% off stays of 7+ days. Book now!
Water View. Diver's Heaven. Fishing. Paradise Key Largo, Moonbay
Terrace/patio

Water View. Diver's Heaven. Fishing. Paradise Key Largo, Moonbay

9.8 out of 10, Exceptional, (71)
"Perfect stay "
Water View. Diver's Heaven. Fishing. Paradise Key Largo, Moonbay
Boot Key Harbor Waterfront - Marathon, FL
Terrace/patio

Boot Key Harbor Waterfront - Marathon, FL

10.0 out of 10, Exceptional, (5)
"This rental was easy and everything was great"
Boot Key Harbor Waterfront - Marathon, FL
Beachside Unit 23 - Key Colony
Beach

Beachside Unit 23 - Key Colony

9.8 out of 10, Exceptional, (12)
"Property was better then expected, we were there for three days, hope to come back next year for a week!"
Beachside Unit 23 - Key Colony
Beachside Unit 19 - Key Colony
Beach

Beachside Unit 19 - Key Colony

9.4 out of 10, Exceptional, (10)
"really liked the property and the area. right next to the park was a bonus. Beautiful property and the room was perfect for us! May be back!"
Beachside Unit 19 - Key Colony
Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach is Calling You!
Beach

Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach is Calling You!

9.8 out of 10, Exceptional, (15)
"We had an awesome stay in this unit! Very clean and updated. There was everything you possible needed in the unit. We loved the beach and surrounding neighborhood. Great restaurants and shops nearby. Will definitely visit again!"
Beachside Unit 27 - Key Colony, Beachside Unit 27 - The Beach is Calling You!
Beachside Unit 28 - Key Colony
Property grounds

Beachside Unit 28 - Key Colony

10.0 out of 10, Exceptional, (30)
"The Continental Inn at Key Colony beach was wonderful. Very clean, pretty landscaping, the sandy beach area was kept clean and the room was exactly as pictured online. Throughly enjoyed our visit."
Beachside Unit 28 - Key Colony
Beachside Unit 25 - Key Colony
Beach

Beachside Unit 25 - Key Colony

9.2 out of 10, Wonderful, (11)
"Excellent staff and very clean property"
Beachside Unit 25 - Key Colony
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Marina

Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!

9.8 out of 10, Exceptional, (69)
"My family and I stayed and had a wonderful time. Lynn is an amazing host!! The sunset views are incredible. Everything you need to have a great time enjoying the keys is available at the marina. Would definitely go back."
Stay where you play, On the water w/Boat dock & Trailer parking. Pet friendly!
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages
Ocean front with private beach and pool
Outdoor pool, a heated pool

Ocean front with private beach and pool

9.8 out of 10, Exceptional, (50)
"Very nice condo, relaxing, quiet and had everthing we needed"
Ocean front with private beach and pool
Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
Smart TV

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
Coral Lagoon Resort Villas & Marina by KeysCaribbean
Outdoor pool, pool loungers

Coral Lagoon Resort Villas & Marina by KeysCaribbean

3.5 star property
8.8 out of 10, Excellent, (60)
Coral Lagoon Resort Villas & Marina by KeysCaribbean
Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
Smart TV

Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key

Ocean View Two Duplex Penthouses / Retreat amenities: tennis court, heated Pool | Vista Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Florida Keys Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Morning breakfast was great. Staff was very attentive and pleasant. Room view was amazing. Very convenient for a person in our party that is disabled. "
James 2-night trip
Posted 2 days ago
Chesapeake Beach Resort