Islamorada Hotels with Pools - Outdoor/Indoor Pools in Islamorada FL

Islamorada hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Islamorada, FL for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Islamorada Florida hotel and motel rooms for children. Review the list of Islamorada hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Islamorada Hotels with Outdoor or Indoor Pools

Islander Resort a Guy Harvey Outpost
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 13056642031
82100 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: Outdoor pool 7am - 10pm
  • Mid-scale Oceanfront hotel
More PhotosPool image of Islander Resort a Guy Harvey Outpost
From$99
Very Good 4.0 /5Review Score CallBookMore Details
Cheeca Lodge & Spa : 81801 Overseas Highway
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
81801 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel: Cheeca offers an oceanfront family pool as well as an adult-only pool with butler serviced cabanas at the Spa.
  • Kids pool was perfect
  • Service at the pool/beach should be improved
  • Most guests were unhappy with the pool/beach service
  • Pool bar needs better service
  • Pool in need of cleaning
  • Dirty pool, said 79%
  • 4 star Oceanfront property
More Photos Pool image of Cheeca Lodge & Spa
From$159
Very Good 4.0 /5Review Score CallBookMore Details
Postcard Inn Beach Resort & Marina at Holiday Isle
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 13056640073
84001 Overseas Highway, Islamorada, FL 33036
  • Includes a pool: 2 large swimming pools 8a-Sunset
  • Good pool/beach service
  • Lovely pool/beach service, according to 100%
  • Pool is mediocre
  • Ordinary pool
  • Pool deck dirty
  • Beach and pool was very nice
  • Bartender at pool made terrible
  • Affordable Oceanfront property
More Photos Photo of Postcard Inn Beach Resort & Marina at Holiday Isle Pool
From$175
Very Good 4.0 /5Review Score CallBookMore Details
Amara Cay Resort : 80001 Overseas Highway
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 13056640073
80001 Overseas Highway, Islamorada, FL 33036
  • Pool in hotel: Outdoor pool from 7am-10pm
  • 3-star Beach property
More Photos Photo of Amara Cay Resort Pool
From$145
Very Good 4.0 /5Recent Reviews CallBookMore Details
La Jolla Resort in Islamorada
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 13056649213
82216 Overseas Highway, Islamorada, FL 33036
  • Has a pool!
  • Economical Beach property
More Photos Swimming pool at La Jolla Resort
From$169
CallBookMore Details
Pelican Cove Resort
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 13056644435
84457 Old Overseas Highway, Islamorada, FL 33036
  • Pool in hotel
  • Great bar and pool
  • Three Star Oceanfront property
More Photos Swimming pool at Pelican Cove Resort
From$171
Very Good 4.5 /5Recent Reviews CallBookMore Details
Ocean Pointe Suites : 500 Burton Dr.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 13058533000
500 Burton Dr., Tavernier, FL 33070 ~10.29 miles northeast of Islamorada
  • Includes a swimming pool
  • Good pool
  • Great pool
  • Pool was excellent
  • Nice pool and surroundings
  • Loved the pool and grounds
  • Moderately clean pool area
  • Most guests thought the pool was clean
  • 3 star Oceanfront hotel
More Photos Pool image of Ocean Pointe Suites
From$125
Average 3.5 /5Guest Reviews CallBookMore Details
Hilton Key Largo Resort : 97000 Overseas Highway
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 13058525553
97000 Overseas Highway, Key Largo, FL 33037 ~13.97 miles northeast of Islamorada
  • Has swimming pool: 2 pools open 6AM to 11PM
  • Good pool/beach service
  • Lovely pool/beach service, according to 100%
  • Clean pool area
  • Clean pool, said 83%
  • 3 star Beach property
More Photos Pool image of Hilton Key Largo Resort
From$150
Average 3.5 /5Read Reviews CallBookMore Details
Bayside Inn Key Largo
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 13054514450
99490 Overseas Highway, Key Largo, FL 33037 ~16.51 miles northeast of Islamorada
  • Has swimming pool: 24 hour Outdoor Pool
  • Pool is below average
  • Pool should be renewed
  • Pool chairs old
  • Pool area dirty
  • Pool was nasty
  • Pool in need of cleaning
  • Dirty pool, said 93%
  • 2-star Resort hotel
More Photos Swimming pool at Bayside Inn Key Largo
From$69
Average 3.0 /5Guest Reviews CallBookMore Details
Holiday Inn Key Largo in Key Largo
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 13054512121
99701 Overseas Highway, Key Largo, FL 33037 ~16.87 miles northeast of Islamorada
  • We have a pool
  • Clean pool area
  • Great pool
  • Excellent pool
  • 2 pools were clean and uncrowded
  • Superb pool area
  • Tiki bar and pool excellent
  • Clean pool, said 81%
  • 3-star Resort hotel
More Photos Photo of Holiday Inn Key Largo Pool
From$112
Average 3.5 /5Guest Reviews CallBookMore Details
Courtyard by Marriott Key Largo : 99751 Overseas Highway
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 13054513939
99751 Overseas Highway, Key Largo, FL 33037 ~16.97 miles northeast of Islamorada
  • Has a pool!
  • 3 star Downtown property
More Photos Swimming pool at Courtyard by Marriott Key Largo
From$118
Very Good 4.0 /5Latest Reviews CallBookMore Details
Hawks Cay Resort
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863
61 Hawks Cay Blvd., Duck Key, FL 33050 ~20.28 miles southwest of Islamorada
  • Pool details: 4 outdoor pools: Tranquility Pool (Adults Only), Family Pool at Main Resort, Sunset Pool (For Sunset Villa guests Only), Indies Pool (Including Pirate Ship splash pool and large family pool).Saltwater Lagoon-10-12 ft deep at high tide.All pools (excluding the Indies Pool) are open 24hrs. No lifeguard on duty at any time.
  • Good pool
  • Great pool
  • Tranquility Pool is great
  • The kids enjoyed the heated pool
  • Pools were clean and perfect
  • Pool in need of cleaning
  • Dirty pool, said 71%
  • High end Resort hotel
More Photos Photo of Hawks Cay Resort Pool
From$190
Very Good 4.0 /5Guest Reviews CallBookMore Details
Key Largo Bay Marriott Resort : 103800 Overseas Highway
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863
103800 Overseas Highway, Key Largo, FL 33037 ~20.81 miles northeast of Islamorada
  • We have a pool ready for use
  • Affordable Resort property
More Photos Swimming pool at Key Largo Bay Marriott Resort
From$136
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express & Suites Marathon in Marathon
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 13052890222
13201 Overseas Highway, Marathon, FL 33050 ~27.73 miles west of Islamorada
  • Pool in hotel: Outdoor heated pool, open during daylight hours.
  • Pool is good
  • Great pool
  • Pool was awesome
  • Our daughter enjoyed the pool
  • Great pool and restaurant
  • Clean pool area
  • Clean pool, said 79%
  • Affordable Oceanfront hotel
More Photos Swimming pool at Holiday Inn Express & Suites Marathon
From$89
Very Good 4.0 /5Reviews CallBookMore Details
Siesta Motel : 7425 Overseas Highway
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 13057435671
7425 Overseas Highway, Marathon, FL 33050 ~30.40 miles west of Islamorada
  • Has swimming pool: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • Cheap Rural property
More Photos Photo of Siesta Motel Pool
From$90
CallBookMore Details
Coconut Cay Resort & Marina
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 13052897672
7196 Overseas Highway, Marathon, FL 33050 ~30.51 miles west of Islamorada
  • Has swimming pool: 24 hours
  • Low Cost Resort property
More Photos Pool image of Coconut Cay Resort & Marina
From$79
Average 3.5 /5Hotel Reviews CallBookMore Details
Skipjack Resort Suites & Marina : 19 Sombrero Blvd.
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 13056004281
19 Sombrero Blvd., Marathon, FL 33050 ~31.79 miles west of Islamorada
  • Includes a pool: Open from 7:00am to 10:00pm Large heated pool 8 ft' deep
  • Inexpensive Resort hotel
More Photos Swimming pool at Skipjack Resort Suites & Marina
From$87
Very Good 4.0 /5Review Score CallBookMore Details
Banana Bay Resort & Marina
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 13057433500
4590 Overseas Highway, Marathon, FL 33050 ~31.86 miles west of Islamorada
  • Has swimming pool: 8AM-10PMWe have one of the biggest outdoor pools in Marathon.
  • Pool is mediocre
  • Ordinary pool
  • Tiki bar by the pool was not available
  • Pool area needs work
  • Nice pool and hot tub
  • Pool in need of cleaning
  • Dirty pool, said 78%
  • Midscale Rural property
More Photos Pool image of Banana Bay Resort & Marina
From$129
Average 3.5 /5Reviews CallBookMore Details
Courtyard Marathon
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 13052892100
2146 Overseas Highway, Marathon, FL 33050 ~33.07 miles west of Islamorada
  • Pool details: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • Affordable Resort hotel
More Photos Pool image of Courtyard Marathon
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Hyatt Place Marathon / Florida Keys
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 13057431234
1996 Overseas Highway, Marathon, FL 33050 ~33.15 miles west of Islamorada
  • Has swimming pool: Hyatt Place Pool Hours 6am-10pmOutdoorLighthouse Grill Pool Hours 6am-10pmOutdoor
  • 3 star Oceanfront hotel
More Photos Pool image of Hyatt Place Marathon / Florida Keys
From$159
Very Good 4.5 /5Latest Reviews CallBookMore Details
Best Western Gateway To The Keys : 411 South Krome Ave.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 305/2465100
411 South Krome Ave., Florida City, FL 33034 ~37.08 miles north of Islamorada
  • We have a pool ready for use
  • Affordable Rural property
More Photos Swimming pool at Best Western Gateway To The Keys
From$80
Very Good 4.0 /5Recent Reviews CallBookMore Details
Travelodge Florida City / Homestead / Everglades : 409 SE 1st Ave.
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 13054821961
409 SE 1st Ave., Florida City, FL 33034 ~37.13 miles north of Islamorada
  • Includes a pool: 9 AM -10pm Outdoor HEATED Pool!!
  • 3 star Highway hotel
More Photos Pool image of Travelodge Florida City / Homestead / Everglades
From$59
Very Good 4.5 /5Read Reviews CallBookMore Details
Quality Inn - Florida City
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 13052484009
333 SE 1st Ave., Florida City, FL 33034 ~37.22 miles north of Islamorada
  • Pool in hotel: 9am-10pm, outdoor, 26,928 gal
  • Affordable Highway hotel
More Photos Photo of Quality Inn Pool
From$55
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Days Inn Florida City
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 13052478833
124 East Palm Dr., Florida City, FL 33034 ~37.53 miles north of Islamorada
  • Pool in hotel: 9am to 10pm outdoor
  • Cheap Highway hotel
More Photos Swimming pool at Days Inn Florida City
From$48
Average 3.0 /5Recent Reviews CallBookMore Details
Home2 Suites - Florida City
+1-888-283-3404

How should we direct your call?

New Reservations: +1-888-283-3404 Group Sales: +1-888-494-8863 Front Desk: 13052483155
77 NE 3rd St., Florida City, FL 33034 ~37.61 miles north of Islamorada
  • Has swimming pool: Outdoor Pool
  • 3-star Suburban property
More Photos Pool image of Home2 Suites
From$89
Very Good 4.5 /5Hotel Reviews CallBookMore Details
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