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
  • Midscale Oceanfront hotel
More PhotosPool image of Islander Resort a Guy Harvey Outpost
From$129
Very Good 4.0 /5Recent Reviews CallBookMore Details
Cheeca Lodge & Spa in Islamorada
+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 available: 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%
  • Four star Oceanfront hotel
More Photos Photo of Cheeca Lodge & Spa Pool
From$159
Very Good 4.0 /5Review Score CallBookMore Details
Postcard Inn Beach Resort & Marina at Holiday Isle : 84001 Overseas Highway
+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
  • 3 star Oceanfront hotel
More Photos Pool image of Postcard Inn Beach Resort & Marina at Holiday Isle
From$175
Very Good 4.0 /5Read Reviews CallBookMore Details
Amara Cay Resort in Islamorada
+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
  • Midscale Beach hotel
More Photos Swimming pool at Amara Cay Resort
From$145
Very Good 4.0 /5Guest Reviews CallBookMore Details
La Jolla Resort
+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
  • Pool in hotel
  • Two-star Beach hotel
More Photos Swimming pool at La Jolla Resort
From$169
CallBookMore Details
Pelican Cove Resort in Islamorada
+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
  • Our hotel comes with a pool
  • Great bar and pool
  • Three Star Oceanfront hotel
More Photos Pool image of Pelican Cove Resort
From$171
Very Good 4.5 /5Recent Reviews CallBookMore Details
Ocean Pointe Suites
+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
  • Has a 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
  • Mid-scale Oceanfront property
More Photos Swimming pool at Ocean Pointe Suites
From$125
Average 3.5 /5Read Reviews CallBookMore Details
Hilton Key Largo Resort
+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
  • Pool in hotel: 2 pools open 6AM to 11PM
  • Good pool/beach service
  • Lovely pool/beach service, according to 100%
  • Clean pool area
  • Clean pool, said 83%
  • Midscale 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
  • Pool details: 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%
  • Low Cost Resort hotel
More Photos Photo of Bayside Inn Key Largo Pool
From$69
Average 3.0 /5Reviews CallBookMore Details
Holiday Inn Key Largo : 99701 Overseas Highway
+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
  • Pool in hotel
  • 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 property
More Photos Swimming pool at Holiday Inn Key Largo
From$112
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Courtyard by Marriott Key Largo - Key Largo
+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 hotel
More Photos Swimming pool at Courtyard by Marriott Key Largo
From$118
Very Good 4.0 /5Recent Reviews CallBookMore Details
Key West Inn
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 13054515081
201 Ocean Dr., Key Largo, FL 33037 ~17.11 miles northeast of Islamorada
  • Includes a pool: outdoor pool
  • Cheap Resort hotel
More Photos Pool image of Key West Inn
From$60
Average 3.5 /5Recent Reviews CallBookMore Details
Hawks Cay Resort in Duck Key
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863
61 Hawks Cay Blvd., Duck Key, FL 33050 ~20.28 miles southwest of Islamorada
  • Pool available: 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%
  • Four-star Resort property
More Photos Photo of Hawks Cay Resort Pool
From$179
Very Good 4.0 /5Read Reviews CallBookMore Details
Key Largo Bay Marriott Resort : 103800 Overseas Highway
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
103800 Overseas Highway, Key Largo, FL 33037 ~20.81 miles northeast of Islamorada
  • Our hotel comes with a pool
  • Mid-scale Resort property
More Photos Pool image of Key Largo Bay Marriott Resort
From$136
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express & Suites Marathon in Marathon
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 13052890222
13201 Overseas Highway, Marathon, FL 33050 ~27.73 miles west of Islamorada
  • Pool available: 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 property
More Photos Swimming pool at Holiday Inn Express & Suites Marathon
From$89
Very Good 4.0 /5Recent Reviews CallBookMore Details
Siesta Motel in Marathon
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 13057435671
7425 Overseas Highway, Marathon, FL 33050 ~30.40 miles west of Islamorada
  • Pool details: 2 FREE RESORT POOLS FOR GUEST ACCESS NEARBY
  • 2 star Rural hotel
More Photos Swimming pool at Siesta Motel
From$90
CallBookMore Details
Coconut Cay Resort & Marina - Marathon
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 13052897672
7196 Overseas Highway, Marathon, FL 33050 ~30.51 miles west of Islamorada
  • Pool available: 24 hours
  • Low-priced Resort property
More Photos Photo of Coconut Cay Resort & Marina Pool
From$79
Average 3.5 /5Read Reviews CallBookMore Details
Skipjack 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: 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
  • Low Cost Resort property
More Photos Pool image of Skipjack Resort & Marina
From$87
Very Good 4.0 /5Reviews CallBookMore Details
Banana Bay Resort & Marina
+1-866-221-8581

How should we direct your call?

New Reservations: +1-866-221-8581 Group Sales: +1-888-494-8863 Front Desk: 13057433500
4590 Overseas Highway, Marathon, FL 33050 ~31.86 miles west of Islamorada
  • Pool available: 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%
  • Three Star Rural property
More Photos Photo of Banana Bay Resort & Marina Pool
From$129
Average 3.5 /5Latest Reviews CallBookMore Details
Courtyard Marathon
+1-866-429-5787

How should we direct your call?

New Reservations: +1-866-429-5787 Group Sales: +1-888-494-8863 Front Desk: 13052892100
2146 Overseas Highway, Marathon, FL 33050 ~33.07 miles west of Islamorada
  • Includes a pool: Beautiful infinity pool located just at the waters edge.The pool has a heater and chiller and is 25,000 gallons.
  • Three Star Resort hotel
More Photos Photo of Courtyard Marathon Pool
From$139
Very Good 4.5 /5Reviews CallBookMore Details
Hyatt Place Marathon / Florida Keys : 1996 Overseas Highway
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 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 property
More Photos Swimming pool at Hyatt Place Marathon / Florida Keys
From$159
Very Good 4.5 /5Review Score CallBookMore Details
Best Western Gateway To The Keys : 411 South Krome 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: 305/2465100
411 South Krome Ave., Florida City, FL 33034 ~37.08 miles north of Islamorada
  • We have a pool
  • 3 star Rural property
More Photos Swimming pool at Best Western Gateway To The Keys
From$80
Very Good 4.0 /5Review Score CallBookMore Details
Travelodge Florida City / Homestead / Everglades
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 13054821961
409 SE 1st Ave., Florida City, FL 33034 ~37.13 miles north of Islamorada
  • Pool in hotel: 9 AM -10pm Outdoor HEATED Pool!!
  • 3-star Highway property
More Photos Swimming pool at Travelodge Florida City / Homestead / Everglades
From$59
Very Good 4.5 /5Reviews CallBookMore Details
Quality Inn
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 13052484009
333 SE 1st Ave., Florida City, FL 33034 ~37.22 miles north of Islamorada
  • Pool details: 9am-10pm, outdoor, 26,928 gal
  • Mid-scale Highway property
More Photos Swimming pool at Quality Inn
From$55
Very Good 4.5 /5Guest Reviews CallBookMore Details
Days Inn Florida City - 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: 13052478833
124 East Palm Dr., Florida City, FL 33034 ~37.53 miles north of Islamorada
  • Pool available: 9am to 10pm outdoor
  • 2 star Highway property
More Photos Swimming pool at Days Inn Florida City
From$48
Average 3.0 /5Guest Reviews CallBookMore Details
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