Top Lower Matecumbe Key rentals with pool or private pool - Islamorada

Explore Lower Matecumbe Key rentals with pools

Premier Host

Islamorada Boaters Paradise with 70' Dock and private beach access..

Sleeps 10 · 5 bedrooms · 4+ bathrooms

Premier Host

Large Waterfront Home with 80 ft Dockage and Boat Lift with Pool In Islamorada

Sleeps 10 · 3 bedrooms · 2 bathrooms

Gorgeous Keys Vacation Home in Prestigious Neighborhood of Port Antigua

Sleeps 10 · 5 bedrooms · 3 bathrooms

Premier Host

Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

Sleeps 12 · 5 bedrooms · 4+ bathrooms

Sliding glass doors open wide to the balcony that overlooks the marina below

Premier Host

AQUAMARINE OCEANVIEW “FLASH SALE 5/1-5/10/25+DOCK+POOL+GYM+”150” 5 STAR REVIEWS!

Sleeps 6 · 2 bedrooms · 2+ bathrooms

Premier Host

2BR/1BA Serene Cozy Cottage of Shady Palms in Islamorada With Heated Pool

Sleeps 4 · 2 bedrooms · 1 bathroom

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday homes with a pool in Lower Matecumbe Key?

Select from 112 holiday homes with a pool around Lower Matecumbe Key. From get-togethers with the extended family to last-minute escapes with your honey, get ready to make some serious splash at our properties.

How much does it cost to stay in a holiday home with a pool in Lower Matecumbe Key?

Lap pool or plunge pool, one bedroom or many, high or low season — how much you'll pay for your Lower Matecumbe Key stay depends on many variables. But one thing that remains consistent? Our holiday homes with a pool are where awesome family memories are made. To find a place that fits your budget, narrow your search results by price. You can also use our "Discounts" filter to find holiday homes that offer long-stay discounts.

When is the best time to book a holiday home with a pool in Lower Matecumbe Key?

That all depends on what you plan to do and if you prefer to visit in peak, shoulder or low season. January is the busiest month for booking a holiday home with a pool in Lower Matecumbe Key. Average temperatures at this time range between 20 ºC (20ºC) and 22 ºC (22ºC).

What holiday homes with a pool in Lower Matecumbe Key have nice views?

If you want to take a dip after a busy day of exploring, have a look at our holiday homes with a pool in Lower Matecumbe Key that come with impressive scenery like coastal views.