Executive Bay Club holiday rentals

We found 47 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

Thu, 4 Dec

Sat, 6 Dec

your current months are December, 2025 and January, 2026.

December 2025

MMonday

TTuesday

WWednesday

TThursday

FFriday

SSaturday

SSunday

January 2026

MMonday

TTuesday

WWednesday

TThursday

FFriday

SSaturday

SSunday

Exact dates

± 1 day

± 2 days

± 3 days

± 7 days

Guests

Adults

ChildrenAges 0 to 17

I am travelling with pets

If checked, only properties that allow pets will be shown

Executive Bay Club
Islamorada
Monroe County
Florida
United States of America
Holiday Rentals
Home

Find spaces that suit your style

House

Search for Houses

Condo/Apartment

Search for Condos/Apartments

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Executive Bay Club

FULLY RENOVATED piece of paradise. 2 bdrs, 2 king beds, 1 Queen bed 2 full baths

Sleeps 6 · 2 bedrooms · 2 bathrooms

1010 out of 10

Exceptionalexceptional

Premier Host

Exec Bay w/heated Pool, Marina, Beach, Pets ok, Tennis/Pickleball

Sleeps 6 · 3 bedrooms · 2 bathrooms

9.49.4 out of 10

Exceptionalexceptional

16 reviews(16 reviews)

More information about Exec Bay w/heated Pool, Marina, Beach, Pets ok, Tennis/Pickleball, opens in a new tab

Executive Bay - Next to Beach and Pool!

Sleeps 4 · 2 bedrooms · 1+ bathroom

More information about Executive Bay - Next to Beach and Pool! , opens in a new tab

Winter Escape, Modern 3-bedroom plus Loft, Heated Pool, Beach, Fishing Pier

Sleeps 8 · 4 bedrooms · 2+ bathrooms

1010 out of 10

Exceptionalexceptional

1 review(1 review)

More information about Winter Escape, Modern 3-bedroom plus Loft, Heated Pool, Beach, Fishing Pier, opens in a new tab

Charming 3-bedroom condo with WiFi and AC in delightful Islamorada

Sleeps 6 · 3 bedrooms · 2 bathrooms

More information about Charming 3-bedroom condo with WiFi and AC in delightful Islamorada, opens in a new tab

Sandy beach has added umbrellas. It's a great place to relax and socialize.

Premier Host

Keys Getaway – 2 Bikes, Heated Pool, Small Beach & Sunset Dock Views

Sleeps 6 · 2 bedrooms · 2 bathrooms

1010 out of 10

Exceptionalexceptional

9 reviews(9 reviews)

More information about Keys Getaway – 2 Bikes, Heated Pool, Small Beach & Sunset Dock Views, opens in a new tab

Holiday Rental options near Executive Bay Club

Holiday rentals with hot tub near Executive Bay Club
Standard Link for Executive Bay Club
Holiday rentals with pool near Executive Bay Club
Standard Link for Executive Bay Club
Mountain holiday rentals near Executive Bay Club
Standard Link for Executive Bay Club
Lake holiday rentals near Executive Bay Club
Standard Link for Executive Bay Club
Ski holiday rentals near Executive Bay Club
Standard Link for Executive Bay Club
Pet-friendly holiday rentals near Executive Bay Club
Standard Link for Executive Bay Club
Oceanfront holiday rentals near Executive Bay Club
Standard Link for Executive Bay Club
Family-friendly holiday rentals near Executive Bay Club
Standard Link for Executive Bay Club
Beach holiday rentals near Executive Bay Club
Standard Link for Executive Bay Club

More Holiday Rentals ideas

Aldea Holiday Rentals
Standard Link for Aldea
Bella Vita Holiday Rentals
Standard Link for Bella Vita
Solterra Resort Holiday Rentals
Standard Link for Solterra Resort
Worthington Holiday Rentals
Standard Link for Worthington
Sandestin Golf & Beach Resort Holiday Rentals
Standard Link for Sandestin Golf & Beach Resort
Prominence Holiday Rentals
Standard Link for Prominence
Sandy Cove Holiday Rentals
Standard Link for Sandy Cove
Reflection Lakes Holiday Rentals
Standard Link for Reflection Lakes
Grand Seas Resort Holiday Rentals
Standard Link for Grand Seas Resort
Ocean Reef Holiday Rentals
Standard Link for Ocean Reef
Emerald Isle Holiday Rentals
Standard Link for Emerald Isle
Secluded Dunes Holiday Rentals
Standard Link for Secluded Dunes
Pirates Bay Holiday Rentals
Standard Link for Pirates Bay
Plaza Caribe Holiday Rentals
Standard Link for Plaza Caribe
Silver Thatch Holiday Rentals
Standard Link for Silver Thatch
Spanish Wells Holiday Rentals
Standard Link for Spanish Wells
Magnolia Bay Holiday Rentals
Standard Link for Magnolia Bay
Monterey Place Holiday Rentals
Standard Link for Monterey Place
Sunrise Cove Holiday Rentals
Standard Link for Sunrise Cove
Barefoot Beach Holiday Rentals
Standard Link for Barefoot Beach
Runaway Bay Holiday Rentals
Standard Link for Runaway Bay
Emerald Beach Resort Holiday Rentals
Standard Link for Emerald Beach Resort
Latitude 29 Resort Holiday Rentals
Standard Link for Latitude 29 Resort
Ocean Park Holiday Rentals
Standard Link for Ocean Park
Islander Beach Resort Holiday Rentals
Standard Link for Islander Beach Resort
The Encore Club Holiday Rentals
Standard Link for The Encore Club
Paradise Palms Holiday Rentals
Standard Link for Paradise Palms
Summerwind Resort Holiday Rentals
Standard Link for Summerwind Resort
Harbour Isle Holiday Rentals
Standard Link for Harbour Isle
Edgewater Beach Resort Holiday Rentals
Standard Link for Edgewater Beach Resort