If you'd like to stay close to Key West Express, take a look at private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include air conditioning and a pool. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts – Key West Express
Showing deals for:12 Feb - 19 Feb
Image gallery for Sorrento 5BR Pool Home | Hot Tub, Walk to Beach
9.09.0 out of 10, Wonderful, (56 reviews)
Wonderful
(56 reviews)
Sorrento 5BR Pool Home | Hot Tub, Walk to Beach
Naples
8% off
Price is AU$37,393
AU$37,393
for 7 nights, 1 home
AU$5,342 per night
includes taxes & fees
Image gallery for Sardinia 4BR Pool Home | Walk to Vanderbilt Beach
9.29.2 out of 10, Wonderful, (33 reviews)
Wonderful
(33 reviews)
Sardinia 4BR Pool Home | Walk to Vanderbilt Beach
Naples
8% off
Price is AU$27,190
AU$27,190
for 7 nights, 1 home
AU$3,884 per night
includes taxes & fees
Image gallery for Bonita Breeze | Walk to Beach, Outdoor Games, Fire Pit + More
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Bonita Breeze | Walk to Beach, Outdoor Games, Fire Pit + More
Bonita Springs
8% off
Price is AU$12,943
AU$12,943
for 7 nights, 1 home
AU$1,849 per night
includes taxes & fees
Image gallery for Sun 'n' Fun! Heated Pool & Game Room
9.69.6 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Sun 'n' Fun! Heated Pool & Game Room
Cape Coral
8% off
Price is AU$6,807
AU$6,807
for 7 nights, 1 home
AU$972 per night
includes taxes & fees
Image gallery for Featured on Staycation Sports! Heated Pool • Games
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Featured on Staycation Sports! Heated Pool • Games
Cape Coral
8% off
Price is AU$10,323
AU$10,323
for 7 nights, 1 home
AU$1,475 per night
includes taxes & fees
Image gallery for Imola 4BR Pool Home | Near Beach & Mercato
8.68.6 out of 10, Excellent, (7 reviews)
Excellent
(7 reviews)
Imola 4BR Pool Home | Near Beach & Mercato
Naples
8% off
Price is AU$26,345
AU$26,345
for 7 nights, 1 home
AU$3,764 per night
includes taxes & fees
Image gallery for ☀Gulf Getaway☀Private Pool W/ SLIDE!🌴 🚤
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
☀Gulf Getaway☀Private Pool W/ SLIDE!🌴 🚤
Cape Coral
10% off
Price is AU$9,365
AU$9,365
for 7 nights, 1 home
AU$1,338 per night
includes taxes & fees
Image gallery for Bonita Lake Home - Luxury taken to the next level
9.89.8 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Bonita Lake Home - Luxury taken to the next level
Bonita Springs
8% off
Price is AU$11,788
AU$11,788
for 7 nights, 1 home
AU$1,684 per night
includes taxes & fees
Image gallery for Avanti 3BR Pool Home | Near Beach&Animal Friendly
9.09.0 out of 10, Wonderful, (40 reviews)
Wonderful
(40 reviews)
Avanti 3BR Pool Home | Near Beach&Animal Friendly
Naples
7% off
Price is AU$18,586
AU$18,586
for 7 nights, 1 home
AU$2,655 per night
includes taxes & fees
Image gallery for Ultimate luxury resort style home on Matlacha
1010 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)
Ultimate luxury resort style home on Matlacha
Matlacha
8% off
Price is AU$13,168
AU$13,168
for 7 nights, 1 home
AU$1,881 per night
includes taxes & fees
Image gallery for Neapolitan 3BR Tropical Pool Home | Walk to Beach
9.69.6 out of 10, Exceptional, (65 reviews)
Exceptional
(65 reviews)
Neapolitan 3BR Tropical Pool Home | Walk to Beach
Naples
7% off
Price is AU$20,046
AU$20,046
for 7 nights, 1 home
AU$2,864 per night
includes taxes & fees
Image gallery for Casa Bonita Florida | Private Saltwater Pool Home
1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Casa Bonita Florida | Private Saltwater Pool Home
Bonita Springs
8% off
Price is AU$9,379
AU$9,379
for 7 nights, 1 home
AU$1,340 per night
includes taxes & fees
Image gallery for Heated Pool | Game Room | 9 beds | 2 Living Rooms for Groups & Fenced Yard! PETS OK!
9.49.4 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Heated Pool | Game Room | 9 beds | 2 Living Rooms for Groups & Fenced Yard! PETS OK!
Cape Coral
7% off
Price is AU$6,210
AU$6,210
for 7 nights, 1 home
AU$887 per night
includes taxes & fees
Image gallery for Walk To Beach, North End Restaurants, Night Life Steps Away!
9.49.4 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Walk To Beach, North End Restaurants, Night Life Steps Away!
Fort Myers Beach
8% off
Price is AU$5,407
AU$5,407
for 7 nights, 1 apartment
AU$772 per night
includes taxes & fees
Image gallery for Resort Life at it's finest! Beautiful Pool Home only 10 Minutes from World Class Beaches!
9.89.8 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Resort Life at it's finest! Beautiful Pool Home only 10 Minutes from World Class Beaches!
Fort Myers
8% off
Price is AU$5,818
AU$5,818
for 7 nights, 1 home
AU$831 per night
includes taxes & fees
Image gallery for Cozy Beach Villas, Huge Shared Pool, Walk to Beach, Times Square Restaurants!
9.09.0 out of 10, Wonderful, (23 reviews)
Wonderful
(23 reviews)
Cozy Beach Villas, Huge Shared Pool, Walk to Beach, Times Square Restaurants!
Fort Myers Beach
8% off
Price is AU$5,355
AU$5,355
for 7 nights, 1 apartment
AU$765 per night
includes taxes & fees
Image gallery for Serene Oasis
9.89.8 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
Serene Oasis
Fort Myers
7% off
Price is AU$2,525
AU$2,525
for 7 nights, 1 home
AU$361 per night
includes taxes & fees
Image gallery for LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!
9.89.8 out of 10, Exceptional, (19 reviews)
Exceptional
(19 reviews)
LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!
Fort Myers Beach
8% off
Price is AU$3,606
AU$3,606
for 7 nights, 1 home
AU$515 per night
includes taxes & fees
Image gallery for Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
8.48.4 out of 10, Very good, (62 reviews)
Very good
(62 reviews)
Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
Fort Myers Beach
7% off
Price is AU$3,152
AU$3,152
for 7 nights, 1 apartment
AU$450 per night
includes taxes & fees
Image gallery for The perfect blend of comfort and convenience in our cozy studio apartment
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
The perfect blend of comfort and convenience in our cozy studio apartment
Cape Coral
7% off
Price is AU$915
AU$915
for 7 nights, 1 apartment
AU$131 per night
includes taxes & fees
Image gallery for Walk To Beach, North End Restaurants, Night Life Steps Away!
8.28.2 out of 10, Very good, (10 reviews)
Very good
(10 reviews)
Walk To Beach, North End Restaurants, Night Life Steps Away!
Fort Myers Beach
7% off
Price is AU$3,134
AU$3,134
for 7 nights, 1 apartment
AU$448 per night
includes taxes & fees
Image gallery for LOW SEASON DISCOUNT !! Sun N Fun! Heated Pool & Game Room
8.08.0 out of 10, Very good, (5 reviews)
Very good
(5 reviews)
LOW SEASON DISCOUNT !! Sun N Fun! Heated Pool & Game Room
Cape Coral
8% off
Price is AU$6,807
AU$6,807
for 7 nights, 1 home
AU$972 per night
includes taxes & fees
Image gallery for Not available due to hurricane Ian damage
1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Not available due to hurricane Ian damage
Fort Myers Beach
8% off
Price is AU$3,434
AU$3,434
for 7 nights, 1 apartment
AU$491 per night
includes taxes & fees
Image gallery for Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat
1010 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)
Hot Tub, Salt Air & Sunsets Your Naples Beach Retreat
Naples
8% off
Price is AU$6,579
AU$6,579
for 7 nights, 1 home
AU$940 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Key West Express
5 Miles from Fort Myers Beach, 2/2 Condo Sleeps up to 6
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Marina View Condo with Screened Balcony
Sleeps 4 · 2 bedrooms · 2 bathrooms
Cozy King Studio with Stunning Waterfront Views in Fort Myers Beach
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Relax Poolside: Couples Retreat 3 Mi to Gulf!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
☀️Beachfront with Great Amenities | Carlos Pointe #233☀️
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value