Holiday rentals near Blue Hole
We found 1,220 holiday rentals — enter your dates for availability
Find the perfect holiday home that's near Blue Hole. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Blue Hole
Showing deals for:19 Sept - 26 Sept
Image gallery for Emerald Seas - Florida Keys Ocean Front Paradise!
1010 out of 10 rating
Exceptional
(15 reviews)
Emerald Seas - Florida Keys Ocean Front Paradise!
Summerland Key, FL
8% off
Price is NZ$5,744
NZ$5,744
NZ$821 per night
includes taxes & fees
Image gallery for Newly renovated cozy and spacious beach house with breathtaking ocean front
1010 out of 10 rating
Exceptional
(9 reviews)
Newly renovated cozy and spacious beach house with breathtaking ocean front
Big Pine Key, FL
7% off
Price is NZ$9,150
NZ$9,150
NZ$1,307 per night
includes taxes & fees
Image gallery for Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!
9.49.4 out of 10 rating
Exceptional
(50 reviews)
Sombrero Beach House: 50' Dock, Pool, BBQ, Bicycles & more!
Marathon, FL
11% off
Price is NZ$6,026
NZ$6,026
NZ$861 per night
includes taxes & fees
Image gallery for COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
1010 out of 10 rating
Exceptional
(37 reviews)
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
Marathon, FL
20% off
Price is NZ$2,976
NZ$2,976
NZ$425 per night
includes taxes & fees
Image gallery for Water View Town Home
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Water View Town Home
Summerland Key, FL
8% off
Price is NZ$5,092
NZ$5,092
NZ$727 per night
includes taxes & fees
Image gallery for 2 Bedroom 2.5 Bath Luxury Townhome in the Keys
9.69.6 out of 10 rating
Exceptional
(35 reviews)
2 Bedroom 2.5 Bath Luxury Townhome in the Keys
Summerland Key, FL
8% off
Price is NZ$5,092
NZ$5,092
NZ$727 per night
includes taxes & fees
Image gallery for 2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
9.09.0 out of 10 rating
Wonderful
(26 reviews)
2 Bedroom 2 Bathroom Home with Private Pool Walking Distance to a Water View
Summerland Key, FL
8% off
Price is NZ$5,092
NZ$5,092
NZ$727 per night
includes taxes & fees
Image gallery for A slice of paradise
9.09.0 out of 10 rating
Wonderful
(96 reviews)
A slice of paradise
Summerland Key, FL
8% off
Price is NZ$3,051
NZ$3,051
NZ$436 per night
includes taxes & fees
Image gallery for Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
9.49.4 out of 10 rating
Exceptional
(93 reviews)
Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bike, 3 Kayak, WiFi, large pool
Summerland Key, FL
7% off
Price is NZ$3,223
NZ$3,223
NZ$460 per night
includes taxes & fees
Image gallery for Paradise in the Lower Keys!
8.68.6 out of 10 rating
Excellent
(19 reviews)
Paradise in the Lower Keys!
Summerland Key, FL
5% off
Price is NZ$4,285
NZ$4,285
NZ$612 per night
includes taxes & fees
Image gallery for Waterfront Luxury Living Inside & Out, Gulf View, On the Water!!
1010 out of 10 rating
Exceptional
(195 reviews)
Waterfront Luxury Living Inside & Out, Gulf View, On the Water!!
Marathon, FL
8% off
Price is NZ$3,212
NZ$3,212
NZ$459 per night
includes taxes & fees
Image gallery for Cozy and modern island living, Cudjoe Key
9.29.2 out of 10 rating
Wonderful
(87 reviews)
Cozy and modern island living, Cudjoe Key
Summerland Key, FL
14% off
Price is NZ$2,366
NZ$2,366
NZ$338 per night
includes taxes & fees
Image gallery for SPRING Discounts-Blue Ocean Bungalow 3bdr./3ba. updated canal access Sombrero
1010 out of 10 rating
Exceptional
(16 reviews)
SPRING Discounts-Blue Ocean Bungalow 3bdr./3ba. updated canal access Sombrero
Marathon, FL
7% off
Price is NZ$3,977
NZ$3,977
NZ$568 per night
includes taxes & fees
Image gallery for Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
9.49.4 out of 10 rating
Exceptional
(38 reviews)
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon, FL
7% off
Price is NZ$5,276
NZ$5,276
NZ$754 per night
includes taxes & fees
Image gallery for Private Secluded Ocean View & Pool Near Key West
8.28.2 out of 10 rating
Very good
(92 reviews)
Private Secluded Ocean View & Pool Near Key West
Summerland Key, FL
7% off
Price is NZ$7,651
NZ$7,651
NZ$1,093 per night
includes taxes & fees
Image gallery for ISLAND PARADISE
1010 out of 10 rating
Exceptional
(32 reviews)
ISLAND PARADISE
Summerland Key, FL
8% off
Price is NZ$3,186
NZ$3,186
NZ$455 per night
includes taxes & fees
Image gallery for Fishermen’s Paradise
9.29.2 out of 10 rating
Wonderful
(95 reviews)
Fishermen’s Paradise
Summerland Key, FL
8% off
Price is NZ$3,432
NZ$3,432
NZ$490 per night
includes taxes & fees
Image gallery for RELAX AWAY- NEW 4BDRM W/ 40FT DOCK & PRIVATE POOL
9.69.6 out of 10 rating
Exceptional
(52 reviews)
RELAX AWAY- NEW 4BDRM W/ 40FT DOCK & PRIVATE POOL
Marathon, FL
7% off
Price is NZ$4,120
NZ$4,120
NZ$589 per night
includes taxes & fees
Image gallery for *Snowbirds Paradise*
1010 out of 10 rating
Exceptional
(7 reviews)
*Snowbirds Paradise*
Marathon, FL
14% off
Price is NZ$2,734
NZ$2,734
NZ$391 per night
includes taxes & fees
Image gallery for Immediate Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
1010 out of 10 rating
Exceptional
(27 reviews)
Immediate Availability, Beach, 70 ft Dock - Marathon VACA-23-16 Entire House
Marathon, FL
7% off
Price is NZ$4,005
NZ$4,005
NZ$572 per night
includes taxes & fees
Image gallery for water at your back door
8.88.8 out of 10 rating
Excellent
(34 reviews)
water at your back door
Summerland Key, FL
8% off
Price is NZ$4,284
NZ$4,284
NZ$612 per night
includes taxes & fees
Image gallery for Crystal Clear Water Getaway!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
Crystal Clear Water Getaway!
Summerland Key, FL
8% off
Price is NZ$3,464
NZ$3,464
NZ$495 per night
includes taxes & fees
Image gallery for Mini lobster available! Open Water View from porch , dock, bikes, kayaks
9.89.8 out of 10 rating
Exceptional
(119 reviews)
Mini lobster available! Open Water View from porch , dock, bikes, kayaks
Summerland Key, FL
8% off
Price is NZ$3,932
NZ$3,932
NZ$562 per night
includes taxes & fees
Image gallery for Kelly's Kabin - Adorable Private Summerland Key Cottage
9.89.8 out of 10 rating
Exceptional
(114 reviews)
Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key, FL
22% off
Price is NZ$2,469
NZ$2,469
NZ$353 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
Villa
Chalet
Find the best place to stay - Blue Hole
Old Florida Style, wrap around porch, boat basin for dockage, open water
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
207 reviews(207 reviews)
Direct Oceanfront Cottage-Sunrise View- #2,
Sleeps 4 · 2 bedrooms · 1 bathroom
8.68.6 out of 10
Excellentexcellent
182 reviews(182 reviews)
Ocean Front Access - just 30 miles to Key West
Sleeps 2 · 1 bedroom · 1 bathroom
8.28.2 out of 10
Very goodvery good
159 reviews(159 reviews)
Old Wooden Bridge Resort and Marina
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
239 reviews(239 reviews)
Top rated rentals - Blue Hole
Cute cottage
1010 out of 10
Exceptionalexceptional
57 reviews(57 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