Vacation Rentals with Pool in Key Colony Beach

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

Filtering by: Swimming pool

190 vacation rentals

(1) Excellent 

49

Lovely Key Colony Beach 3/2 SFH, pool, 80" deep water dockage

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$300

Price per night from

$300

(5) Very Good 

21

New 4 bedroom,4bath in Beautiful Key Colony Beach

Florida Keys / Key Colony Beach

Key Colony Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$257

Responds fast!
avg. 3 hours 13 minutes

Price per night from

$257

8

Million $$ Pool Home

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$356

Price per night from

$356

24

Key Colony Beach Home

Florida Keys / Key Colony Beach

Key Colony Beach house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$179

Price per night from

$179

(24) Excellent 

33

You Should Have Seen the One That Got Away!

Florida Keys / Key Colony Beach

Key Colony Beach house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Perfect keys hideaway” This is an amazing house, it comes with a dock, kayaks, bicycles, a fully stocked kitchen with spices and dry goods, access to the community pool and beach and great local restaurants. The owners are vey responsive and strive to
…see more

Price per night from

$211

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$211

(1) Excellent 

22

Beautiful Single Family Home in Key Colony Beach!

Florida Keys / Key Colony Beach

Key Colony Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$300

Responds fast!
avg. 3 hours 13 minutes

Price per night from

$300

(4) Very Good 

24

Available JAN 1-27 and last two weeks of March 2018.TROPICAL KEYS PARADISE

Florida Keys / Key Colony Beach

Key Colony Beach house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$193

Price per night from

$193

24

Canal-Side 4BR Home w/ Large Private Dock, Covered Patio & Waterfront Pool

Florida Keys / Key Colony Beach

Key Colony Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$328

Price per night from

$328

47

371 Pool for You Home

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$329

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$329

(3) Excellent 

Certificate of Excellence

23

Private Heated Pool, New Boat Dock and Ready Enjoyment!

Florida Keys / Key Colony Beach

Key Colony Beach house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly
“Keys” This house was awesome!! My family really enjoyed staying here! We plan on booking this house for next year already. It has everything you need! And it is fully renovated all throughout! We are happy we were able to find this!!
…see more

Certificate of Excellence

Price per night from

$214

Responds fast!
avg. 3 hours 24 minutes

Price per night from

$214

(2) Excellent 

25

P27 Sunsplash Paradise - Pool home with private beach access!

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$264

Price per night from

$264

(2) Very Good 

14

Ocean Front 3 bedroom 3 Bath Villa

Florida Keys / Key Colony Beach

Key Colony Beach villa

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$650

Price per night from

$650

(1) Very Good 

25

House on 7th ST in KEY Colony Beach W/CABANA CLUB

Florida Keys / Key Colony Beach

Key Colony Beach house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$150

30

P26 Dolphin Harbor

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$223

Price per night from

$223

(1) Excellent 

34

P21 3 bdm Mediterranean Getaway

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$179

Price per night from

$179

16

Key Colony Beach FL - Cay Condo

Florida Keys / Key Colony Beach

Key Colony Beach condo

2 6 14 nights min

  • 2 bedrooms
  • sleeps 6
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

(1) Excellent 

34

P72/73 ~ Coral Cove Key Colony Beach ~ 10th St 8 Bedrooms

Florida Keys / Key Colony Beach

Key Colony Beach house

8 16 7 nights min

  • 8 bedrooms
  • sleeps 16
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$359

Price per night from

$359

26

**Winter Promo** Waterfront Key Colony Beach Home w/Heated Pool & Dock

Florida Keys / Key Colony Beach

Key Colony Beach apartment

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$282

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$282

15

M123

Florida Keys / Key Colony Beach

Key Colony Beach house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$144

Price per night from

$144

27

Tropical condo with spectacular ocean view

Florida Keys / Key Colony Beach

Key Colony Beach apartment

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$171

Price per night from

$171

31

P67 Brand new construction 3 bdm duplex!

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$221

Price per night from

$221

24

Fisherman's Delight Townhome

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$204

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$204

18

M126

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$288

Price per night from

$288

(1) Excellent 

104

P05 Villa Del Mare - 5 bdm Key Colony beach home

Florida Keys / Key Colony Beach

Key Colony Beach house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$736

Price per night from

$736

(1) Excellent 

10

P41 Beachin' It

Florida Keys / Key Colony Beach

Key Colony Beach condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$164

Price per night from

$164

22

P34 Exquisite and spacious 4 bdm private pool home

Florida Keys / Key Colony Beach

Key Colony Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$285

Price per night from

$285

31

P25 Charming canal front 2 bedroom 2 bath with loft and private pool

Florida Keys / Key Colony Beach

Key Colony Beach house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$214

Price per night from

$214

24

P17 Cozy Canal Front

Florida Keys / Key Colony Beach

Key Colony Beach house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$179

Price per night from

$179

(23) Very Good 

23

WATERFRONT, CABANA BEACH CLUB WITH POOL, DOCK, GOLF **ON SALE** 4/27-5/24 $950

Florida Keys / Key Colony Beach

Key Colony Beach house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Exactly what we expected.” We decided to forgo Canadian Thanksgiving in Ontario and travel to the Florida Keys to do our open water Padi dive certification.The location was perfect for us. We were within walking distance of the dive shop, and enjoyed
…see more

Price per night from

$114

Price per night from

$114

(2) Excellent 

59

P28 4 bedroom 3 bath pool home with dockage

Florida Keys / Key Colony Beach

Key Colony Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$382

Price per night from

$382

(1) Excellent 

22

Palm Cottage - Upscale, 2BR/2BA, Cabana Club Pool

Florida Keys / Key Colony Beach

Key Colony Beach house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

18

GREAT NEW 4 Bedroom. Pool, Dock BEAUTIFUL! AUGUST 5-12 Opening of Lobster Seaso

Florida Keys / Key Colony Beach

Key Colony Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$259

Responds fast!
avg. 3 hours 13 minutes

Price per night from

$259

(36) Excellent 

35

WATERFRONT /DOCK/ POOL/ WALK TO CABANA BEACH CLUB **ON SALE** 4/27-5/24 $1695WK

Florida Keys / Key Colony Beach

Key Colony Beach house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.02 mi
  • Swimming pool
“Fabulous!” Beautifully decorated, very comfortable, has everything you need for a great escape. Conveniently located to the beach, great restaurants, bike rentals, etc. would stay there again in a heartbeat.
…see more

Price per night from

$214

Price per night from

$214

(6) Excellent 

25

Key Colony Beach Tropical Pool Home-Booking for Spring/Summer & Winter Holidays

Florida Keys / Key Colony Beach

Key Colony Beach house

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“You will love this Home” We have stayed in this beautiful home for the last 5 winters. It has everything needed to make your stay relaxing and enjoyable. The home has a large well stocked kitchen, large flatscreen TV, comfortable furniture and we
…see more

Price per night from

$385

Responds fast!
avg. 27 minutes

Price per night from

$385

11

"Where the green of the Gulf meets the blue of the Sea"

Florida Keys / Key Colony Beach

Key Colony Beach house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$316

Price per night from

$316

(12) Excellent 

70

FALL RATE SLASHED! Totally remodeled! Kayak, Dock, Bikes, Pool, 2 Beaches

Florida Keys / Key Colony Beach

Key Colony Beach house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Paradise Found” This is an adorable property. It is so "keysie"! The decor is just lovely with all the amenities you need. The kitchen is fully equipped, there was a new set of pots and pans, crockpot, blender and anything else I needed. The grill
…see more

Price per night from

$143

Responds fast!
avg. 1 hour 0 minutes

Price per night from

$143

25

Dive In--P56--3 Bedrooms/2 Bath

Florida Keys / Key Colony Beach

Key Colony Beach house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$164

Price per night from

$164

(21) Excellent 

53

CHARMING KCB POOL COTTAGE, PVT POOL,46 FT DCK,WIFI

Florida Keys / Key Colony Beach

Key Colony Beach cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Most wonderful vacation home ever.” The pool, the hammock, the dock, the decor....it was the best place i have ever stayed. I didnt want to leave. Laying in the hammock every night listening to the palm trees swaying in the breeze. Watching the snook
…see more

Price per night from

$200

Price per night from

$200