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Poolside Suite - Nightly Rental

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2 Bedrooms
1 Bathroom
Parking: 
1 Private Parking Spot
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Description

One-half block off world famous Duval Street sits the beautifully renovated home on the 500 block of Olivia Street. A semi-private pool with waterfall (shared with Poolside Retreat) and Private Off-Street Parking makes this the ideal Old town location.

Enjoy nearby bars, shops, and fine dining. Walking distance to nearly everything you want to do during your stay in Key West!

This suite features a recently renovated kitchen, hardwood floors, ice cold A/C, ceiling fans and much more! Have a couple extra guests? No problem, as this vacation rental can sleep up to 6 adults comfortably thanks to the extra queen-sized sleeper sofa. Relax outside and catch some rays by your semi-private pool, or host a BBQ with your friends and family! Poolside Suite is a long time Key West Vacation Rental customer favorite! Come see why!

Key West Vacation Rentals typically releases all minimum night stay requirements within 60 days of the arrival date. Otherwise, our minimum night requirements are as follows:

- January thru April - 5 night minimum
- May thru mid - December - 3 night minimum
- Fantasy Fest Week - (late October) - 7 night minimum
- Christmas & New Years - 7 night minimum
- Special Holidays and Events may have up to 7 night minimums

Our software is designed to fill in small gaps between reservations that are outside of 60 days. Feel free to call our office for more info or special requests.

Individual making the reservation must be 25 years or older with proper identification and be an occupant of the property

Amenities

  • Deck
  • Patio
  • Balcony
  • Gas Grill
  • Shared Pool
  • Near Beach
  • Close to Duval
  • Air Conditioning
  • Ceiling Fans
  • Linens
  • Ironing Board
  • Free Wifi
  • Pets Allowed

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Map

Attraction Distance
Poolside Suite - Nightly Rental
Poolside Paradise - Nightly Group Unit
Conch Casa - Nightly Rental 0.01 mi
Poolside Retreat - Nightly Rental 0.01 mi
Leeward Isle - Nightly Rental 0.03 mi
Tradewinds - Nightly Group Unit 0.04 mi
Windward Isle - Nightly Rental 0.04 mi
Tobago Grande - Monthly Rental 0.04 mi
Audubon House - Nightly Rental 0.06 mi
Monroe Suite - Nightly Rental 0.06 mi
Truman Suite - Nightly Rental 0.06 mi
Little Havana Suite - Nightly Rental 0.06 mi
Old Town Garden Villas - Nightly Group Rental 0.06 mi
Andros Suite - Nightly Rental 0.06 mi
Paradise Suite - Monthly Rental 0.06 mi
Providence Suite - Monthly Rental 0.07 mi
Abaco Suite - Nightly Rental 0.07 mi
Caribbean Suite - Nightly Rental 0.07 mi
Hemingway`s View - Nightly Rental 0.08 mi
Bermuda Suite - Nightly Rental 0.09 mi

Reviews

Leave a Review

Great location w bonus of private pool

Reviewed on 2017-08-30 by from Clearwater, FL
Updated on 2017-08-30
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5
We loved the house! Was perfect for 2 couples to share. You could even have other friends rent the house that adjoins it, that you share the pool w. Perk that it includes a parking spot as well! We were very satisfied w the rental. Plenty of linen/beach towels, TP, etc. The little welcome package was a nice touch. The only suggestion I have is to install a shelf or something similar the shower to set your shampoo, etc on. Having to put all your things on the ground is not ideal (especially when trying not to get your hair wet ;) ).The tiny soap dish has a hole in the middle so you can't even set much on it. Great place and easy management to work with.

Great location w bonus of private pool

Reviewed on 2017-08-30 by from Clearwater, FL
Updated on 2017-08-30
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5
We loved the house! Was perfect for 2 couples to share. You could even have other friends rent the house that adjoins it, that you share the pool w. Perk that it includes a parking spot as well! We were very satisfied w the rental. Plenty of linen/beach towels, TP, etc. The little welcome package was a nice touch. The only suggestion I have is to install a shelf or something similar the shower to set your shampoo, etc on. Having to put all your things on the ground is not ideal (especially when trying not to get your hair wet ;) ).The tiny soap dish has a hole in the middle so you can't even set much on it. Great place and easy management to work with.

Cozy house in a great location.

Reviewed on 2017-08-15 by from Guaynabo, NA
Updated on 2017-08-15
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We went to Key West for a bachelorette party! 7 girls. The house was 2 bedrooms and 1 bathroom, so it was a little tight for our group, but we had a great stay! The house has a fully equipped kitchen and BBQ Grill outside. They provided us with daily fresh towels and things like, dish washing soup, paper towels, shampoo, conditioner, lotion, even make up remover cloths. A thing that was awesome about this house was the pool, just 4 steps from the home, with a heater. Also they lock is with a keypad, so if our group would get separated, everyone could enter because they had the code, no need to be sharing keys, etc. We walked to the beach and to the party zone on Duval Street. It's a 8-10 minute walk. The house is on Olivia street but with 50 steps, you will be right on Duval. It was perfect for us and we had an unforgettable fun and awesome stay! Hope this helps.

Cozy house in a great location.

Reviewed on 2017-08-15 by from Guaynabo, NA
Updated on 2017-08-15
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We went to Key West for a bachelorette party! 7 girls. The house was 2 bedrooms and 1 bathroom, so it was a little tight for our group, but we had a great stay! The house has a fully equipped kitchen and BBQ Grill outside. They provided us with daily fresh towels and things like, dish washing soup, paper towels, shampoo, conditioner, lotion, even make up remover cloths. A thing that was awesome about this house was the pool, just 4 steps from the home, with a heater. Also they lock is with a keypad, so if our group would get separated, everyone could enter because they had the code, no need to be sharing keys, etc. We walked to the beach and to the party zone on Duval Street. It's a 8-10 minute walk. The house is on Olivia street but with 50 steps, you will be right on Duval. It was perfect for us and we had an unforgettable fun and awesome stay! Hope this helps.

First time to Key West

Reviewed on 2017-05-18 by from Mexico, MO
Updated on 2017-05-18
4
Services from rental manager
4
Cleanliness
3
Location
5
Property condition
3
This rental was very well located. We walked to most places we wanted to go.

First time to Key West

Reviewed on 2017-05-18 by from Mexico, MO
Updated on 2017-05-18
4
Services from rental manager
4
Cleanliness
3
Location
5
Property condition
3
This rental was very well located. We walked to most places we wanted to go.

Will be back!

Reviewed on 2017-03-25 by from Gainesville, FL
Updated on 2017-03-25
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had a group of 6 staying in this house. It was super conveniently located so we were willing to be a little cramped. The house is well layed out and we all agree that we would eagerly return.

Will be back!

Reviewed on 2017-03-25 by from Gainesville, FL
Updated on 2017-03-25
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had a group of 6 staying in this house. It was super conveniently located so we were willing to be a little cramped. The house is well layed out and we all agree that we would eagerly return.

March Escape

Reviewed on 2017-03-21 by from Bethesda, MD
Updated on 2017-03-21
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Great getaway spot, just off of Duval street and close proximity to all the major attractions. Would definitely recommend for anyone that wants to stay in Key West. The management company was also very helpful, I'll definitely utilize them again for our next trip.

March Escape

Reviewed on 2017-03-21 by from Bethesda, MD
Updated on 2017-03-21
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Great getaway spot, just off of Duval street and close proximity to all the major attractions. Would definitely recommend for anyone that wants to stay in Key West. The management company was also very helpful, I'll definitely utilize them again for our next trip.

Olivia gem

Reviewed on 2017-03-20 by from Mooretown, ON
Updated on 2017-03-20
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
spent 2 nights here, just off of Duval, nice little spot with the pool.

Olivia gem

Reviewed on 2017-03-20 by from Mooretown, ON
Updated on 2017-03-20
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
spent 2 nights here, just off of Duval, nice little spot with the pool.

Key West Poolside Suite review

Reviewed on 2017-02-10 by from lewes, DE
Updated on 2017-02-10
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We were with another couple and we thought the place was very nice. It was clean and had everything we needed for the one night stay.Also we loved the pool! Only complaint was the queen bed,way too soft. We mentioned the bed to the KW property management company.

Key West Poolside Suite review

Reviewed on 2017-02-10 by from lewes, DE
Updated on 2017-02-10
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We were with another couple and we thought the place was very nice. It was clean and had everything we needed for the one night stay.Also we loved the pool! Only complaint was the queen bed,way too soft. We mentioned the bed to the KW property management company.

Perfect Location - but locks were not that great!

Reviewed on 2016-12-12 by from Chicago, IL
Updated on 2016-12-12
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3
This rental is in the perfect location. It is just off Duval and about in the middle of each end. So perfect for walking both ways and pretty close to the main road. I was there visiting for 7 days. Tons of great food locations right near there too! The people that stopped by for house keeping and general clean up for outside were very nice and they always were make sure we had what we needed. The kitchen and 2 bedrooms were a perfect size for our needs. <br/><br/>Great backyard area with the pool. It is smaller than the photos look, but still good for relaxing or enjoying a beverage outside. It was kept clean also.<br/><br/>The rental that the street was on was pretty quiet too. <br/><br/>When we first got there, we were a little worried because one of the window screens on the front of house, just off porch, looked like it was bent back, but when we checked inside, everything was fine, and the windows were stuck shut and could not be open, so once we figured that out....We had no worries. <br/><br/>I have a few criticism for this rental - But nothing so bad that I wouldn't stay there again!<br/>1. The locks on the rental were not that great. The Front door dead bolt was VERY difficult to open and close. On back door to the pool, the dead bolt didn't even work, but the door did close and there was a chain lock. <br/>2. The lighting in the place doesn't work that great. Half the light bulbs were out and the back 2nd bedroom had only the side table lamp that worked. <br/>3. We had requested multiple times that we did not need house keeping while we were there. We told the rental management company and the house keeper on the first day. But they still came every day.<br/>4. The fan in the bathroom didn't work at all and there were minimal mirrors. Since the fan didn't work, it made getting ready in the bathroom pretty hot after a shower.<br/><br/>Overall it was a great stay at this Rental and I would definitely stay there again.

Perfect Location - but locks were not that great!

Reviewed on 2016-12-12 by from Chicago, IL
Updated on 2016-12-12
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3
This rental is in the perfect location. It is just off Duval and about in the middle of each end. So perfect for walking both ways and pretty close to the main road. I was there visiting for 7 days. Tons of great food locations right near there too! The people that stopped by for house keeping and general clean up for outside were very nice and they always were make sure we had what we needed. The kitchen and 2 bedrooms were a perfect size for our needs. <br/><br/>Great backyard area with the pool. It is smaller than the photos look, but still good for relaxing or enjoying a beverage outside. It was kept clean also.<br/><br/>The rental that the street was on was pretty quiet too. <br/><br/>When we first got there, we were a little worried because one of the window screens on the front of house, just off porch, looked like it was bent back, but when we checked inside, everything was fine, and the windows were stuck shut and could not be open, so once we figured that out....We had no worries. <br/><br/>I have a few criticism for this rental - But nothing so bad that I wouldn't stay there again!<br/>1. The locks on the rental were not that great. The Front door dead bolt was VERY difficult to open and close. On back door to the pool, the dead bolt didn't even work, but the door did close and there was a chain lock. <br/>2. The lighting in the place doesn't work that great. Half the light bulbs were out and the back 2nd bedroom had only the side table lamp that worked. <br/>3. We had requested multiple times that we did not need house keeping while we were there. We told the rental management company and the house keeper on the first day. But they still came every day.<br/>4. The fan in the bathroom didn't work at all and there were minimal mirrors. Since the fan didn't work, it made getting ready in the bathroom pretty hot after a shower.<br/><br/>Overall it was a great stay at this Rental and I would definitely stay there again.

Great Location

Reviewed on 2016-10-26 by from Cherry Hill, NJ
Updated on 2016-10-26
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
the location was perfect to everything. Got picked up at the ferry and brought to the rental. The house had everything we needed. Going to book again next year.

Great Location

Reviewed on 2016-10-26 by from Cherry Hill, NJ
Updated on 2016-10-26
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
the location was perfect to everything. Got picked up at the ferry and brought to the rental. The house had everything we needed. Going to book again next year.

Perfect location in Key West! Walk to everything.

Reviewed on 2016-10-22 by from Vista, CA
Updated on 2016-10-22
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Clean and comfy

Perfect location in Key West! Walk to everything.

Reviewed on 2016-10-22 by from Vista, CA
Updated on 2016-10-22
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Clean and comfy

Great spot in a fun city

Reviewed on 2016-10-13 by from Burdett, NY
Updated on 2016-10-13
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This rental is a great spot with on-site parking. It is a block from Duval Street, making it easy to explore this interesting city. The rental was clean. Having the pool is icing on the cake!

Great spot in a fun city

Reviewed on 2016-10-13 by from Burdett, NY
Updated on 2016-10-13
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This rental is a great spot with on-site parking. It is a block from Duval Street, making it easy to explore this interesting city. The rental was clean. Having the pool is icing on the cake!

Location, Location, Location

Reviewed on 2016-05-28 by from Fort Lauderdale, FL
Updated on 2016-05-28
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This property is exactly what we wanted close to Duval close to all the restaurants. Nice, clean and a semi private shared pool. Will definitely stay here again.

Location, Location, Location

Reviewed on 2016-05-28 by from Fort Lauderdale, FL
Updated on 2016-05-28
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This property is exactly what we wanted close to Duval close to all the restaurants. Nice, clean and a semi private shared pool. Will definitely stay here again.

Good

Reviewed on 2016-04-26 by from Fort Myers, FL
Updated on 2016-04-26
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
It was a great place to stay that was close to all of our Duval adventures.

Good

Reviewed on 2016-04-26 by from Fort Myers, FL
Updated on 2016-04-26
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
It was a great place to stay that was close to all of our Duval adventures.

Cute Cottage

Reviewed on 2016-04-23 by from Poulsbo, WA
Updated on 2016-04-23
4
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4
We had a great two might stay- very convenient and great parking.

Cute Cottage

Reviewed on 2016-04-23 by from Poulsbo, WA
Updated on 2016-04-23
4
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4
We had a great two might stay- very convenient and great parking.

Central

Reviewed on 2016-03-30 by from Raaba-Grambach, XX
Updated on 2016-03-30
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This house is really in the center of Key West. It's got everthing you need and if there is any problem, the guys from Key West Vacation are always there to help you

Central

Reviewed on 2016-03-30 by from Raaba-Grambach, XX
Updated on 2016-03-30
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This house is really in the center of Key West. It's got everthing you need and if there is any problem, the guys from Key West Vacation are always there to help you

50th Birthday Getaway

Reviewed on 2016-03-29 by from Simpsonville, SC
Updated on 2016-03-29
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4
Good size for 3-4 guests. Perfect location for visitors that want to experience Duval Street, which we did frequently. Getting in & out of parking spots can be a challenge, but in Key West just glad to have my own parking spot.

50th Birthday Getaway

Reviewed on 2016-03-29 by from Simpsonville, SC
Updated on 2016-03-29
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4
Good size for 3-4 guests. Perfect location for visitors that want to experience Duval Street, which we did frequently. Getting in & out of parking spots can be a challenge, but in Key West just glad to have my own parking spot.

old town house rental

Reviewed on 2016-02-15 by from ontario
Updated on 2016-02-15
4
Services from rental manager
5
Cleanliness
3
Location
4
Property condition
2
Our stay in Key West was great, location was perfect for everthing

old town house rental

Reviewed on 2016-02-15 by from ontario
Updated on 2016-02-15
4
Services from rental manager
5
Cleanliness
3
Location
4
Property condition
2
Our stay in Key West was great, location was perfect for everthing

Thumb's up!

Reviewed on 2015-12-28 by from New Port Coast, CA
Updated on 2015-12-28
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Highly recommend. <br/>The location is literally steps from central Duval Street, neighborhood's fine and private parking is excellent. <br/>The unit is attractive and clean and bright. Well laid out. The feeling was very "cottage-y", which is what we come for. It didn't feel old in the wrong way. <br/> It was well appointed, and had many of the little things that make us feel welcome. Very nice to have daily towel service, and the management company was extremely accommodating. Communication was excellent. <br/>Semi private pool was perfect-only two units share it. <br/> We are experienced vacation rental owners and users. Would recommend both and the management company. <br/>

Thumb's up!

Reviewed on 2015-12-28 by from New Port Coast, CA
Updated on 2015-12-28
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Highly recommend. <br/>The location is literally steps from central Duval Street, neighborhood's fine and private parking is excellent. <br/>The unit is attractive and clean and bright. Well laid out. The feeling was very "cottage-y", which is what we come for. It didn't feel old in the wrong way. <br/> It was well appointed, and had many of the little things that make us feel welcome. Very nice to have daily towel service, and the management company was extremely accommodating. Communication was excellent. <br/>Semi private pool was perfect-only two units share it. <br/> We are experienced vacation rental owners and users. Would recommend both and the management company. <br/>

Perfect!

Reviewed on 2015-12-09 by from roselle, il
Updated on 2015-12-09
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3
In the mid of everything but away from noise.Super clean property with extremely cozy out door area.everything was in super good shape only exception is the underwater pool light doesn't work it would made this outdoor area even more extremely cozy.i called in but lady sayd there is no underwater light even thoe I can clearly see its there.1more thing,second day of stay we came back from town to find that cleaners had left back door wide open after they finished,thats not good when passports and other valuables of guests are inside.other then that,cant wait to come back!

Perfect!

Reviewed on 2015-12-09 by from roselle, il
Updated on 2015-12-09
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3
In the mid of everything but away from noise.Super clean property with extremely cozy out door area.everything was in super good shape only exception is the underwater pool light doesn't work it would made this outdoor area even more extremely cozy.i called in but lady sayd there is no underwater light even thoe I can clearly see its there.1more thing,second day of stay we came back from town to find that cleaners had left back door wide open after they finished,thats not good when passports and other valuables of guests are inside.other then that,cant wait to come back!

Great rental

Reviewed on 2015-12-02 by from Palmetto Bay, FL
Updated on 2015-12-02
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Perfect sized rental with a pool, 3 beds, a kitchen, and a fantastic location!

Great rental

Reviewed on 2015-12-02 by from Palmetto Bay, FL
Updated on 2015-12-02
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Perfect sized rental with a pool, 3 beds, a kitchen, and a fantastic location!

Poolside Suite KW

Reviewed on 2015-03-05 by from Key West, FL
Updated on 2015-03-05
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
The rooms were clean, modern and comfortable. The pool was a nice size, clean and warm. The service was excellent from the drivers to the office.

Poolside Suite KW

Reviewed on 2015-03-05 by from Key West, FL
Updated on 2015-03-05
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
The rooms were clean, modern and comfortable. The pool was a nice size, clean and warm. The service was excellent from the drivers to the office.

Great Location

Reviewed on 2015-03-04 by from Findlay, OH
Updated on 2015-03-04
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
My wife and I stayed at the Poolside suite during our most recent trip to KW. The location was perfect for walking to southernmost beach and Duval Street bars. House is small but with just the two of us, it wasn't a problem at all. The interior was well taken care of and the pool is great!

Great Location

Reviewed on 2015-03-04 by from Findlay, OH
Updated on 2015-03-04
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
My wife and I stayed at the Poolside suite during our most recent trip to KW. The location was perfect for walking to southernmost beach and Duval Street bars. House is small but with just the two of us, it wasn't a problem at all. The interior was well taken care of and the pool is great!