Title: Poolside Paradise - Monthly Rental Reviews, Deals & Photos 2026 - Expedia

[See all properties](http://www.expedia.com/Hotel-Search?regionId=&selected=121132471&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false)

Entire apartment

# Poolside Paradise - Monthly Rental

- Overview
- Rooms
- Location
- Policies

Close to Smathers Beach and South Beach, Poolside Paradise - Monthly Rental has plenty to offer. Stay connected with free WiFi in public areas. 

## Popular amenities

- Parking included
- Free WiFi

## Room options

### Check availability for these dates

Tonight

[Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

Tomorrow

[Mar 6 - Mar 7](https://www.expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-07&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

This weekend

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

Next weekend

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-15&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-15&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2)

## You may also like

Ad 

![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/13000000/12600000/12599300/12599231/6ccd43af_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Blue Flamingo Resort Key West

New Town

- Pool
- Hot tub
- Pet friendly
- Free WiFi

8.2

Very Good

1,973 reviews

$337 nightly

$379 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information?chkin=2026-3-10&chkout=2026-3-11&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

Ad 

![6 outdoor pools, free cabanas, pool umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/17000000/16210000/16203000/16202992/86ab7efa_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Oceans Edge Key West Resort, Hotel & Marina

Stock Island

- Pool
- Pet friendly
- Free WiFi
- Restaurant

9.0

Wonderful

1,819 reviews

$348 nightly

$391 total

Apr 4 - Apr 5

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information?chkin=2026-4-4&chkout=2026-4-5&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

Ad 

![Outdoor pool](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/9000000/8660000/8657100/8657021/bf80060e_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### The Key West Hotel

Key West Historic District

- Pool
- Pet friendly
- Free WiFi
- Air conditioning

9.2

Wonderful

534 reviews

$487 nightly

$541 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information?chkin=2026-3-8&chkout=2026-3-9&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

Ad 

![4 outdoor pools, pool umbrellas, sun loungers](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/30000/24700/24615/53d86ebf_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Parrot Key Hotel & Villas

Northside Resort

- Pool
- Pet friendly
- Free WiFi
- Restaurant

9.0

Wonderful

1,315 reviews

$356 nightly

$401 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

Ad 

![Marina](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### The Perry Hotel & Marina Key West

Stock Island

- Pool
- Pet friendly
- Free WiFi
- Restaurant

9.4

Exceptional

1,222 reviews

$426 nightly

$479 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

Ad 

![Private beach, white sand, sun loungers, beach umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/20000/19400/19307/e5d5dd25_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Pier House Resort & Spa

Key West Historic District

- On private beach
- Pool
- Hot tub
- Spa

9.0

Wonderful

1,052 reviews

$748 nightly

$841 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information?chkin=2026-3-29&chkout=2026-3-30&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

Ad 

![View from property](https://images.trvl-media.com/lodging/1000000/670000/663200/663132/f56e20a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Courtyard by Marriott Key West Waterfront

Northside Resort

- Pool
- Hot tub
- Parking included
- Free WiFi

8.8

Excellent

1,004 reviews

$348 nightly

$391 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information?chkin=2026-4-5&chkout=2026-4-6&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

Ad 

![Studio Suite | Terrace/patio](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/2000000/1710000/1709300/1709243/9cd0d2ea_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

#### Eden House

Key West Historic District

- Pool
- Hot tub
- Free WiFi
- Restaurant

9.0

Wonderful

1,006 reviews

$369 nightly

$415 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Eden-House.h1709243.Hotel-Information?chkin=2026-3-10&chkout=2026-3-11&rm1=a2&regionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=ddeb8ec2-d3ba-48f3-8b2d-6d1cb95c3d03&top_cur=USD)

![Mod logo](https://a.travel-assets.com/egds/marks/onekey__standard__always_light.svg)

Earn OneKeyCash on thousands of hotels when you sign in and book. More rewards for more adventures!

[Sign in](https://www.expedia.com/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Poolside-Paradise-Monthly-Rental.h121132471.Hotel-Information)[Sign up, it's free](https://www.expedia.com/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-Poolside-Paradise-Monthly-Rental.h121132471.Hotel-Information)

## About the neighborhood

Midtown, a neighborhood in Key West, is home to Poolside Paradise - Monthly Rental. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. [Visit our Key West travel guide](https://www.expedia.com/Key-West.dx1187)

[View more Apartments in Key West](https://www.expedia.com/Key-West-Apartments.d1187-aaApartments.Travel-Guide-Accommodation)

![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55298%2C-81.78368&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=T5O0wGBQI3k69gGsA4YtXwBqw88=)

Key West, FL

### What's nearby

- ![#TroveOn  
A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key.  The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out.  The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!](https://images.trvl-media.com/place/553248635976481245/e66923bb-4dc7-449a-bbc6-f6b5c57b69c9.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Key West Naval Station  
6 min walk \- 0.4 miles
- ![Beach and Pier at Sunset, Florida, USA](https://images.trvl-media.com/place/553248635976496782/1bfe637a-381c-425d-ba50-7340e2c8b6bb.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Florida Keys Beaches  
8 min walk \- 0.4 miles
- ![Higgs Beach featuring a sandy beach as well as an individual femail](https://images.trvl-media.com/place/6246822/85c3e283-463e-4462-91b6-cddba21dfa39.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Clarence S. Higgs Memorial Beach Park  
8 min walk \- 0.5 miles
- ![Smathers Beach showing a luxury hotel or resort, tropical scenes and a beach](https://images.trvl-media.com/place/6069255/906a25d3-aea9-4560-a01c-5f793021725b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Smathers Beach  
13 min walk \- 0.7 miles
- ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Duval Street  
19 min walk \- 1.0 mile

### Getting around

- Key West Intl. Airport (EYW)  
6 min drive

### Restaurants

- Circle K  
12 min walk
- Dions Truman & White  
14 min walk
- Morrison's Market  
12 min walk
- Sandy's Café  
14 min walk
- Popeyes Louisiana Kitchen  
15 min walk

## About this property

### Poolside Paradise - Monthly Rental

Apartment near Florida Keys Beaches

Close to Smathers Beach and South Beach, Poolside Paradise - Monthly Rental has plenty to offer. Guests can connect to free WiFi in public areas. 

Other perks at this apartment include:

- Free self parking

Room features

All guestrooms at Poolside Paradise - Monthly Rental have amenities such as high-speed internet. 

## Similar properties

![House | 3 bedrooms, desk, Internet](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003140/w3000h1993x0y0-17c2fec1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Hidden Oasis Gorgeous Home w Pvt Pool

New Town

- Parking included
- Free WiFi
- Outdoor Space
- Barbecue grill

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=109003140&PinnedHotelID=109003140&HadPinnedHotel=true&regionId=-1&adults=2)

![](https://images.trvl-media.com/lodging/125000000/124560000/124559000/124558979/fde9bd64.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### \*\*CASA DEL MONO @ MIDTOWN\*\* Stunning Private Home & Pool + LAST KEY SERVICES…

Midtown

- Pool
- Kitchen
- Washer
- Dryer

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=124558979&PinnedHotelID=124558979&HadPinnedHotel=true&regionId=-1&adults=2)

![A heated pool](https://images.trvl-media.com/lodging/68000000/67280000/67277400/67277353/f2a23ebf.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Sumptuous Home w/ Private heated pool, Central AC, WiFi & Private Washer/Dryer

Midtown

- Pool
- Kitchen
- Washer
- Dryer

7.0

Good

8 reviews

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=67277353&PinnedHotelID=67277353&HadPinnedHotel=true&regionId=-1&adults=2)

![A heated pool](https://images.trvl-media.com/lodging/122000000/121490000/121481400/121481338/abf6b88d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### POOLSIDE PARADISE \~ Charming 3 BR/2Ba Home w/ Pool!

Midtown

- Pool
- Kitchen
- Washer
- Dryer

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=121481338&PinnedHotelID=121481338&HadPinnedHotel=true&regionId=-1&adults=2)

![Beach](https://images.trvl-media.com/lodging/111000000/110650000/110647700/110647657/7294debe.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### FABULOUS MERMAID LAGOON! 2BD HM PRIVATE POOL WIFI AC WD FREE PARKING! 

White St. Gallery

- Kitchen
- Washer
- Dryer
- Air conditioning

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=110647657&PinnedHotelID=110647657&HadPinnedHotel=true&regionId=-1&adults=2)

![Smart TV, stereo](https://images.trvl-media.com/lodging/45000000/44040000/44039700/44039656/e2de1ff6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### \*\*MIDTOWN MOSAIC @ MIDTOWN\*\* Modern Private Home & Pool + LAST KEY SERVICES…

Midtown

- Pool
- Kitchen
- Washer
- Dryer

10

Exceptional

4 reviews

[](https://www.expedia.com/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=44039656&PinnedHotelID=44039656&HadPinnedHotel=true&regionId=-1&adults=2)

[Compare similar properties](/Hotel-Search?startDate=2026-03-19&endDate=2026-03-20&selected=121132471&PinnedHotelID=121132471&HadPinnedHotel=true&regionId=-1&adults=2&comparePropertyIds=121132471,109003140,124558979,67277353,121481338)

## Policies

### Check-in

Check-in start time: 3:00 PM; Check-in end time: 5:00 PM

Minimum check-in age: 25 

### Check-out

Check-out before 11:00 AM

### Special check-in instructions

Guests must contact the property for check-in information

To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation

Information provided by the property may be translated using automated translation tools

### Pets

Pets not allowed

### Children and extra beds

Children are welcome

### Property payment types

## Important information

### You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

This property accepts credit cards

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

### We should mention

This property does not have elevators

A mandatory cleaning fee is included in this property's rental rate

## Frequently asked questions

### Is Poolside Paradise - Monthly Rental pet-friendly?

### How much is parking?

### What time is check-in at Poolside Paradise - Monthly Rental?

### What time is check-out at Poolside Paradise - Monthly Rental?

### Where is Poolside Paradise - Monthly Rental located?

## Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question