Vacation Rentals with Pool in Seabreeze Trailer Park, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Islamorada
  6.  Seabreeze Trailer Park

Refine your search

Price per night

Amenity Filter

Rating

607 Best Vacation Rentals with Pool in Seabreeze Trailer Park (Starting from $130)

Executive Bay Club Condo M-1
Executive Bay Club Condo M-1
Apartment
Seabreeze Trailer Park, Islamorada, Florida, USA
0.3k from Seabreeze Trailer Park center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$132
Average price / night
Check Availability
Enjoy the Ocean from the deck of this 2BR. Minimum 28-Day Reservation Required
Enjoy the Ocean from the deck of this 2BR. Minimum 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.1k from Seabreeze Trailer Park center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$271
Average price / night
Check Availability
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
House
Islamorada, FL, USA
0.4k from Seabreeze Trailer Park center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

11 Bedrooms28 Guests
8.5

Very Good

2 reviews

$180
Average price / night
Check Availability
Amazing 2-bedroom waterfront resort home!  Minimum 28-Day Reservation Required
Amazing 2-bedroom waterfront resort home! Minimum 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.1k from Seabreeze Trailer Park center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$247
Average price / night
Check Availability
Escape to the Keys
Escape to the Keys
Apartment
Islamorada, FL, USA
0.4k from Seabreeze Trailer Park center

Apartments, Accommodations, Pools, Lodgings, Beach, Places to stay

2 Bedrooms8 Guests
New to Booking
$202
Average price / night
Check Availability
2 bedroom home with stunning ocean views, in a resort!
2 bedroom home with stunning ocean views, in a resort!
House
Islamorada, FL, 33036, United States
0.1k from Seabreeze Trailer Park center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$248
Average price / night
Check Availability
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
Resort
Islamorada, FL, USA
1.3k from Seabreeze Trailer Park center

Accommodations, Pools, Resorts, Parking, Lodgings, Places to stay, Family, Self-catering

14 Bedrooms35 Guests
9.1

Superb

157 reviews

$248
Average price / night
Check Availability
 Oceanview 2 bedroom with jaw-dropping views!  Min 28-Day Reservation Required
Oceanview 2 bedroom with jaw-dropping views! Min 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.1k from Seabreeze Trailer Park center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$275
Average price / night
Check Availability
Eclectic Easeful Stay!
Eclectic Easeful Stay!
Apartment
Seabreeze Trailer Park, Islamorada, Florida, USA
1.4k from Seabreeze Trailer Park center

Private Beach, Internet, Parking, Balcony/Terrace, Kitchen, Pool, Ocean View

2 Bedrooms6 Guests
New to Booking
$130
Average price / night
Check Availability
Oceanview 2BR home in a pet-friendly resort! Minimum 28-Day Reservation Required
Oceanview 2BR home in a pet-friendly resort! Minimum 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.1k from Seabreeze Trailer Park center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$275
Average price / night
Check Availability
Islamorada Paradise Overlooking the Fabulous Florida Bay.
Islamorada Paradise Overlooking the Fabulous Florida Bay.
Apartment
Tavernier, FL, USA
1.5k from Seabreeze Trailer Park center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$189
Average price / night
Check Availability
Welcome to Your Island Escape! Min 28-Day Reservation Required
Welcome to Your Island Escape! Min 28-Day Reservation Required
House
Islamorada, FL, 33036, United States
0.1k from Seabreeze Trailer Park center

AC, Arcade, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet

2 Bedrooms6 Guests
New to Booking
$263
Average price / night
Check Availability
Pineapple Beach
Pineapple Beach
House
Islamorada, FL, USA
1.6k from Seabreeze Trailer Park center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

5 Bedrooms10 Guests
New to Booking
$2500
Average price / night
Check Availability
Executive Bay Club R8 ~ 3 Bed  / 3 Bath + Loft Townhouse on Plantation Key
Executive Bay Club R8 ~ 3 Bed / 3 Bath + Loft Townhouse on Plantation Key
House
Islamorada, FL, 33036, United States
0.2k from Seabreeze Trailer Park center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
New to Booking
$237
Average price / night
Check Availability
Anglers Reef Vacation Rental
Anglers Reef Vacation Rental
Villa
Islamorada, FL, USA
3.5k from Seabreeze Trailer Park center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach

2 Bedrooms6 Guests
9.5

Superb

2 reviews

$495
Average price / night
Check Availability
Brand New Home, Resort Location, Pet Friendly, Oceanview
Brand New Home, Resort Location, Pet Friendly, Oceanview
Resort
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Balcony, Dryer, Fitness Equipment, Heater, Internet, Laundry, Living Area, No Smoking

2 Bedrooms6 Guests
New to Booking
$300
Average price / night
Check Availability
Anglers Reef Paradise
Anglers Reef Paradise
House
Islamorada, FL, USA
3.5k from Seabreeze Trailer Park center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

2 Bedrooms6 Guests
9.6

Exceptional

19 reviews

$400
Average price / night
Check Availability
Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!
Charming 3-bedroom townhome in fabulous Islamorada seconds from the bay!
House
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Pool, Washer

3 Bedrooms6 Guests
New to Booking
$305
Average price / night
Check Availability
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina
Resort
Islamorada, FL, USA
3.7k from Seabreeze Trailer Park center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Places to stay, Glamping

18 Bedrooms43 Guests
7.7

Good

341 reviews

$377
Average price / night
Check Availability
Wake up every day to the sunrise from the deck of this waterfront home 2bed home
Wake up every day to the sunrise from the deck of this waterfront home 2bed home
House
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Barbecue, Dryer, Fitness Equipment, Heater, Internet, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$269
Average price / night
Check Availability
Amazing Sandy Beach Sunsets + New Pool + Best Location w/ Park - Bikes & Kayaks
Amazing Sandy Beach Sunsets + New Pool + Best Location w/ Park - Bikes & Kayaks
House
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet

4 Bedrooms6 Guests
9.8

Exceptional

34 reviews

$462
Average price / night
Check Availability
Endless Paradise at Executive Bay Club in Islamorada
Endless Paradise at Executive Bay Club in Islamorada
House
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
8.8

Fabulous

16 reviews

$173
Average price / night
Check Availability
Sunsets at Islamorada, Florida Keys.  2/2 Townhome at Executive Bay Club
Sunsets at Islamorada, Florida Keys. 2/2 Townhome at Executive Bay Club
House
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$176
Average price / night
Check Availability
Executive Bay Club U2 ~ 3 bed / 3 bath + Loft Townhouse in Islamorada
Executive Bay Club U2 ~ 3 bed / 3 bath + Loft Townhouse in Islamorada
House
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$259
Average price / night
Check Availability
Sunset from our own Private Balcony Directly over the Bay
Sunset from our own Private Balcony Directly over the Bay
Condo
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms7 Guests
9.0

Fabulous

2 reviews

$297
Average price / night
Check Availability
Spring Break in the Sun! Islamorada townhome w/ beach, pool in gated community!
Spring Break in the Sun! Islamorada townhome w/ beach, pool in gated community!
House
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.2

Superb

11 reviews

$193
Average price / night
Check Availability
Islamorada Spectacular Vacation At Executive Bay Club
Islamorada Spectacular Vacation At Executive Bay Club
Condo
Islamorada, FL, 33036, United States
0.3k from Seabreeze Trailer Park center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$210
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Seabreeze Trailer Park.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Seabreeze Trailer Park's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Seabreeze Trailer Park Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 607 verified vacation rentals with a pool in Seabreeze Trailer Park. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Seabreeze Trailer Park vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $130 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Seabreeze Trailer Park offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Seabreeze Trailer Park welcome pets. Currently, 14 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Seabreeze Trailer Park often include additional outdoor features such as Pool, Fireplace/Heating, and Balcony/Terrace. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Seabreeze Trailer Park offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.