Vacation Rentals with Pool in Ramrod Key, FL: Compare 10+ Sites & Save

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  3.  USA

  4.  Florida
  5.  Ramrod Key

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350 Best Vacation Rentals with Pool in Ramrod Key (Starting from $160)

Skyway Living
Skyway Living
House
Summerland Key, FL, USA
3.3k from Ramrod Key center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms6 Guests
New to Booking
$237
Average price / night
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Beachfront 3B/3B Fishing Oasis
Beachfront 3B/3B Fishing Oasis
House
Ramrod Key, FL, 33042, United States
0.7k from Ramrod Key center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms9 Guests
9.6

Exceptional

4 reviews

$538
Average price / night
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Parmer's Resort
Parmer's Resort
Resort
Little Torch Key, FL, USA
3.4k from Ramrod Key center

Accommodations, Pools, Resorts, Parking, Romantic, Pet-friendly, Lodgings, Beach, Places to stay

29 Bedrooms37 Guests
8.6

Fabulous

440 reviews

$215
Average price / night
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Gorgeous 4 bedroom 5 bath pool home with excellent boating
Gorgeous 4 bedroom 5 bath pool home with excellent boating
House
Ramrod Key, FL, 33042, United States
0.8k from Ramrod Key center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$615
Average price / night
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Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
3.6k from Ramrod Key center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$656
Average price / night
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Breezeswept Beach, Waterfront with heated pool
Breezeswept Beach, Waterfront with heated pool
House
Ramrod Key, FL, 33042, United States
0.8k from Ramrod Key center

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

2 Bedrooms4 Guests
New to Booking
$271
Average price / night
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Summerland Canal
Summerland Canal
House
Summerland Key, FL, USA
3.6k from Ramrod Key center

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

2 Bedrooms5 Guests
New to Booking
$160
Average price / night
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Oceanfront Rental With Heated Pool, Dock & Tiki Hut
Oceanfront Rental With Heated Pool, Dock & Tiki Hut
House
Ramrod Key, FL, 33042, United States
1.0k from Ramrod Key center

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

3 Bedrooms8 Guests
10.0

Exceptional

28 reviews

$366
Average price / night
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Sunset Retreat
Sunset Retreat
House
Big Pine Key, FL, USA
4.6k from Ramrod Key center

Barbecue/Outdoor Cooking, Pool, Internet, Laundry, Child Friendly

3 Bedrooms6 Guests
New to Booking
$742
Average price / night
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Mermaid House! Pool, Dockage, Outdoor Bar!
Mermaid House! Pool, Dockage, Outdoor Bar!
House
Ramrod Key, FL, 33042, United States
1.0k from Ramrod Key center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$446
Average price / night
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RV In The Keys a Tropical Retreat
RV In The Keys a Tropical Retreat
House
Big Pine Key, FL, USA
5.2k from Ramrod Key center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$178
Average price / night
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Keys Breeze: 3BR Ramrod Retreat w/ Dockage, Atlantic & Gulf Access, Parking & Dog-Friendly Comfort
Keys Breeze: 3BR Ramrod Retreat w/ Dockage, Atlantic & Gulf Access, Parking & Dog-Friendly Comfort
House
Summerland Key, FL, 33042, United States
1.1k from Ramrod Key center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$403
Average price / night
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Island Oasis ~ YOUR Paradise Awaits!
Island Oasis ~ YOUR Paradise Awaits!
House
Ramrod Key, Florida, USA
5.9k from Ramrod Key center

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

2 Bedrooms6 Guests
7.4

Good

5 reviews

$386
Average price / night
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Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
Beautiful Oceanfront Home on Ramrod Key - Three Lots, Dock & Poolside Tiki Bar
House
Ramrod Key, FL, 33065, United States
1.1k from Ramrod Key center

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

3 Bedrooms6 Guests
10.0

Exceptional

80 reviews

$808
Average price / night
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Turtle Cove Views by Last Key Realty
Turtle Cove Views by Last Key Realty
House
Cudjoe Key, FL, USA
6.0k from Ramrod Key center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
7.0

Good

1 reviews

$513
Average price / night
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Private House Facing the Ocean with Heated Pool/Spa
Private House Facing the Ocean with Heated Pool/Spa
House
RAMROD KEY, FL, 33042, United States
1.1k from Ramrod Key center

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

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$347
Average price / night
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Tidewater Views by Last Key Realty
Tidewater Views by Last Key Realty
House
Cudjoe Key, FL, USA
6.0k from Ramrod Key center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay

2 Bedrooms6 Guests
New to Booking
$424
Average price / night
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Solstice Seaside Waterfront House w/Pool & Spectacular Ocean Views/Min 28 Nights
Solstice Seaside Waterfront House w/Pool & Spectacular Ocean Views/Min 28 Nights
House
Summerland Key, FL, 33042, United States
2.3k from Ramrod Key center

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

4 Bedrooms8 Guests
9.0

Fabulous

7 reviews

$501
Average price / night
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Mermaid Magic by Last Key Realty
Mermaid Magic by Last Key Realty
House
Cudjoe Key, FL, USA
6.0k from Ramrod Key center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$875
Average price / night
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Oceanfront  Home-Pool, Dock-Available Daily, Weekly or Monthly.
Oceanfront Home-Pool, Dock-Available Daily, Weekly or Monthly.
House
Summerland Key, FL, 33042, United States
2.3k from Ramrod Key center

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

3 Bedrooms10 Guests
9.8

Exceptional

49 reviews

$1321
Average price / night
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Serenity Now Seaside Escape - Brand New Build!
Serenity Now Seaside Escape - Brand New Build!
House
Cudjoe Key, FL, USA
6.0k from Ramrod Key center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

1 Bedroom6 Guests
New to Booking
$469
Average price / night
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One of the very few beach houses with a daily, rental license in the Keys.
One of the very few beach houses with a daily, rental license in the Keys.
House
Summerland Key, FL, 33042, United States
2.3k from Ramrod Key center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
8.8

Fabulous

67 reviews

$1296
Average price / night
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Gorgeous 3 Bedroom 2 Bath Open Water Pool Home on Summerland Key
Gorgeous 3 Bedroom 2 Bath Open Water Pool Home on Summerland Key
House
Summerland Key, FL, 33042, United States
2.5k from Ramrod Key center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$558
Average price / night
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Ocean front paradise in Little Torch Key
Ocean front paradise in Little Torch Key
House
Little Torch Key, FL, 33042, United States
2.6k from Ramrod Key center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$569
Average price / night
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Unique Waterfront Dome Home with Dock & Pool – Little Torch Key
Unique Waterfront Dome Home with Dock & Pool – Little Torch Key
House
Summerland Key, FL, 33042, United States
2.6k from Ramrod Key center

AC, Barbecue, Dryer, Free Parking, Internet, Laundry, Microwave, No Smoking, Pool

2 Bedrooms6 Guests
New to Booking
$218
Average price / night
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SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!
SEA SHELL COTTAGE, Sleeps 2 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
2.6k from Ramrod Key center

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

1 Bedroom2 Guests
9.6

Exceptional

38 reviews

$200
Average price / night
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Waterfront Beach House with Dock & Heated Pool!
Waterfront Beach House with Dock & Heated Pool!
House
Summerland Key, FL, 33042, United States
2.7k from Ramrod Key center

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

4 Bedrooms8 Guests
New to Booking
$969
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 Ramrod Key.

Stay Near Ramrod Key's Top Attractions

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Ramrod Key Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 350 verified vacation rentals with a pool in Ramrod Key. 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 Ramrod Key vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $160 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Ramrod Key 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 Ramrod Key welcome pets. Currently, 37 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 Ramrod Key often include additional outdoor features such as Pool, Laundry, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Ramrod Key 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.