Vacation Rentals in Reel Deal Fishing Charters, FL: Compare 10+ Sites & Save

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593 Best Vacation Rentals in Reel Deal Fishing Charters (Starting from $150)

Love Shack
Love Shack
House
Summerland Key, FL, USA
0.9k from Reel Deal Fishing Charters center

Barbecue/Outdoor Cooking, Internet, Security/Safety, Laundry, Child Friendly

2 Bedrooms4 Guests
New to Booking
$150
Average price / night
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Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
House
Summerland Key, FL, 33042, United States
0.1k from Reel Deal Fishing Charters center

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

3 Bedrooms8 Guests
9.6

Exceptional

58 reviews

$319
Average price / night
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Skyway Living
Skyway Living
House
Summerland Key, FL, USA
0.9k from Reel Deal Fishing Charters 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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Blue Pearl of Summerland Key 4 Bedrooms, 3 Baths with Dock, Heated Pool and Spa
Blue Pearl of Summerland Key 4 Bedrooms, 3 Baths with Dock, Heated Pool and Spa
House
Summerland Key, FL, 33042, United States
0.2k from Reel Deal Fishing Charters center

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

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$579
Average price / night
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Summerland Canal
Summerland Canal
House
Summerland Key, FL, USA
1.1k from Reel Deal Fishing Charters 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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Beautiful Lagoon view on canal pool home Summerland
Beautiful Lagoon view on canal pool home Summerland
House
Summerland Key, FL, 33042, United States
0.2k from Reel Deal Fishing Charters center

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

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$274
Average price / night
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Oceanview Retreat with 60ft Seawall
Oceanview Retreat with 60ft Seawall
House
Cudjoe Key, FL, USA
2.8k from Reel Deal Fishing Charters center

Ocean View, Hot Tub, Pool, Barbecue/Outdoor Cooking, Security/Safety, Air Conditioner, Balcony/Terrace

2 Bedrooms4 Guests
New to Booking
$608
Average price / night
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PEACEFUL PARADISE DEEP WATER CANAL! MINUTES TO OCEAN \nFishing and Lobster season
PEACEFUL PARADISE DEEP WATER CANAL! MINUTES TO OCEAN \nFishing and Lobster season
House
Summerland Key, FL, 33042, United States
0.3k from Reel Deal Fishing Charters center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$480
Average price / night
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Island Oasis ~ YOUR Paradise Awaits!
Island Oasis ~ YOUR Paradise Awaits!
House
Reel Deal Fishing Charters, Summerland Key, Florida, USA
2.8k from Reel Deal Fishing Charters 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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The Roost in Summerland Cove Isles
The Roost in Summerland Cove Isles
House
Summerland Key, FL, 33042, United States
0.3k from Reel Deal Fishing Charters center

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

4 Bedrooms6 Guests
New to Booking
$787
Average price / night
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Pelican's Roost, Waterfront comfort at Venture Out
Pelican's Roost, Waterfront comfort at Venture Out
House
Cudjoe Key, FL, USA
2.9k from Reel Deal Fishing Charters center

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

2 Bedrooms5 Guests
9.2

Superb

15 reviews

$303
Average price / night
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Gorgeous 4 Bedroom 3 Bath Open Water Pool Home with great boating
Gorgeous 4 Bedroom 3 Bath Open Water Pool Home with great boating
House
Summerland Key, FL, 33042, United States
0.3k from Reel Deal Fishing Charters center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
New to Booking
$794
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
2.9k from Reel Deal Fishing Charters 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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Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!
Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!
House
Summerland Key, FL, 33042, United States
0.4k from Reel Deal Fishing Charters center

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

3 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$476
Average price / night
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Tidewater Views by Last Key Realty
Tidewater Views by Last Key Realty
House
Cudjoe Key, FL, USA
2.9k from Reel Deal Fishing Charters 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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Fishermans Paradise@The Pointe on Summerland Key 2Bed/2Bath, Pool, 120' of Dock
Fishermans Paradise@The Pointe on Summerland Key 2Bed/2Bath, Pool, 120' of Dock
House
Summerland Key, FL, 33042, United States
0.4k from Reel Deal Fishing Charters center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$442
Average price / night
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Mermaid Magic by Last Key Realty
Mermaid Magic by Last Key Realty
House
Cudjoe Key, FL, USA
2.9k from Reel Deal Fishing Charters 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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LIVING IN BEAUTIFUL PARADISE
LIVING IN BEAUTIFUL PARADISE
House
Summerland Key, FL, 33042, United States
0.4k from Reel Deal Fishing Charters center

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

3 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$231
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
2.9k from Reel Deal Fishing Charters 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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3/2 on the Water in Paradise Monthly Rental 28 Day min.
3/2 on the Water in Paradise Monthly Rental 28 Day min.
House
Summerland Key, FL, 33042, United States
0.4k from Reel Deal Fishing Charters center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$289
Average price / night
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OCEANIA. water front cottage retreat ~
OCEANIA. water front cottage retreat ~
Villa
Cudjoe Key, FL, USA
2.9k from Reel Deal Fishing Charters center

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

2 Bedrooms6 Guests
9.4

Superb

16 reviews

$826
Average price / night
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Summer Breeze   on Summerland Key
Summer Breeze on Summerland Key
House
Summerland Key, FL, 33042, United States
0.4k from Reel Deal Fishing Charters center

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

3 Bedrooms6 Guests
New to Booking
$354
Average price / night
Check Availability
Florida keys Waterfront,Forever Summer
Florida keys Waterfront,Forever Summer
House
Summerland Key, FL, 33042, United States
0.4k from Reel Deal Fishing Charters center

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

4 Bedrooms8 Guests
9.4

Superb

6 reviews

$365
Average price / night
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REEL ESCAPE - 4 Bedroom / 2 Bathroom w/ Pool, Boat Dock & Sleeps 8!
REEL ESCAPE - 4 Bedroom / 2 Bathroom w/ Pool, Boat Dock & Sleeps 8!
House
Summerland Key, FL, 33042, United States
0.4k from Reel Deal Fishing Charters center

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

4 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$544
Average price / night
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Amazing 2 BR Home in Summerland w/ Great Boating Access & Private Heated Pool!
Amazing 2 BR Home in Summerland w/ Great Boating Access & Private Heated Pool!
House
Summerland Key, FL, 33042, United States
0.5k from Reel Deal Fishing Charters center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$367
Average price / night
Check Availability
Sirena Key | Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30min to Key West
Sirena Key | Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30min to Key West
House
Summerland Key, FL, 33042, United States
0.5k from Reel Deal Fishing Charters center

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

5 Bedrooms14 Guests
New to Booking
$536
Average price / night
Check Availability
Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key
Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key
House
Summerland Key, FL, 33042, United States
0.5k from Reel Deal Fishing Charters center

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

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$354
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 in Reel Deal Fishing Charters.

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Reel Deal Fishing Charters Vacation Rentals on the Map

Frequently Asked Questions

You can explore 593 verified vacation rentals in Reel Deal Fishing Charters. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Reel Deal Fishing Charters vary depending on the season, property size, and location. Rates typically start from around $150 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Reel Deal Fishing Charters include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Reel Deal Fishing Charters welcome pets. Currently, 47 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Reel Deal Fishing Charters often include amenities such as Pool, Laundry, and Wellness Facilities. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.