Short-Term Rentals in MiLo Watersports, FL: Compare 10+ Sites & Save

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584 Best Short-Term Rentals in MiLo Watersports (Starting from $150)

Skyway Living
Skyway Living
House
Summerland Key, FL, USA
0.3k from MiLo Watersports 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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Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
House
Summerland Key, FL, 33042, United States
0.2k from MiLo Watersports center

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

3 Bedrooms10 Guests
8.0

Good

1 reviews

$374
Average price / night
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Summerland Canal
Summerland Canal
House
Summerland Key, FL, USA
0.4k from MiLo Watersports 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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Canalfront house with private pool, WiFi, private washer/dryer, and central AC
Canalfront house with private pool, WiFi, private washer/dryer, and central AC
House
Summerland Key, FL, 33042, United States
0.3k from MiLo Watersports center

2 Bedrooms6 Guests
New to Booking
$302
Average price / night
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Love Shack
Love Shack
House
Summerland Key, FL, USA
1.2k from MiLo Watersports center

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

2 Bedrooms4 Guests
New to Booking
$150
Average price / night
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Mariners Cove - The Kraken House
Mariners Cove - The Kraken House
House
Summerland Key, FL, 33042, United States
0.3k from MiLo Watersports center

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

5 Bedrooms10 Guests
9.8

Exceptional

9 reviews

$698
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 MiLo Watersports 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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Relax at the flying hogfish
Relax at the flying hogfish
House
Summerland Key, FL, 33042, United States
0.3k from MiLo Watersports center

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

3 Bedrooms6 Guests
9.6

Exceptional

14 reviews

$232
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 MiLo Watersports 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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Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!
Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$530
Average price / night
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Island Oasis ~ YOUR Paradise Awaits!
Island Oasis ~ YOUR Paradise Awaits!
House
MiLo Watersports, Summerland Key, Florida, USA
2.9k from MiLo Watersports 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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Sunset Serenity – 3BR Open Water Oasis On Summerland Key Boat Dockage, Stunning Views & Pet Friendly
Sunset Serenity – 3BR Open Water Oasis On Summerland Key Boat Dockage, Stunning Views & Pet Friendly
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$441
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
3.0k from MiLo Watersports 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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  Summerland Airport Hangar Home with Pool, Private Runway and deep wide Canal
Summerland Airport Hangar Home with Pool, Private Runway and deep wide Canal
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

2 Bedrooms6 Guests
New to Booking
$359
Average price / night
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Mermaid Magic by Last Key Realty
Mermaid Magic by Last Key Realty
House
Cudjoe Key, FL, USA
3.0k from MiLo Watersports 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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Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry
Summerland Canal-Front Escape w/ Plunge Pool, Dock, Tiki Bar, WiFi & Laundry
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

2 Bedrooms5 Guests
New to Booking
$198
Average price / night
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Dock Holiday
Dock Holiday
House
Cudjoe Key, FL, USA
3.1k from MiLo Watersports center

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

2 Bedrooms4 Guests
7.6

Good

5 reviews

$293
Average price / night
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Ground Level Home With Deepwater Canal
Ground Level Home With Deepwater Canal
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

3 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$193
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
3.1k from MiLo Watersports 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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Ocean Front Modern Home
Ocean Front Modern Home
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms9 Guests
10.0

Exceptional

18 reviews

$497
Average price / night
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Oceanview Retreat with 60ft Seawall
Oceanview Retreat with 60ft Seawall
House
Cudjoe Key, FL, USA
3.1k from MiLo Watersports 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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Canal Front  (Deep Water)  Tropical Villa
Canal Front (Deep Water) Tropical Villa
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

2 Bedrooms8 Guests
10.0

Exceptional

32 reviews

$303
Average price / night
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Oceanfront Sunsets in the Florida Keys
Oceanfront Sunsets in the Florida Keys
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

4 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$472
Average price / night
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 Starfish Cottage - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
Starfish Cottage - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

1 Bedroom4 Guests
9.8

Exceptional

60 reviews

$243
Average price / night
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Mad Mahi Canal with pool.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
Mad Mahi Canal with pool.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, No Smoking, Pool, TV

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$514
Average price / night
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Summerland Cove..MM25 Summerland Key, Fl..Canal front-one street from open water
Summerland Cove..MM25 Summerland Key, Fl..Canal front-one street from open water
House
Summerland Key, FL, 33042, United States
0.4k from MiLo Watersports center

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

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$291
Average price / night
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Ocean Breeze House - Sleeps 8 - ESCAPE THE COLD; OUR POOL IS HEATED!
Ocean Breeze House - Sleeps 8 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
0.5k from MiLo Watersports center

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

2 Bedrooms8 Guests
9.4

Superb

31 reviews

$430
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 Short-Term Rentals in MiLo Watersports.

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Frequently Asked Questions

You can explore 584 verified short-term rentals in MiLo Watersports, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in MiLo Watersports vary depending on location, property size, and travel dates. Rates typically start from around $150 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in MiLo Watersports include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in MiLo Watersports, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in MiLo Watersports often include amenities such as Pool, Wellness Facilities, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in MiLo Watersports are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.