Vacation rentals in Cow Key, FL

56 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Cow Key, FL

Modern Waterfront Hudson Condo w/ Resort Pool! - Cow Key, FL
10 ★ 2 reviews

Modern Waterfront Hudson Condo w/ Resort Pool!

Apartment, Cow Key

Modern Waterfront Hudson Condo w/ Resort Pool! is a apartment in Cow Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

Read more

About Modern Waterfront Hudson Condo w/ Resort Pool!

Modern Waterfront Hudson Condo w/ Resort Pool! is a apartment in Cow Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,144.

From$132/night
Show
Gulf-front Views: Coastal Hudson Condo! - Cow Key, FL
10 ★ 1 reviews

Gulf-front Views: Coastal Hudson Condo!

Apartment, Cow Key

Gulf-front Views: Coastal Hudson Condo! is a apartment in Cow Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Gulf-front Views: Coastal Hudson Condo!

Gulf-front Views: Coastal Hudson Condo! is a apartment in Cow Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,078.

From$120/night
Show
Waterfront Condo: Resort Pool, Tennis & Beach - Cow Key, FL
10 ★ 1 reviews

Waterfront Condo: Resort Pool, Tennis & Beach

Apartment, Cow Key

Waterfront Condo: Resort Pool, Tennis & Beach is a apartment in Cow Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Waterfront Condo: Resort Pool, Tennis & Beach

Waterfront Condo: Resort Pool, Tennis & Beach is a apartment in Cow Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,401.

From$163/night
Show
Gulf-view Balcony & Pool Access: Hudson Retreat - Cow Key, FL
10 ★ 1 reviews

Gulf-view Balcony & Pool Access: Hudson Retreat

Apartment, Cow Key

Gulf-view Balcony & Pool Access: Hudson Retreat is a apartment in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring…

Read more

About Gulf-view Balcony & Pool Access: Hudson Retreat

Gulf-view Balcony & Pool Access: Hudson Retreat is a apartment in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,523.

From$168/night
Show

Family-friendly vacation rentals in Cow Key, FL

Plan a trip with stays that give families more room to spread out.

Gorgeous Seaside Seashell Cottage! - Cow Key, FL

Gorgeous Seaside Seashell Cottage!

Holiday Home, Cow Key

Gorgeous Seaside Seashell Cottage! is a holiday home in Cow Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Gorgeous Seaside Seashell Cottage!

Gorgeous Seaside Seashell Cottage! is a holiday home in Cow Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, fireplace, and outdoor fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,330.

From$166/night
Show
2 Mi to Beach: Canal-front Home in Hudson! - Cow Key, FL

2 Mi to Beach: Canal-front Home in Hudson!

Cottage, Cow Key

2 Mi to Beach: Canal-front Home in Hudson! is a cottage in Cow Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About 2 Mi to Beach: Canal-front Home in Hudson!

2 Mi to Beach: Canal-front Home in Hudson! is a cottage in Cow Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $949.

From$108/night
Show
1 Mi to Beach: Home w/ Dock on Canal in Hudson - Cow Key, FL

1 Mi to Beach: Home w/ Dock on Canal in Hudson

Cottage, Cow Key

1 Mi to Beach: Home w/ Dock on Canal in Hudson is a cottage in Cow Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About 1 Mi to Beach: Home w/ Dock on Canal in Hudson

1 Mi to Beach: Home w/ Dock on Canal in Hudson is a cottage in Cow Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,307.

From$144/night
Show
Private Dock! Canalfront Home: 4 Mi to Beaches - Cow Key, FL

Private Dock! Canalfront Home: 4 Mi to Beaches

Cottage, Cow Key

Private Dock! Canalfront Home: 4 Mi to Beaches is a cottage in Cow Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Private Dock! Canalfront Home: 4 Mi to Beaches

Private Dock! Canalfront Home: 4 Mi to Beaches is a cottage in Cow Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,507.

From$166/night
Show

Pet-friendly vacation rentals in Cow Key, FL

Bring your pet along with stays that welcome four-legged travelers.

Modern Waterfront Hudson Condo w/ Resort Pool! - Cow Key, FL

Modern Waterfront Hudson Condo w/ Resort Pool!

Holiday Home, Cow Key

Modern Waterfront Hudson Condo w/ Resort Pool! is a holiday home in Cow Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

Read more

About Modern Waterfront Hudson Condo w/ Resort Pool!

Modern Waterfront Hudson Condo w/ Resort Pool! is a holiday home in Cow Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,102.

From$106/night
Show
Private Beach Access: Hudson Resort Condo! - Cow Key, FL

Private Beach Access: Hudson Resort Condo!

Holiday Home, Cow Key

Private Beach Access: Hudson Resort Condo! is a holiday home in Cow Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

Read more

About Private Beach Access: Hudson Resort Condo!

Private Beach Access: Hudson Resort Condo! is a holiday home in Cow Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,088.

From$105/night
Show
Hot Tub & Gas Grill: Port Richey Retreat - Cow Key, FL

Hot Tub & Gas Grill: Port Richey Retreat

Holiday Home, Cow Key

Hot Tub & Gas Grill: Port Richey Retreat is a holiday home in Cow Key, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Hot Tub & Gas Grill: Port Richey Retreat

Hot Tub & Gas Grill: Port Richey Retreat is a holiday home in Cow Key, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,580.

From$145/night
Show
Mejia's Little House - Cow Key, FL

Mejia's Little House

Holiday Home, Cow Key

Mejia's Little House is a holiday home in Cow Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Mejia's Little House

Mejia's Little House is a holiday home in Cow Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $966.

From$98/night
Show

Vacation rentals with a pool in Cow Key, FL

Add a pool to the search when you want an easy place to cool off between outings.

Balcony & Resort Amenities: Gulf Coast Escape! - Cow Key, FL

Balcony & Resort Amenities: Gulf Coast Escape!

Holiday Home, Cow Key

Balcony & Resort Amenities: Gulf Coast Escape! is a holiday home in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

Read more

About Balcony & Resort Amenities: Gulf Coast Escape!

Balcony & Resort Amenities: Gulf Coast Escape! is a holiday home in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,042.

From$95/night
Show
Cozy Condo w/ Gulf View, Bird Watching + Telescope - Cow Key, FL

Cozy Condo w/ Gulf View, Bird Watching + Telescope

Holiday Home, Cow Key

Cozy Condo w/ Gulf View, Bird Watching + Telescope is a holiday home in Cow Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Cozy Condo w/ Gulf View, Bird Watching + Telescope

Cozy Condo w/ Gulf View, Bird Watching + Telescope is a holiday home in Cow Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,108.

From$95/night
Show
Gulf-Front Views: Coastal Hudson Condo! - Cow Key, FL

Gulf-Front Views: Coastal Hudson Condo!

Holiday Home, Cow Key

Gulf-Front Views: Coastal Hudson Condo! is a holiday home in Cow Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Gulf-Front Views: Coastal Hudson Condo!

Gulf-Front Views: Coastal Hudson Condo! is a holiday home in Cow Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,042.

From$95/night
Show
Gulf-view Condo in Hudson: Perfect for Snowbirds! - Cow Key, FL

Gulf-view Condo in Hudson: Perfect for Snowbirds!

Apartment, Cow Key

Gulf-view Condo in Hudson: Perfect for Snowbirds! is a apartment in Cow Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Gulf-view Condo in Hudson: Perfect for Snowbirds!

Gulf-view Condo in Hudson: Perfect for Snowbirds! is a apartment in Cow Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,050.

From$108/night
Show

Vacation rentals with parking in Cow Key, FL

Find vacation rentals that make arriving by car easier.

Private Dock! Canalfront Home: 4 Mi to Beaches - Cow Key, FL

Private Dock! Canalfront Home: 4 Mi to Beaches

Holiday Home, Cow Key

Private Dock! Canalfront Home: 4 Mi to Beaches is a holiday home in Cow Key, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Private Dock! Canalfront Home: 4 Mi to Beaches

Private Dock! Canalfront Home: 4 Mi to Beaches is a holiday home in Cow Key, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,335.

From$118/night
Show
Beautiful & Cozy Home on a Canal in Hudson, FL! - Cow Key, FL

Beautiful & Cozy Home on a Canal in Hudson, FL!

Holiday Home, Cow Key

Beautiful & Cozy Home on a Canal in Hudson, FL! is a holiday home in Cow Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Beautiful & Cozy Home on a Canal in Hudson, FL!

Beautiful & Cozy Home on a Canal in Hudson, FL! is a holiday home in Cow Key, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,391.

From$135/night
Show
Tropical Retreat w/ Pool & Tennis Courts in Hudson - Cow Key, FL

Tropical Retreat w/ Pool & Tennis Courts in Hudson

Holiday Home, Cow Key

Tropical Retreat w/ Pool & Tennis Courts in Hudson is a holiday home in Cow Key, with pool access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring…

Read more

About Tropical Retreat w/ Pool & Tennis Courts in Hudson

Tropical Retreat w/ Pool & Tennis Courts in Hudson is a holiday home in Cow Key, with pool access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,538.

From$148/night
Show
Swim, Fish & Relax: Port Richey Gem w/ Yard! - Cow Key, FL

Swim, Fish & Relax: Port Richey Gem w/ Yard!

Cottage, Cow Key

Swim, Fish & Relax: Port Richey Gem w/ Yard! is a cottage in Cow Key, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

Read more

About Swim, Fish & Relax: Port Richey Gem w/ Yard!

Swim, Fish & Relax: Port Richey Gem w/ Yard! is a cottage in Cow Key, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,942.

From$217/night
Show

Vacation rentals with a kitchen in Cow Key, FL

Compare stays with kitchen access for longer trips and easier meals.

Balcony & Resort Amenities: Gulf Coast Escape! - Cow Key, FL

Balcony & Resort Amenities: Gulf Coast Escape!

Apartment, Cow Key

Balcony & Resort Amenities: Gulf Coast Escape! is a apartment in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring…

Read more

About Balcony & Resort Amenities: Gulf Coast Escape!

Balcony & Resort Amenities: Gulf Coast Escape! is a apartment in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,078.

From$120/night
Show
Gulf-view Condo w/ Beach Access & Patio in Hudson - Cow Key, FL

Gulf-view Condo w/ Beach Access & Patio in Hudson

Apartment, Cow Key

Gulf-view Condo w/ Beach Access & Patio in Hudson is a apartment in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

Read more

About Gulf-view Condo w/ Beach Access & Patio in Hudson

Gulf-view Condo w/ Beach Access & Patio in Hudson is a apartment in Cow Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,198.

From$131/night
Show
Remarkable Hudson Condo w/ Coastal Views! - Cow Key, FL

Remarkable Hudson Condo w/ Coastal Views!

Apartment, Cow Key

Remarkable Hudson Condo w/ Coastal Views! is a apartment in Cow Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Remarkable Hudson Condo w/ Coastal Views!

Remarkable Hudson Condo w/ Coastal Views! is a apartment in Cow Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,258.

From$143/night
Show
Riverfront Getaway w/ Hot Tub & Game Room! - Cow Key, FL

Riverfront Getaway w/ Hot Tub & Game Room!

Cottage, Cow Key

Riverfront Getaway w/ Hot Tub & Game Room! is a cottage in Cow Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Riverfront Getaway w/ Hot Tub & Game Room!

Riverfront Getaway w/ Hot Tub & Game Room! is a cottage in Cow Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,599.

From$169/night
Show