Vacation rentals in Holiday, FL

Best vacation rentals and Airbnb offers in Holiday, FL

10 ★ 2 reviews

Historic Tarpon Springs Abode ~ 3 Mi to Beach

Cottage, Holiday

Historic Tarpon Springs Abode ~ 3 Mi to Beach is a cottage in Holiday, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Historic Tarpon Springs Abode ~ 3 Mi to Beach

Historic Tarpon Springs Abode ~ 3 Mi to Beach is a cottage in Holiday, 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 $1,428.

From$150/night

Show›

10 ★ 1 reviews

Hot Tub & Gas Grill: Port Richey Retreat

Cottage, Holiday

Hot Tub & Gas Grill: Port Richey Retreat is a cottage in Holiday, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring…

Read more

About Hot Tub & Gas Grill: Port Richey Retreat

Hot Tub & Gas Grill: Port Richey Retreat is a cottage in Holiday, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,639.

From$178/night

Show›

8 ★ 1 reviews

2 Mi to Gulf! Pet-friendly Home in New Port Richey

Cottage, Holiday

2 Mi to Gulf! Pet-friendly Home in New Port Richey is a cottage in Holiday, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About 2 Mi to Gulf! Pet-friendly Home in New Port Richey

2 Mi to Gulf! Pet-friendly Home in New Port Richey is a cottage in Holiday, 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 $1,340.

From$145/night

Show›

8 ★ 1 reviews

Sunset Views & Hot Tub: Lakefront Holiday Retreat!

Cottage, Holiday

Sunset Views & Hot Tub: Lakefront Holiday Retreat! is a cottage in Holiday, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About Sunset Views & Hot Tub: Lakefront Holiday Retreat!

Sunset Views & Hot Tub: Lakefront Holiday Retreat! is a cottage in Holiday, with pet-friendly space, pool 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,039.

From$212/night

Show›

Family-friendly vacation rentals in Holiday, FL

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

Riverfront Getaway w/ Hot Tub & Game Room!

Cottage, Holiday

Riverfront Getaway w/ Hot Tub & Game Room! is a cottage in Holiday, 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 Holiday, 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›

BBQ Ready Retreat w/ Pool Access in Palm Harbor

Cottage, Holiday

BBQ Ready Retreat w/ Pool Access in Palm Harbor is a cottage in Holiday, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

Read more

About BBQ Ready Retreat w/ Pool Access in Palm Harbor

BBQ Ready Retreat w/ Pool Access in Palm Harbor is a cottage in Holiday, with pool 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, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,775.

From$199/night

Show›

1 Block to Sims Park: Spacious Getaway w/ Balcony

Cottage, Holiday

1 Block to Sims Park: Spacious Getaway w/ Balcony is a cottage in Holiday, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About 1 Block to Sims Park: Spacious Getaway w/ Balcony

1 Block to Sims Park: Spacious Getaway w/ Balcony is a cottage in Holiday, with outdoor space, 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 $1,889.

From$206/night

Show›

8 Mi to Sunset Beach: Home w/ Large Patio + Pool!

Cottage, Holiday

8 Mi to Sunset Beach: Home w/ Large Patio + Pool! is a cottage in Holiday, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring…

Read more

About 8 Mi to Sunset Beach: Home w/ Large Patio + Pool!

8 Mi to Sunset Beach: Home w/ Large Patio + Pool! is a cottage in Holiday, 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 $1,929.

From$212/night

Show›

Pet-friendly vacation rentals in Holiday, FL

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

Private Tropical Waterfront Sanctuary w pool, hot tub & an island! Pet Friendly

Holiday Home, Holiday

Private Tropical Waterfront Sanctuary w pool, hot tub & an island! Pet Friendly is a holiday home in Holiday, with pet-friendly space, pool access, and easy beach access. This stay gives…

Read more

About Private Tropical Waterfront Sanctuary w pool, hot tub & an island! Pet Friendly

Private Tropical Waterfront Sanctuary w pool, hot tub & an island! Pet Friendly is a holiday home in Holiday, 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, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,934.

From$224/night

Show›

Beachy 2-1 Condo

Holiday Home, Holiday

Beachy 2-1 Condo is a holiday home in Holiday, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Beachy 2-1 Condo

Beachy 2-1 Condo is a holiday home in Holiday, with pet-friendly space 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, pet friendly, pets friendly, heating, and pets::allowed.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,479.

From$128/night

Show›

Hot Tub & Gas Grill: Port Richey Retreat

Holiday Home, Holiday

Hot Tub & Gas Grill: Port Richey Retreat is a holiday home in Holiday, 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 Holiday, 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›

Riverfront Home w/ Putting Green & Boat Dock!

Holiday Home, Holiday

Riverfront Home w/ Putting Green & Boat Dock! is a holiday home in Holiday, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Riverfront Home w/ Putting Green & Boat Dock!

Riverfront Home w/ Putting Green & Boat Dock! is a holiday home in Holiday, 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, free wifi, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,405.

From$236/night

Show›

Vacation rentals with a pool in Holiday, FL

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

Tarpon House Private Heated Pool, 5 min to Beach

Villa, Holiday

Tarpon House Private Heated Pool, 5 min to Beach is a villa in Holiday, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

Read more

About Tarpon House Private Heated Pool, 5 min to Beach

Tarpon House Private Heated Pool, 5 min to Beach is a villa in Holiday, with pool access, 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, pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,769.

From$189/night

Show›

Paradise in the Sun

Holiday Home, Holiday

Paradise in the Sun is a holiday home in Holiday, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Paradise in the Sun

Paradise in the Sun is a holiday home in Holiday, with pet-friendly space and pool 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 $2,114.

From$246/night

Show›

BBQ Ready Retreat w/ Pool Access in Palm Harbor

Holiday Home, Holiday

BBQ Ready Retreat w/ Pool Access in Palm Harbor is a holiday home in Holiday, with pool access, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring…

Read more

About BBQ Ready Retreat w/ Pool Access in Palm Harbor

BBQ Ready Retreat w/ Pool Access in Palm Harbor is a holiday home in Holiday, 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, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,712.

From$165/night

Show›

Modern Coastal Escape 1 Mi to Anclote River Park

Cottage, Holiday

Modern Coastal Escape 1 Mi to Anclote River Park is a cottage in Holiday, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Modern Coastal Escape 1 Mi to Anclote River Park

Modern Coastal Escape 1 Mi to Anclote River Park is a cottage in Holiday, with pet-friendly space and pool 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 $2,568.

From$297/night

Show›

Vacation rentals with parking in Holiday, FL

Find vacation rentals that make arriving by car easier.

Sunset Beach Overlook

Apartment, Holiday

Sunset Beach Overlook is a apartment in Holiday, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Sunset Beach Overlook

Sunset Beach Overlook is a apartment in Holiday, 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 ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,671.

From$199/night

Show›

Charming Vacation House 3Be 2Ba Solar heated pool

Villa, Holiday

Charming Vacation House 3Be 2Ba Solar heated pool is a villa in Holiday, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Charming Vacation House 3Be 2Ba Solar heated pool

Charming Vacation House 3Be 2Ba Solar heated pool is a villa in Holiday, with pool 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: pool, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,613.

From$298/night

Show›

Spacious 3 Bedroom PET FRIENDLY!- Close to beach!

Holiday Home, Holiday

Spacious 3 Bedroom PET FRIENDLY!- Close to beach! is a holiday home in Holiday, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

Read more

About Spacious 3 Bedroom PET FRIENDLY!- Close to beach!

Spacious 3 Bedroom PET FRIENDLY!- Close to beach! is a holiday home in Holiday, with pet-friendly space, 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, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,471.

From$256/night

Show›

Reel Retreat

Holiday Home, Holiday

Reel Retreat is a holiday home in Holiday, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Reel Retreat

Reel Retreat is a holiday home in Holiday, with 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, hot tub, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,937.

From$352/night

Show›

Vacation rentals with a kitchen in Holiday, FL

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

Pool & Patio Access: Breezy Getaway in Palm Harbor

Apartment, Holiday

Pool & Patio Access: Breezy Getaway in Palm Harbor is a apartment in Holiday, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Pool & Patio Access: Breezy Getaway in Palm Harbor

Pool & Patio Access: Breezy Getaway in Palm Harbor is a apartment in Holiday, with pool access, outdoor space, 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 $2,272.

From$261/night

Show›

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Cottage, Holiday

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach is a cottage in Holiday, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

Read more

About Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Lakefront Anglers Oasis in Holiday! 8 Mi to Beach is a cottage in Holiday, 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 $2,699.

From$273/night

Show›

Riverfront Home w/ Putting Green & Boat Dock!

Cottage, Holiday

Riverfront Home w/ Putting Green & Boat Dock! is a cottage in Holiday, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Riverfront Home w/ Putting Green & Boat Dock!

Riverfront Home w/ Putting Green & Boat Dock! is a cottage in Holiday, with pet-friendly space 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 $2,497.

From$273/night

Show›