Holiday Guest Houses

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Guest Houses in Holiday

Acorn Cottage * Downtown * Tropical Yard

Tarpon Springs FL

With a stay at this guesthouse, you'll be centrally located in Tarpon Springs, within a 10-minute drive of Innisbrook Golf Club and Tarpon Springs Performing Arts Center.

Free WiFi

Air conditioning

Fully furnished guest house in Clearwater (GH1)

Safety Harbor FL

With a stay at this guesthouse in Safety Harbor, you'll be a 2-minute drive from Tampa Bay and 6 minutes from BayCare Ballpark.

Pool

Air conditioning

Palm Cottage * King Bed * Tropical Yard

Tarpon Springs FL

With a stay at this guesthouse, you'll be centrally located in Tarpon Springs, within a 10-minute drive of Innisbrook Golf Club and Tarpon Springs Performing Arts Center.

💎Loft Suite💎

Tampa FL

With a stay at this guesthouse in Tampa, you'll be a 5-minute drive from ZooTampa at Lowry Park and 7 minutes from Raymond James Stadium.

Pet friendly

Free WiFi

Family Home Tampa

11305 N Armenia Ave Tampa FL

$433 nightly

$478 total

Jan 18 - Jan 19

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

Located in Tampa (Forest Hills), Family Home Tampa is within a 10-minute drive of University of South Florida and ZooTampa at Lowry Park.

Parking included

Free WiFi

Beachcomber Beach Casita | Steps to The Sand!

Clearwater Beach FL

When you stay at this guesthouse in Clearwater Beach, you'll be on the beach, just steps from St. Petersburg - Clearwater Beaches and 4 minutes by foot from Clearwater Beach.

Air conditioning

Parking available

Cozy Ocean Breeze Guest House Ideal Location

Port Richey FL

Located in Port Richey (Bayonet Point), this guesthouse is within a 5-minute drive of Regal Hollywood - Port Richey and Gulf View Square.

Pet friendly

Free WiFi

Modern House in Clearwater with Swimming Pool

Safety Harbor FL

$438 nightly

$457 total

Jan 19 - Jan 20

Total with taxes and fees

With a stay at this guesthouse in Safety Harbor, you'll be a 2-minute drive from Tampa Bay and 6 minutes from BayCare Ballpark.

Pool

Air conditioning

Charming Cottage in Dunedin close to beaches

Dunedin FL

When you stay at this guesthouse in Dunedin, you'll be by the sea, within a 10-minute drive of Tampa Bay and Innisbrook Golf Club.

Free WiFi

Air conditioning

Cozy creative getaway guesthouse

Safety Harbor FL

With a stay at this guesthouse, you'll be centrally located in Safety Harbor, a 2-minute drive from Tampa Bay and 7 minutes from BayCare Ballpark.

Air conditioning

Parking available

❤️English Tudor Guest House fenced yard BRING PET! Mini Donkey to pet❤️ MAY SALE!

New Port Richey FL

With a stay at this guesthouse, you'll be centrally located in New Port Richey, within a 10-minute drive of Beacon Woods Golf Course and Rasmussen College New Port Richey - West Pasco Campus.

2 bedroom House in Clearwater w/access to Swimming Pool

Safety Harbor FL

With a stay at this guesthouse in Safety Harbor, you'll be a 2-minute drive from Tampa Bay and 6 minutes from BayCare Ballpark.

Air conditioning

Parking available

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.