Breckenridge, CO & The High Rockies Vacation Rentals

5-star Vacation Homes near The Rocky Mountains, Breckenridge Historic District, Vail and More!

Vacation Rentals in Breckenridge and the High Rockies!

At the base of the Rocky Mountains lies Breckenridge, the beautiful ski town known for its year-round alpine activities and Gold Rush history. This former mining town is preserved as the Breckenridge National Historic District, running primarily along Main Street, with colorfully painted Victorian-style buildings and houses, quaint shops, galleries, and restaurants. The ski season runs from November through May but summer and fall offer hiking and biking trails that are second to none. Locals and visitors to this small community bond over a shared passion for the outdoors and the laid-back vibe makes it the perfect spot if you’re looking for a family-friendly vacation.

Browse our great selection of Breckenridge vacation rentals for your next Colorado mountain vacation! Whether you’re planning a Vail ski trip, heading out on a Colorado family vacation, or just looking to explore the best Rocky Mountain hikes,  there is a Grand Welcome vacation rental for everyone!

Grand Welcome Breckenridge Owners

Locally owned and operated

Grand Welcome Breckenridge & The High Rockies is owned and operated by Matt Witmer and Stacey English. With over 20+ years in the travel industry, the dynamic duo transformed their love of adventure, real estate, and all things Breckenridge into a short-term vacation rental management company. Matt & Stacey are homeowners in Breckenridge and provide local, full-service management for guests and homeowners to all of Summit County.

Find your home away from home.

Donald’s Luxury Retreat

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Davenport FL

0 Beds | 1 Baths | 2 Sleeps

Adventure's at Villa Del Sol

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Kissimmee FL

1 Beds | 1 Baths | 4 Sleeps

Get Away Bay at Bahama Bay

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Davenport FL

2 Beds | 2 Baths | 6 Sleeps

Lake Views At Blue Heron

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Orlando FL

2 Beds | 2 Baths | 4 Sleeps

Caribe Cove Breeze

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Kissimmee FL

2 Beds | 2 Baths | 6 Sleeps

Parrotfish Place

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Kissimmee FL

2 Beds | 2 Baths | 6 Sleeps

Sea Turtle Cove at Cocoa Beach

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Cocoa Beach FL

2 Beds | 2.5 Baths | 6 Sleeps

Tropical Haven at Bahama Bay

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Davenport FL

2 Beds | 2 Baths | 6 Sleeps

Playing Hooky

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KISSIMMEE FL

2 Beds | 2 Baths | 6 Sleeps

Good Times At Tuscana

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Davenport FL

2 Beds | 2 Baths | 8 Sleeps

Tranquil Breeze At Caribe Cove

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Kissimmee FL

2 Beds | 2 Baths | 6 Sleeps

Krows Nest

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Kissimmee FL

2 Beds | 2.5 Baths | 6 Sleeps

Cozy Gem

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Dewey Beach DE

2 Beds | 2 Baths | 6 Sleeps

Get Happy

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Kissimmee FL

2 Beds | 2 Baths | 6 Sleeps

Blue Sea Dreams

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Kissimmee FL

2 Beds | 2.5 Baths | 7 Sleeps

Wave Watcher at Cocoa Beach

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Cocoa Beach FL

2 Beds | 2.5 Baths | 6 Sleeps

Playful Paradise At Windsor Hills

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Kissimmee FL

2 Beds | 2 Baths | 7 Sleeps

Sea You Soon at Cocoa Beach

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Cocoa Beach FL

2 Beds | 2.5 Baths | 6 Sleeps

Shoot the Breeze at Cocoa Beach

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Cocoa Beach FL

2 Beds | 2 Baths | 6 Sleeps

Sunset Serenity at Caribe Cove Resort

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Kissimmee FL

2 Beds | 2 Baths | 4 Sleeps

Enchanted Tiki Cottage

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Kissimmee FL

2 Beds | 2.5 Baths | 6 Sleeps

Sea La Vie at Cocoa Beach

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Cocoa Beach FL

2 Beds | 2.5 Baths | 6 Sleeps

Sunkissed at Margaritaville

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Kissimmee FL

2 Beds | 2 Baths | 6 Sleeps

Magical Memories Villa

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Davenport FL

3 Beds | 2 Baths | 6 Sleeps

My Happy Place at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 6 Sleeps

La Selva Beach Haven

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Watsonville CA

3 Beds | 2 Baths | 6 Sleeps

Modern Elegance of Regal Palms

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Davenport FL

3 Beds | 2.5 Baths | 6 Sleeps

Sapphire Hideaway at The Enclaves

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DAVENPORT FL

3 Beds | 2.5 Baths | 9 Sleeps

Disney Tropical Oasis at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Dreamers Oasis At Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Up to Scale With Margaritas

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Kissimmee FL

3 Beds | 3 Baths | 9 Sleeps

Santa Cruz Retreat

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Davenport FL

3 Beds | 2.5 Baths | 6 Sleeps

Turquoise Breeze

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Kissimmee FL

3 Beds | 3 Baths | 8 Sleeps

Hunky Dory II

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Kissimmee FL

3 Beds | 3.5 Baths | 10 Sleeps

The Emerald Cove

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Kissimmee FL

3 Beds | 2.5 Baths | 6 Sleeps

Lafitte's Landing Lakeview Cottage

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Kissimmee FL

3 Beds | 3 Baths | 8 Sleeps

Chasing Adventures

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Kissimmee FL

3 Beds | 2 Baths | 6 Sleeps

Mickey's Terrace at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Once Upon A Lime

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Kissimmee FL

3 Beds | 3 Baths | 9 Sleeps

Parrot Paradise Escape

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Kissimmee FL

3 Beds | 2.5 Baths | 8 Sleeps

Sunlit Serenity

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Davenport FL

3 Beds | 2 Baths | 9 Sleeps

Way Too Many Bottles

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Kissimmee FL

3 Beds | 2.5 Baths | 6 Sleeps

Bahama Bliss Retreat

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Sunset Bliss At Caribe Cove

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Kissimmee FL

3 Beds | 2 Baths | 6 Sleeps

Charming Villa at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 6 Sleeps

Timeless Magic at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Cozy Cove

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Kissimmee FL

3 Beds | 2 Baths | 8 Sleeps

Oasis Hideaway at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 6 Sleeps

King Palm At Reunion Resort

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Kissimmee FL

3 Beds | 2 Baths | 10 Sleeps

Family Ties at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Homey Nature Escape

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Kissimmee FL

3 Beds | 2 Baths | 6 Sleeps

Celebrate at Club Cortile

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Kissimmee FL

3 Beds | 2 Baths | 7 Sleeps

Daisy’s Luxury Retreat

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Once Upon a Stay

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Kissimmee FL

3 Beds | 2.5 Baths | 7 Sleeps

Magic Oasis Retreat

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Serene Stay At Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 6 Sleeps

Minutes to Magic

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Orlando FL

3 Beds | 3 Baths | 7 Sleeps

Sunny Haven At Caribe Cove

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Kissimmee FL

3 Beds | 2 Baths | 6 Sleeps

Peaceful Horizons at Caribe Cove

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Kissimmee FL

3 Beds | 2 Baths | 8 Sleeps

Break Of Dawne

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Kissimmee FL

3 Beds | 2 Baths | 9 Sleeps

Poolside Paradise

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Davenport FL

3 Beds | 2 Baths | 6 Sleeps

Capri Sunset

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Kissimmee FL

3 Beds | 3 Baths | 8 Sleeps

Stout House Cabin

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South Lake Tahoe CA

3 Beds | 2 Baths | 6 Sleeps

Comfy Alpine Meadows

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Alpine Meadows CA

3 Beds | 2 Baths | 6 Sleeps

Blue Sky Hideaway

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Kissimmee FL

3 Beds | 3 Baths | 8 Sleeps

Main Street in Paradise Palms

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Kissimmee FL

3 Beds | 3 Baths | 8 Sleeps

Caribbean Dreamin

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Kissimmee FL

3 Beds | 3 Baths | 8 Sleeps

No Way Rose

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Kissimmee FL

3 Beds | 3 Baths | 8 Sleeps

Cozy on Cavendish

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Kissimmee FL

3 Beds | 2 Baths | 8 Sleeps

Moana’s Hut

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Kissimmee FL

3 Beds | 2 Baths | 6 Sleeps

Terra Verde Vacation Villa

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Kissimmee FL

3 Beds | 3 Baths | 6 Sleeps

Fun in the Sun in Reunion

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Kissimmee FL

3 Beds | 2 Baths | 10 Sleeps

Treetop Paradise

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Sevierville TN

3 Beds | 3 Baths | 15 Sleeps

Breezy Day at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 7 Sleeps

Astounding Andros

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Davenport FL

3 Beds | 2 Baths | 6 Sleeps

Trade Winds Life

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Kissimmee FL

3 Beds | 3 Baths | 9 Sleeps

Villa at Magic Village

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Kissimmee FL

3 Beds | 3.5 Baths | 8 Sleeps

Grand Getaway at Bahama Bay

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Davenport FL

3 Beds | 2 Baths | 8 Sleeps

Modern Dream Disney Vacation

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Davenport FL

4 Beds | 2 Baths | 12 Sleeps

Endless Summer at Regal Palms

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Davenport FL

4 Beds | 3 Baths | 8 Sleeps

Tropical Serenity at Margaritaville

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Kissimmee FL

4 Beds | 4.5 Baths | 10 Sleeps

Ridge Court Barrel

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Olympic Valley CA

4 Beds | 4 Baths | 10 Sleeps

Wonderland at White Crane Ct

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Kissimmee FL

4 Beds | 2 Baths | 10 Sleeps

It’s A Wonderful Life

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Kissimmee FL

4 Beds | 3 Baths | 9 Sleeps

Captivating Captiva

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Davenport FL

4 Beds | 3.5 Baths | 8 Sleeps

Sunrise in Kissimmee

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Kissimmee FL

4 Beds | 3.5 Baths | 11 Sleeps

Orlando's Heartland

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Kissimmee FL

4 Beds | 3 Baths | 10 Sleeps

Vacation Haven on Bailey

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Davenport FL

4 Beds | 2 Baths | 10 Sleeps

Retreat at the Crossings

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Davenport FL

4 Beds | 3 Baths | 8 Sleeps

Making Memories in Orlando

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Kissimmee FL

4 Beds | 3 Baths | 8 Sleeps

Rendezvous at Regal Palms

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Davenport FL

4 Beds | 3 Baths | 10 Sleeps

Zay & Zac's Shake Shack

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Kissimmee FL

4 Beds | 3 Baths | 9 Sleeps

Legendary Times at Story Lake

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Kissimmee FL

4 Beds | 3 Baths | 10 Sleeps

Dreamland Disney

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Kissimmee FL

4 Beds | 3 Baths | 11 Sleeps

Jewel of Emerald Island

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Kissimmee FL

4 Beds | 3 Baths | 8 Sleeps

Beachy Retreat

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Kissimmee FL

4 Beds | 2 Baths | 8 Sleeps

Howard’s Vacations at Regal Palms

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Davenport FL

4 Beds | 3 Baths | 9 Sleeps

Ohana Villa at Regal Palms

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Davenport FL

4 Beds | 3 Baths | 12 Sleeps

KISMET at Regal Palms

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Davenport FL

4 Beds | 3 Baths | 10 Sleeps

Mint To Be

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Kissimmee FL

4 Beds | 3 Baths | 10 Sleeps

The Davenport Lakes Retreat

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Davenport FL

4 Beds | 2 Baths | 8 Sleeps

High Point Oasis

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Davenport FL

4 Beds | 3 Baths | 8 Sleeps

A Parks and Recreation Retreat

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Davenport FL

4 Beds | 3.5 Baths | 9 Sleeps

Pirates Life At Margaritaville

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Kissimmee FL

4 Beds | 4.5 Baths | 10 Sleeps

Disney Daze Oasis at Regal Palms

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Davenport FL

4 Beds | 3 Baths | 8 Sleeps

Emerald Island Happy Place

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Kissimmee FL

4 Beds | 3 Baths | 10 Sleeps

Mickey’s Oasis At Regal Palms

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Davenport FL

4 Beds | 3 Baths | 8 Sleeps

Just Beachy at Regal Palms

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Davenport FL

4 Beds | 3.5 Baths | 8 Sleeps

Cape Neddick Coastal Hideaway

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Cape Neddick ME

4 Beds | 2 Baths | 8 Sleeps

Diva’s Villa at Watersong

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Davenport FL

4 Beds | 3.5 Baths | 10 Sleeps

Frankly Fintastic

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Kissimmee FL

4 Beds | 4.5 Baths | 10 Sleeps

The Sea Shelter

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Kissimmee FL

4 Beds | 4.5 Baths | 10 Sleeps

Sunny Breeze At Margaritaville

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Kissimmee FL

4 Beds | 3 Baths | 10 Sleeps

Great Escape to The Enclaves

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Davenport FL

4 Beds | 3 Baths | 11 Sleeps

Regal Palms Tropic Escape

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Davenport FL

4 Beds | 3.5 Baths | 9 Sleeps

Mickey Mouse Cluff House

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Davenport FL

4 Beds | 3.5 Baths | 12 Sleeps

Caribbean Summer

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Kissimmee FL

4 Beds | 3 Baths | 10 Sleeps

Magic Sunset Villa

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Kissimmee FL

4 Beds | 3 Baths | 8 Sleeps

Devine Paradise at Tuscan Ridge

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Davenport FL

4 Beds | 3 Baths | 10 Sleeps

Memory Maker at Regal Palms Resort

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Davenport FL

4 Beds | 3.5 Baths | 12 Sleeps

Magic House At Legacy Park

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Davenport FL

4 Beds | 3 Baths | 12 Sleeps

Laura's Villa at Regal Palms

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Davenport FL

4 Beds | 3.5 Baths | 8 Sleeps

Latitude Adjustment at Tuscan Ridge

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Davenport FL

4 Beds | 3 Baths | 8 Sleeps

My Happy Place At Championsgate

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Davenport FL

4 Beds | 3 Baths | 10 Sleeps

Pistachio Palace

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Kissimmee Fl

4 Beds | 3 Baths | 10 Sleeps

Silver Lining

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HAINES CITY FL

4 Beds | 4 Baths | 10 Sleeps

Coconut Cabana

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Kissimmee FL

5 Beds | 6 Baths | 12 Sleeps

Windsor Grand Retreat

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Kissimmee FL

5 Beds | 4.5 Baths | 11 Sleeps

Marcella’s Villa At Acadia Estates

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Kissimmee FL

5 Beds | 3 Baths | 11 Sleeps

Sun-Soaked At Solterra

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Davenport FL

5 Beds | 4.5 Baths | 15 Sleeps

Veranda Sunshine Escape

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Kissimmee FL

5 Beds | 4.5 Baths | 14 Sleeps

Storeybook Escape

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Kissimmee FL

5 Beds | 5 Baths | 11 Sleeps

Making Memories

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Davenport FL

5 Beds | 4 Baths | 10 Sleeps

Magic Villa, 10 Mins To Disney

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Kissimmee FL

5 Beds | 3 Baths | 10 Sleeps

Enchanting Vacation Haven

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Davenport FL

5 Beds | 3.5 Baths | 10 Sleeps

Home Away From Home At Bridgeford Crossing

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Davenport FL

5 Beds | 4.5 Baths | 17 Sleeps

Mickey’s Retreat At Solana

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DAVENPORT FL

5 Beds | 3 Baths | 10 Sleeps

Hollywood Retreat

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Davenport FL

5 Beds | 4 Baths | 14 Sleeps

Moonlit Magic at Championsgate

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Davenport FL

5 Beds | 4.5 Baths | 10 Sleeps

Summer Breeze Villa

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Davenport FL

5 Beds | 4.5 Baths | 11 Sleeps

Mickeys Hide Away

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Kissimmee FL

5 Beds | 3.5 Baths | 13 Sleeps

Rum Runners and Margaritas

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Kissimmee FL

5 Beds | 5.5 Baths | 10 Sleeps

The Magic of Brunello

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Davenport FL

5 Beds | 4 Baths | 11 Sleeps

Casa de Kissimmee

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Kissimmee FL

5 Beds | 5 Baths | 13 Sleeps

Travioli Mountain Retreat

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Shaver Lake 93664

5 Beds | 4 Baths | 10 Sleeps

Disney Boho Bungalow at Windsor Island

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Davenport FL

5 Beds | 4.5 Baths | 14 Sleeps

Great Escape to Marbella South

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Davenport FL

5 Beds | 3.5 Baths | 13 Sleeps

House of Dreams at Windsor Westside

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Kissimmee FL

5 Beds | 4.5 Baths | 12 Sleeps

House of Fun at Windsor Westside

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Kissimmee FL

5 Beds | 4.5 Baths | 12 Sleeps

Adventurer’s Oasis

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Kissimmee FL

5 Beds | 5 Baths | 12 Sleeps

Cabin On The Edge

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Sevierville TN

6 Beds | 6 Baths | 22 Sleeps

Loft & Leisure Villa

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Kissimmee FL

6 Beds | 4.5 Baths | 10 Sleeps

Solterra Dream Escape

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Davenport FL

6 Beds | 5 Baths | 14 Sleeps

The Ohana house

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Davenport FL

6 Beds | 4.5 Baths | 15 Sleeps

Palm Spring Oasis

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Clermont FL

7 Beds | 4.5 Baths | 16 Sleeps

Serendipity at Acadia

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Kissimmee FL

7 Beds | 6.5 Baths | 16 Sleeps

Over the Moon

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Davenport FL

7 Beds | 5 Baths | 21 Sleeps

A Little Galaxy Far Far Away

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Davenport FL

7 Beds | 5.5 Baths | 17 Sleeps

Be Our Guest at Emerald Island

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Kissimmee FL

8 Beds | 4.5 Baths | 19 Sleeps

Mickey’s Mansion At Championsgate

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Championsgate FL

8 Beds | 5 Baths | 16 Sleeps

Sunset Magic Villa At Championsgate

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Davenport FL

8 Beds | 5 Baths | 18 Sleeps

Blue Bengal Paradise

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Kissimmee FL

9 Beds | 6 Baths | 24 Sleeps

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About Grand Welcome Breckenridge

Grand Welcome introduced Breckenridge into the family in 2021. The city is geared towards history, skiing, and year-round activities. Check […] Read More

Breckenridge, CO

Breckenridge is a Colorado town at the base of the Rocky Mountains. It is known for the ski resort, year-round […] Read More

Breckenridge Food & Drinks

Breckenridge offers lots of dining opportunities. Keeping you properly fueled is key to a great day on the mountain, and […] Read More

Rocky Mountain property management: tips for prepping your rental for winter travelers

There’s no secret that Colorado in Winter is magical. The ski and snow season attracts guests from all over the […] Read More

Colorado property management: prepping for workcations

Make sure your colorado rental property is suitable for work-from-home vacations! Read More

Rules to Follow in Breckenridge

You don’t have to just visit Breckenridge during the wintertime. Here are some rules to follow during all seasons in […] Read More

Things to Note: Breckenridge

Be sure to get your tickets & passes to all events within the mountain area. Breckenridge also offers discounts on […] Read More

See beautiful Breckenridge fall colors on a hiking adventure

Wondering what to do in Breckenridge, CO in the fall? Explore Breckenridge by going on one of these great fall […] Read More

Things to Do in Breckenridge

Skiing & Snowboarding – Boasting 5 peaks, 187 trails, 2,908 skiable acres, four terrain parks, and the tallest chairlift in […] Read More

When to Visit Breckenridge

On average, summer daytime temperatures sit in the mid-70s, and nighttime temperatures typically drop into the 50s. With low humidity […] Read More