Maitland, FL, USA Vacation Rentals

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United States Florida Winter Park vacation rental compare prices direct by owner 40860509

5/4 King bed LUX Arcade near WP/CP & DT Orlando ‼️

4.9 (51)

5 Bedrooms • 16 Guests

Available on

United States Florida Winter Park vacation rental compare prices direct by owner 40860484

Funky Remodeled Otown Bungalow Sleeps 8

4.8 (167)

2 Bedrooms • 8 Guests

$188 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40860492

Cozy home 5min to Park Ave and Downtown Orlando

4.8 (92)

2 Bedrooms • 6 Guests

$176 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40860470

Charming home @wp. Patio +Gazebo. close to highwys

4.8 (142)

2 Bedrooms • 7 Guests

$170 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40860486

Spacious 1BD-3min to Winter Park 15.min to Springs

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United States Florida Winter Park vacation rental compare prices direct by owner 40860507

Private Urban ComplexSleeps27. Close to WP, CP, DT

5.0 (1)

8 Bedrooms • 16 Guests

$1,460 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40860473

Comfy Remodeled 2bd near DT.WP & Mills50 District

4.9 (8)

2 Bedrooms • 6 Guests

$252 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40860480

Cozy Retreat in the Heart of Orlando near Hwy's

4.8 (12)

4 Bedrooms • 13 Guests

Available on

United States Florida Winter Park vacation rental compare prices direct by owner 40860498

Comfy Tiny Home @WP. Large Private Deck+Queen bed

4.8 (145)

1 Bedroom • 3 Guests

$116 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40860472

Mills House @WP. Sleeps 10 Renovated. Queen beds

4.7 (241)

3 Bedrooms • 11 Guests

$241 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40860469

Charming College pk Duplex @Lake Fairview Sleeps 8

4.7 (128)

2 Bedrooms • 8 Guests

$134 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40860505

Cozy Pet Friendly home near CP WP and Downtown

4.7 (22)

5 Bedrooms • 15 Guests

$403 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40876199

Game room fun | Family stays | Near theme parks

4.7 (18)

3 Bedrooms • 8 Guests

$214 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40860461

Renovated College Park 3/2 Sleeps 10 close to WP

4.6 (219)

3 Bedrooms • 10 Guests

$164 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40860491

Cozy College Park Duplex @Lake Fairview. Sleeps7

4.6 (151)

3 Bedrooms • 7 Guests

$148 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40860485

Central Vibrant Studio Triplex @Mills50

4.6 (13)

Studio • 3 Guests

$190 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40860489

Vibrant Retreat Fenced Yard & Patio - Mod Home 2/2

4.6 (72)

2 Bedrooms • 7 Guests

$134 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40860502

Boho Modular Home Near Advent and Lake Fairview

4.5 (102)

3 Bedrooms • 7 Guests

$137 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 33733536

Cozy home at Lake Fairview WP and College pk

4.4 (96)

2 Bedrooms • 6 Guests

$121 avg/night

United States Florida Orlando vacation rental compare prices direct by owner 40860493

Rustic Chic Tiny house @College/Winter Pk. Sleep 4

0.0 (0)

1 Bedroom • 4 Guests

Available on

United States Florida Orlando vacation rental compare prices direct by owner 40860495

2BR/2BA Duplex | Dubsdread Golf | Central Monthly

0.0 (0)

2 Bedrooms • 5 Guests

Available on

United States Florida Orlando vacation rental compare prices direct by owner 40860496

Triplex Sleeps17 CollegePark Golf 5min to Downtown

0.0 (0)

5 Bedrooms • 16 Guests

Available on

United States Florida Orlando vacation rental compare prices direct by owner 40860510

College Park home next to Golf Course 5 min to WP

0.0 (0)

2 Bedrooms • 10 Guests

Available on

United States Florida Fairview Shores vacation rental compare prices direct by owner 40884266

TreeTop Villa - Minutes to Downtown and Winter Park

0.0 (0)

2 Bedrooms • 6 Guests

$127 avg/night

United States Florida Winter Park vacation rental compare prices direct by owner 40784447

Spacious 3BR w/ MIL suite & backyard

0.0 (0)

3 Bedrooms • 6 Guests

Available on

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