Vacation Rentals

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From $2,000 /Week

Villa

Anna Maria Island > Holmes Beach

4BR-Updated Town home- 360 tour- WALK to PoolLazy River FREE WIFI ~~Near Disney

From $89 /Night

Townhouse

Central FL, Orlando Area, Disney > Davenport

From $261 /Night

Villa

Central FL, Orlando Area, Disney > Kissimmee

From $131 /Night

Condo

South West FL > Anna Maria Island

Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt

From $112 /Night

House

South West FL > Port Charlotte

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Grand Caribbean 417W - Steps to Beach Huge Pool and Hot Tub

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

From $115 /Night

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Sandy Key 735 - Perdido Key Beachfront Pool and Hot Tub

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Apartment

North West FL > Perdido Key

Gone Gulfing - Shore Fun - Golf Included!*

Townhouse

North West FL > Perdido Key

Seasons in the Sun - Golf Course, Private Beach Club, Olympic-size Pool

Townhouse

North West FL > Perdido Key

Sunset Views - Lost Key Golf Course and Beach Club Rentals

Townhouse

North West FL > Perdido Key

Above Par - Perdido Key Vacation Rental includes Golf and Private Beach Club!

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Beach Colony East Penthouse 1D - Indoor - Outdoor Pools, Tennis, Fitness Center and more!

Condo

North West FL > Perdido Key

Condo

North West FL > Perdido Key

Resort Life at Esplanade Lakewood Ranch - Monthly Stays

From $2,000 /Month

Condo

South West FL > Bradenton

Resort Life at Esplanade Lakewood Ranch - Monthly Stays

South West FL > Bradenton

Condo , Bedroom(s): 2 , Sleeps: 6

2 bed/ 2 bath condo at Esplanade Lakewood Ranch - Golf Community

ID#: 1431

From $2,000 /Month

3 Reviews

Cozy Cabana West

South West FL > Anna Maria Island > Holmes Beach

Villa , Bedroom(s): 2 , Sleeps: 6

2Bed/2Bath, Private Heated Pool!

ID#: 82

From $170 /Night

48 Reviews

Chic on the Beach

South West FL > Anna Maria Island > Holmes Beach

Villa , Bedroom(s): 4 , Sleeps: 8

side A 2 bedroom, den. 2.5 bath. 1 king, 1 queen, daybed in den. 4 smart TVs,Spa pool Side B 2 king bedroom, den. 2.5 bath. 4 smart TVs spa pool

ID#: 1999

From $2,000 /Week

1 Reviews

PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL

South West FL > Anna Maria Island > Bradenton Beach

Condo , Bedroom(s): 2 , Sleeps: 4

LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS

ID#: 920

From $171 /Night

63 Reviews

Key Colony Vacation Rental by Owner from $800 week

Florida Keys > Marathon Area > Key Colony Beach

Condo , Bedroom(s): 2 , Sleeps: 6

Tads Place is a 2 bed 2 bath vacation rental here in Key Colony Beach.

ID#: 1019

From $800 /Week

0 Reviews

Island Living, Within Walking Distance To Beach Restaurants Shops Parks Marina

East Central FL > Vero Beach

House , Bedroom(s): 3 , Sleeps: 6

3 Bedrooms, 2 Bathrooms, Sleeps 6

ID#: 1332

From $325 /Night

0 Reviews

Margarita Villa - Little Torch Key Monthly Rental with Dock

Florida Keys > Lower Keys Area > Little Torch Key

Villa , Bedroom(s): 3 , Sleeps: 6

Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!

ID#: 1524

From $4,500 /Month

0 Reviews

Tropical Paradise - Cudjoe Key Rental

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 2 , Sleeps: 6

House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 8)

ID#: 1475

From $400 /Night

10 Reviews

Egret's Landing - Affordable Cudjoe Key Monthly Rental with Dock

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 3 , Sleeps: 6

Just off Cudjoe Bay, you're only a short distance from fabulous Looe Key, one of the best diving and snorkeling sites in the Lower Florida Keys! Monthly rental

ID#: 1519

From $3,700 /Month

0 Reviews

Dock your boat - Spectacular views

Florida Keys > Lower Keys Area > Little Torch Key

House , Bedroom(s): 2 , Sleeps: 6

Rudder's Retreat is a delightful 2 bedroom 1 bath home on open water

ID#: 2036

From $2,800 /Week

2 Reviews

OFFER

❤️ Relaxing Haven Minutes to Disney ❤️ Gated Guarded Resort ❤️

Central FL, Orlando Area, Disney > Kissimmee

House , Bedroom(s): 3 , Sleeps: 7

3 bedrooms 2 bathrooms, 2 living areas, private sun deck in a peaceful gated community just 5 miles to Disney. Lots of upgrades.

ID#: 90

From $185 /Night

17 Reviews

OFFER Weekly Rate Reduced by 25% for June & July

Special offer period: Jun 6, 2020 - Aug 28, 2020

St. Croix - Florida Keys Monthly Vacation Rental with Dock

Florida Keys > Lower Keys Area > Ramrod Key

House , Bedroom(s): 2 , Sleeps: 4

This Ramrod Key rental is a great spot for your next Florida Keys vacation!This vacation rental is a monthly rental and must be rented for 28 days or greater.

ID#: 1530

From $2,900 /Month

0 Reviews

OFFER

2203 Ave C Bradenton Beach on Anna Maria Island

South West FL > Anna Maria Island > Bradenton Beach

Townhouse , Bedroom(s): 4 , Sleeps: 10

4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10! SUPER CLEAN!, STEPS TO BEACH, WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS!

ID#: 151

From $365 /Night

104 Reviews

OFFER Check our site throughout the year for last-minute deals.

Special offer period: Jan 1, 2020 - Dec 17, 2020

Another Day In Paradise - Florida Keys Boaters Monthly Rental

Florida Keys > Lower Keys Area > Summerland Key

House , Bedroom(s): 3 , Sleeps: 8

It’s more than just another Day in Paradise, it’s an incredibly wonderful and memorable vacation stay in the fabulous Florida Keys! Monthly rental only!

ID#: 1511

From $7,500 /Month

0 Reviews

Palm Villa- Little Torch Key Monthly Vacation Rental with Dock

Florida Keys > Lower Keys Area > Little Torch Key

Villa , Bedroom(s): 3 , Sleeps: 6

This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything! This rental is a monthly rental.

ID#: 1527

From $6,100 /Month

0 Reviews

Island Chalet - Little Torch Key Monthly Rental with Dock

Florida Keys > Lower Keys Area > Little Torch Key

House , Bedroom(s): 3 , Sleeps: 6

Located on Little Torch Key with awesome boat access to Big Pine channel! This rental is a monthly rental only.

ID#: 1523

From $3,900 /Month

0 Reviews

Blue Palms Retreat Vacation Rental

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 3 , Sleeps: 9

3 bed/2 bath Ocean Front Home with Heated Pool

ID#: 1474

From $457 /Night

10 Reviews

OFFER

AMI Waterfront Bradenton Beach Condo w Pool!

South West FL > Anna Maria Island > Bradenton Beach

Condo , Bedroom(s): 2 , Sleeps: 6

Watch sunrise over the bay and walk across the street to enjoy the beach. Restaurants, bars and shopping all within walking distance!

ID#: 1321

From $890 /Week

15 Reviews

OFFER $950 per week plus taxes and fees!

Special offer period: Jul 25, 2020 - Aug 8, 2020

Regal Palms Resort & Spa-Premium home walking distance to pool,clubhouse,golf & free wifi

Central FL, Orlando Area, Disney > Davenport

Townhouse , Bedroom(s): 4 , Sleeps: 9

Tuscany style fully equipped home-(largest home in resort)close to the clubhouse/spa/water park/golf only 5 miles to the Orlando attractions.

ID#: 970

From $99 /Night

24 Reviews

Summerland Beach-Boat Lift 120' of seawall for your large or small boat

Florida Keys > Lower Keys Area > Summerland Key

House , Bedroom(s): 4 , Sleeps: 8

4 Bedroom, 4 1/2 Bath Pool Home With Boatlift and 120' of Seawall for Large or Small Boats

ID#: 1472

From $13,000 /Month

12 Reviews

Hawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 2 , Sleeps: 4

Come stay at this heavenly oasis!This rental is a monthly rental only

ID#: 1522

From $3,900 /Month

0 Reviews

Fandango - 5 Bedroom Florida Keys Beach House Rental

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 5 , Sleeps: 12

House, 5 Bedrooms, 3 Baths, (Sleeps 10+)

ID#: 1471

From $691 /Night

10 Reviews

OFFER

❤️ Make Your Memories The Best They Can Be ❤️

Central FL, Orlando Area, Disney > Kissimmee

House , Bedroom(s): 5 , Sleeps: 12

Terrific location right on Disney's doorstep, Animal Kingdom just 4 miles! Super family friendly, loaded with extras and upgrades. 100% 4 & 5 star review record

ID#: 78

From $350 /Night

71 Reviews

OFFER Summer & Fall Cancellation Rates

Special offer period: Jul 9, 2020 - Sep 25, 2020