Vacation Rentals

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
From $2,000 /Month
Cozy Cabana West
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
2Bed/2Bath, Private Heated Pool!
From $170 /Night
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
From $2,000 /Week
Island Living, Within Walking Distance To Beach Restaraunts Shops Parks Marina
East Central FL > Vero Beach
House , Bedroom(s): 3 , Sleeps: 6
House, 3 Bedrooms, 2.5 Baths (Sleeps 6)
From $325 /Night
2203 Ave C Bradenton Beach on Anna Maria Island
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!
From $365 /Night

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

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

5 Pirates Hideaway Canal Front Home wPrivate Pool and Seawall for your boat
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 8
House 3 Bed/3 bath (Sleeps 6-8 people)
From $200 /Night
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
From $3,700 /Month
Buccaneer Boathouse - Florida Keys Monthly Rental
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 2 , Sleeps: 4
Pack your floral shirts, swimming gear and sandals and come on down to Little Torch Key in the beautiful Florida Keys! Monthly rental.
From $3,400 /Month
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)
From $400 /Night
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
From $3,900 /Month
AMI Waterfront Bradenton Beach Condo w Pool!
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!
From $890 /Week

OFFER $950 per week plus taxes and fees!

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

Beautiful Luxury 4 BR2 BA Beach House
Southeast FL > Pompano Beach
House , Bedroom(s): 4 , Sleeps: 8
Beautiful Luxury 4 BR, 2 BA Beach House in Pompano Beach
From $197 /Night
Breezy Palms - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3
Enjoy all the best the Keys have to offer at this super special Little Torch vacation rental home. This home is a monthly rental only!
From $4,800 /Month
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.
From $6,100 /Month
Tropical Florida Oasis Vacation Getaway - Fort Lauderdale Vacation Rental
Southeast FL > Fort Lauderdale
House , Bedroom(s): 3 , Sleeps: 6
Large 3 Bedroom 3 Bath Home in beautiful Coral Ridge - Fort Lauderdale vacation rental
From $295 /Night
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.
From $2,900 /Month
Coral House - Florida Keys Monthly Rental with Pool and Dock
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 3 , Sleeps: 6
NEW swimming pool!This rental is a monthly rental only and must be rented for 28 days or greater.
From $4,600 /Month
RUM COVE on Anna Maria Island
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 14
5 King Bedrooms plus 2 dens and ample outdoor space for all 14 guests allowed. One house from Pine Avenue and one block from the beach.
From $800 /Night
Gone Coastal Too: Beautiful Family & Pet-Friendly Private Home
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 2 , Sleeps: 4
Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area!
From $214 /Night
Gone Coastal: Beautiful Family & Pet-Friendly Home with a Heated Salt Water Pool
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 2 , Sleeps: 4
Centrally located in Holmes Beach, this elevated two bedroom/two bath half duplex has its own private heated salt water pool and outdoor bbq area!
From $171 /Night
cabAnna Maria Beach Block Heated Saltwater PoolSpa Cabana with Bathroom and Kitchenette
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
4 bedroom 4.5 bath Beach Block Home, Heated Saltwater Pool/Spa, Cabana w/ bar, kitchenette and bathroom. 3 King bedrooms with Private Baths, Twin over Full Bunk
From $600 /Night
Panama City Paradise-a Vacation Home Away from Home!
North West FL > Panama City Beach Area
House , Bedroom(s): 3 , Sleeps: 7
Beautiful 3BR/2BA home w/garage in gated community is available for weekly, monthly or long term rental. Bedrooms have a king, and 2 queens, with tvs.
From $145 /Night
The Bella Siesta: Walking distance to Siesta Village; 5 minutes to Siesta Key Beach
South West FL > Siesta Key
House , Bedroom(s): 3 , Sleeps: 8
Renovated 3 bedroom, 2 bathroom home with new saltwater pool built in 2019.
From $450 /Night
Serendipity Deux
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Beach Front New 2020 New Construction
From $700 /Night
Gone Coastal 3 Beautiful Family and Pet Friendly Home
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Welcome to Gone Coastal 3! This quaint three bedroom vacation home is located just a short walk from Anna Maria Island’s sugar white sands
From $296 /Night