Vacation Rentals by Breakaway Vacation Properties - Sanibel Island and Captiva Island Florida Rental Management Company!

Book Direct Manager Profile
Number of Guests

Bedrooms

Bathrooms
more filters

Price Range

Amenities
  Air Conditioning
  Dishwasher
  Fireplace
  Grill
  Hot Tub (Private)
  Luxury
  Pets Allowed
  Pool (Private)
  Ski-in/Ski-out
  Washer/Dryer
  Wheelchair Accessible

Activities and Interests
  Beach
  Biking
  Boating
  Canoeing
  Casino
  Corporate and Executive
  Fishing
  Deep Sea Fishing
  For Sale
  Golfing
  Group and Reunion
  Honeymoon
  Horseback Riding
  Hunting
  Lake
  Mountain Biking
  State National Parks
  Nightclub and Disco
  Over 55 Community
  Sailing
  Scuba Diving
  Skiing
  Cross Country Skiing
  Snowmobiling
  Spa
  Surfing
  Theatre
  Wedding
  White Water Rafting
  Wineries and Vineyards
  Fly Fishing
  Wind Surfing
  Hang Gliding
  Disney
  LegoLand
  Hiking
  Rental Exchange
  Specials
  Ultra Luxury
  Family Vacations
  Kayaking


Captivating
$1,000/night
Home in Captiva Island Florida
6 Beds • 6 Full Baths • Sleeps 12
Breakaway Vacation Properties

Gorgeous, Huge single family home
$214/night
Home in Sanibel Island Florida
5 Beds • 4 Full Baths • Sleeps 10
Breakaway Vacation Properties

Sea La Vie
$178/night
Home in Sanibel Island Florida
5 Beds • 3 Full Baths • Sleeps 8
Breakaway Vacation Properties

On Dune Time
$285/night
Home in Sanibel Island Florida
4 Beds • 3 Full Baths • Sleeps 12
Breakaway Vacation Properties

Beach Haven
$285/night
Home in Sanibel Island Florida
4 Beds • 4 Full Baths • Sleeps 10
Breakaway Vacation Properties

Breaking Away
$267/night
Home in Sanibel Island Florida
4 Beds • 3 Full Baths • Sleeps 10
Breakaway Vacation Properties

Gorgeous spacious pool home
$214/night
Home in Sanibel Island Florida
4 Beds • 2 Full Baths • Sleeps 10
Breakaway Vacation Properties

Sand Castle a gorgeous, large four bedroom four bath pool home on the 7th fairway of the Sanibel Golf Club, minutes to the beach.
$285/night
Home in Sanibel Island Florida
4 Beds • 4 Full Baths • Sleeps 8
Breakaway Vacation Properties

Sea-rendipity
$285/night
Home in Sanibel Island Florida
4 Beds • 4 Full Baths • Sleeps 8
Breakaway Vacation Properties

SHANGRI - LA
$178/night
Home in Sanibel Island Florida
4 Beds • 3 Full Baths • Sleeps 6
Breakaway Vacation Properties

Step inside and be mesmerized by the views that can be seen from the front door.
$399/night
Townhouse in Sanibel Island Florida
3 Beds • 3 Full Baths • Sleeps 8
Breakaway Vacation Properties

Golden Beach #3
$399/night
Townhouse in Sanibel Island Florida
3 Beds • 3 Full Baths • Sleeps 8
Breakaway Vacation Properties

Beach Paradise
$178/night
Home in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 8
Breakaway Vacation Properties

Stunning open concept living dining area with spectacular views of the Gulf!
$300/night
Townhouse in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 8
Breakaway Vacation Properties

Junonia 301
$257/night
Condo in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 8
Breakaway Vacation Properties

O Sole Mio
$275/night
Home in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 8
Breakaway Vacation Properties

Pointe Santo C3
$250/night
Condo in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 8
Breakaway Vacation Properties

Stunning newly renovated pool home a stone's throw to the Gulf of Mexico!
$214/night
Home in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 8
Breakaway Vacation Properties

After Dune Delight
$214/night
Home in Sanibel Island Florida
3 Beds • 3 Full Baths • Sleeps 6
Breakaway Vacation Properties

Faodail "A lucky find"
$178/night
Home in Sanibel Island Florida
3 Beds • 3 Full Baths • Sleeps 6
Breakaway Vacation Properties

Island Style
$214/night
Home in Sanibel Island Florida
3 Beds • 3 Full Baths • Sleeps 6
Breakaway Vacation Properties

Gorgeous ground level canal home
$250/night
Home in Sanibel Island Florida
3 Beds • 3 Full Baths • Sleeps 6
Breakaway Vacation Properties

The GetAway
$357/night
Home in Captiva Island Florida
3 Beds • 3 Full Baths • Sleeps 6
Breakaway Vacation Properties

Compass Point 183
$285/night
Condo in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Beautiful coastal home professionally designed with thoughtful touches everywhere
$214/night
Home in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Isabel on the Bay
$428/night
Home in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Gorgeous newly renovated  kitchen featuring new countertops, appliances and coastal chic design!
$300/night
Condo in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Sea Hibiscus 38
$214/night
Home in Captiva Island Florida
3 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Sweeping views of the Gulf of Mexico in this second floor beautiful designed condo.
$378/night
Condo in Sanibel Island Florida
3 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Honu Dream
$214/night
Sanibel Island Florida
3 Beds • Sleeps 6
Breakaway Vacation Properties

Blue Pelican NEW!!
$250/night
Sanibel Island Florida
3 Beds • Sleeps 6
Breakaway Vacation Properties

42 Oster Ct
$214/night
Home in Captiva Island Florida
2 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Compass Point 222
$225/night
Condo in Sanibel Island Florida
2 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Sanibel Dreaming 411
$199/night
Condo in Sanibel Island Florida
2 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Stunning high end kitchen, perfect for the chef in the family
$285/night
Condo in Sanibel Island Florida
2 Beds • 2 Full Baths • Sleeps 6
Breakaway Vacation Properties

Sandpiper Serenity 105
$200/night
Condo in Sanibel Island Florida
2 Beds • 2 Full Baths • Sleeps 4
Breakaway Vacation Properties

Jensen's "On the Gulf" North Beach Suite
$479/night
Condo in Captiva Island Florida
2 Beds • 1 Full Bath • Sleeps 4
Breakaway Vacation Properties

Jensen's "On the Gulf" South Beach Suite
$479/night
Condo in Captiva Island Florida
2 Beds • 1 Full Bath • Sleeps 4
Breakaway Vacation Properties

Cottontail Cottage
$214/night
Sanibel Island Florida
2 Beds • Sleeps 4
Breakaway Vacation Properties

5136 Bayside Villa
$139/night
Condo in Captiva Island Florida
1 Bed • 2 Full Baths • Sleeps 4
Breakaway Vacation Properties

Tennisplace D21
$100/night
Condo in Sanibel Island Florida
1 Bed • 1 Full Bath • Sleeps 4
Breakaway Vacation Properties

Jensen's "On the Gulf" On the Beach suite
$299/night
Condo in Captiva Island Florida
1 Bed • 1 Full Bath • Sleeps 2
Breakaway Vacation Properties

Jensen's "On the Gulf" Honeymoon Suite
$369/night
Condo in Captiva Island Florida
1 Bed • 1 Full Bath • Sleeps 2
Breakaway Vacation Properties

Jensen's "On the Gulf" Penthouse Suite
$479/night
Home in Captiva Island Florida
1 Bed • 1 Full Bath • Sleeps 2
Breakaway Vacation Properties

Captiva's Original Post Office Cottage Now Jensen's "On the Gulf" PO Sweet because it's just so sweet.
$299/night
Cottage in Captiva Island Florida
1 Bed • 1 Full Bath • Sleeps 2
Breakaway Vacation Properties

Jensen's "On the Gulf" PO Box Suite
$269/night
Cottage in Captiva Island Florida
1 Bed • 1 Full Bath • Sleeps 2
Breakaway Vacation Properties