Seasonal/Short-Term Rental available throughout the year. Posted rate is winter/peak season rate. Off-season rate is $2,200/month. Looking for that "beachy cottage" feel in your Florida vacation home? Look no further - you've found it in this adorable 2 bedroom, 2 bathroom pool home, with electrically heated, saltwater pool. The spacious master bedroom features a king size bed and newly updated walk-in shower in the master bath. The roomy 2nd bedroom has a queen bed, and there is a queen and a twin inflatable mattress available if you have additional visitors during your stay. The bright and airy living room and dining room combo are perfect for entertaining guests. The expansive lanai and pool area overlook the 5th fairway of The Hill's golf course. The home has 3 televisions - one in the living room and one in each of the bedrooms. Electric heat pump and solar cover for the pool. Live streaming TV. Fireplace does not work, and will not be repaired, decoration only.
•Source:Stellar MLS as Distributed by MLS Grid #D5914648
Contact 98 Caddy Rd
Policies
PetsDogs allowed, Cats allowed
Dogs allowed
Cats allowed
ParkingGarage Lot
Type
Garage Lot
Spaces
1
Amenities
In-unitFireplace, Dishwasher, Washer & Dryer In Unit
Fireplace
Dishwasher
Washer & Dryer In Unit
Air Conditioning
Microwave
Refrigerator
CommunityPet Friendly
Pet Friendly
Unique featuresPool, Heat
Pool
Heat
Around 98 Caddy Rd
Schools
Places
Transit
8/10
Vineland Elementary School
Public, PreK-5 • Assigned • 1.9mi
7/10
L. A. Ainger Middle School
Public, 6-8 • Assigned • 1.9mi
5/10
Lemon Bay High School
Public, 9-12 • Assigned • 4.1mi
Provided by GreatSchools
About Oakland
Hills
Oakland Hills, located between Rotonda Circle and Gasparilla Road, is a canal-side and golf-adjacent Rotonda neighborhood with curving streets and wide water views. The neighborhood’s character concentrates around Rotonda Circle, where palms, roundabout traffic, and low-slung plazas set a relaxed, coastal tone. Homes lean toward Florida ranch and contemporary builds, many oriented to docks, screened lanais, and backyard water frontage. The landscape reads as manicured and open, with long sightlines across fairways and canals. Daily rhythms track the water—kayaks, small boats, and evening walks along quiet bends. Nearby greens and clubhouse-style gathering spots give the area a resort-like cadence without feeling busy.
Provided by Walk Score and Local Logic
Historical weather
Rotonda West, FL • 33947
Average low and high temperatures (°F)
72
50
77
56
81
60
85
65
89
72
91
75
91
77
91
78
90
76
86
70
82
61
77
56
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Climate risks
9/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.77% chance of being in a wildfire in next 30 years
10/10 Heat Factor
7 days above 107° expected this year, 28 days in 30 years
10/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 9.3 hours in
June and 6.6 hours in December, placing it above the
U.S. average for solar exposure.
All information is deemed reliable but not guaranteed. Redfin and its affiliates may receive compensation if you contact a rental property or sign a lease.
Listing provided courtesy of: TALL PINES REALTY
Listing agent: Madelene Waterhouse
Based on information submitted to the MLS GRID as of Fri Aug 28 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last Updated: 2026-07-11T12:44:35.745Z
98 Caddy Rd is a 1167 square foot property with 2 bedrooms and 2 bathrooms. We estimate that 98 Caddy Rd would rent between $2,670 / mo.98 Caddy Rd is located in Rotonda West, the 33947 zipcode, and the Charlotte.