5+ Days Ago
Highlights
- Dishwasher
- Gourmet kitchen
- Vaulted ceilings
- Walk-in closet
- Fireplace
- Refrigerator
Location
2377 Harbour Oaks Dr, Longboat Key, FL 34228, USA
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Amenities for 2377 Harbour Oaks Dr
Apartment Amenities
| Ceiling Fan | Central Air |
| Den | Fireplace |
| High Ceilings | Walk-in Closet |
Appliances
| Dishwasher | In-Unit Laundry |
Grounds
| Garage Parking | Swimming Pool |
Services
| Package Service |
Other
| Eight Rooms | Heat Pump Heating |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
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About 2377 Harbour Oaks Dr
Property Status: Active AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet kitchen offers custom cabinets with soft-close drawers, quartz counters, an appliance package inclusive of refrigerator, induction range, dishwasher and microwave. The Great Room offers beautiful built-in cabinetry and a fireplace. The large primary bedroom, boasts an ensuite spa style bathroom with walk-in shower and dual vanities, and a walk-in closet. Two secondary bedrooms both with ensuite baths are spacious and comfortable. At the end of the day, relax on the screened in patio, overlooking the lush expanse of the manicured greens and relish in the ambiance of breathtaking sunsets or alternatively step out of your front door to enjoy a refreshing dip in the community pool. All residents have access and privileges to the private Bay Isles Beach Club with miles of sugar sand beaches and calm waters of the Gulf of Mexico. All the conveniences of shopping dining and entertainment is just a short drive over the bridge. ANNUAL RENTAL PREFERRED - SHORT TERM LEASES AVAILABLE. CALL AGENT FOR AVAILABILITY. Office Phone: (813) 684-9500 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 2377 Harbour Oaks Dr compares to other nearby properties.
Positives
- Elementary school nearby
- There is an elementary school 4 miles away
- Less expensive
- The 3-bedrooms are cheaper than other similar listings nearby
- More space
- The 3-bedroom is 353 sqft larger than other listings nearby
- Fireplace
- Upgraded in-unit features
- Images Available
- There are at least 10 photos of this address
- Package service
- More secure storage for delivery
Considerations
- Greater distance from high schools
- The nearest high school is farther than 5 miles away
- Grow a garden indoors
- A balcony, backyard, or shared outdoor space isn't available
Address details
| Zip code | 34228 |
|---|---|
| Type | House for rent |
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Rent trends in Longboat Key
3-bedroom apartments at 2377 Harbour Oaks Dr cost about 20% less than the average rent price for 3-bedroom apartments in Longboat Key.
Median rents as of Feb 28 2026.
Longboat Key
| Month | Median Rent |
|---|---|
| March 2024 | $9,000 |
| April 2024 | $8,984 |
| May 2024 | $8,150 |
| June 2024 | $8,360 |
| July 2024 | $8,937 |
| August 2024 | $8,730 |
| September 2024 | $8,225 |
| October 2024 | $8,900 |
| November 2024 | $8,860 |
| December 2024 | $9,125 |
| January 2025 | $9,125 |
| February 2025 | $9,513 |
| March 2025 | $9,276 |
| April 2025 | $9,532 |
| May 2025 | $9,652 |
| June 2025 | $9,511 |
| July 2025 | $8,617 |
| August 2025 | $8,000 |
| September 2025 | $8,785 |
| October 2025 | $10,000 |
| November 2025 | $10,000 |
| December 2025 | $10,000 |
| January 2026 | $10,000 |
| February 2026 | $10,000 |
Affordability calculator
Can I afford to live at 2377 Harbour Oaks Dr?
Bedrooms
3 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$320,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $320,000 annually to afford this 3-bedrooms monthly rent price of $8,000.
For more information on rent affordability, visit our rent calculator.
Schools near 2377 Harbour Oaks Dr
Children First
1723 n orange ave
sarasota, FL, 34234
PKPublic
School of Academic & Behavioral Learning Excellence
6423 9th st e
bradenton, FL, 34203
PK, K-8Public
B
Southside Elementary School
1901 webber st
sarasota, FL, 34239
PK, K-5Public
A
Sarasota Virtual School
1960 landings blvd
sarasota, FL, 34231
K-12Public
B-
Sarasota Virtual Academy
4748 beneva rd
sarasota, FL, 34233
K-12Public
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Internet available near 2377 Harbour Oaks Dr
Neighborhood
NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.
Getting around Longboat Key near 2377 Harbour Oaks Dr
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Points of interest for 2377 Harbour Oaks Dr, Longboat Key
Groceries
8/10
At least one supermarket within a 10-minute walk
Shopping
3/10
Some shops within walking distance
Cafes
4/10
Some cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Primary schools
0/10
Closest elementary school further than a 30-minute walk
High schools
0/10
Closest high school further than a 30-minute walk
Parks
4/10
Moderate amount of park space nearby
Nightlife
0/10
Few or no bars within walking distance
Explore the area around 2377 Harbour Oaks Dr
Publix
525 Bay Isles Pkwy
The Ancient Olive-Sarasota
26 N BLVD Of The Presidents
Shore Diner
465 John Ringling Blvd
Walmart Neighborhood Market
3500 N Tamiami Trl
Publix
1044 N Tamiami Trl
J.McLaughlin
515 Bay Isles Pkwy
Definite Articles Inc
3241 Bayou Way
Exit Art
5380 Gulf Of Mexico Dr
Longboat Resort Wear
5380 Gulf Of Mexico Dr
Island Pursuit
400 Madison Dr
Starbucks
443 John Ringling Blvd
Dunkin'
6000 Airport Cir
Dunkin'
2525 N Tamiami Trl
Starbucks
6024 Airport Cir
Starbucks
2455 N Tamiami Trl
Viento Kitchen and Bar
4711 Gulf Of Mexico Dr
The Tavern & Whiskey Bar
220 Sands Point Rd
Wonderland Hookah Lounge
5133 N Tamiami Trl
Bahi Hut
4675 N Tamiami Trl
Haye Loft
5540 Gulf Of Mexico Dr
Mama G's Coffee Bakery
8431 N Tamiami Trl
Harry's Gourmet Deli & Bakery
548 Saint Judes Dr
Walmart Bakery
3500 N Tamiami Trl
New Pass Grill
1505 Ken Thomson Pkwy
Ofkors Bakery
1359 Main St
Bicentennial Park
Longboat Key Access . Pandora St
Longboat Key Access . Monroe St
Longboat Key Access . Westfield St
Longboat Key Access
Maison Blanche Restaurant
2605 Gulf Of Mexico Dr
Portofino Restaurant & Grill
2600 Harbourside Dr
En Provence
2131 Gulf Of Mexico Dr
Harborside Red Golf Course
3000 Harbourside Dr
Fresh & Fresh Cafe
3172 Gulf Of Mexico Dr
N TAMIAMI TRL @ RINGLING PLZ
Sarasota/SRQ/Bradenton
US 41/RINGLING PLAZA (THE RINGLING)
BRADENTON/SARASOTA
N TAMIAMI TRL @ GENERAL SPAATZ BLVD
Sarasota/SRQ/Bradenton
US 41/COLLEGE DR (NEW COLLEGE)
BRADENTON/SARASOTA
N TAMIAMI TRL @ BEVERLY DR
Sarasota/SRQ/Bradenton
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