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Apartments for Rent in Longboat Key, FL

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5801 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

5801 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Garage parking | On-site laundry

4 beds

3 baths

$19,975

House for rent

Gulf-front 4-bed house with pool & beach access

House in Longboat Key, FL, this 4-bed, 3-bath Gulf-front retreat spans 4,000 sqft with vaulted ceilings and walls of windows framing beach views. The layout includes a primary suite with private balcony, gourmet kitchen with stainless appliances, and private pool with direct beach access. A fit for small dog owners with generous outdoor space, plus a 4-car garage for ample storage.

1945 Gulf Of Mexico Dr #213 - Photo 1 of 1

5d+ ago

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$5,000 - 3 Bedroom 2 Bathroom Condo In Longboat Key With Great Amenities

1945 Gulf Of Mexico Dr #213, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Balcony

3 beds

2 baths

$5,000

Condo for rent

Available Jul 1

Gulf-front 3-bed condo with beach views

In Longboat Key, FL, this 3-bed, 2-bath condo sits directly on the Gulf of Mexico with gorgeous water and beach views. The 1,265 sqft unit includes hardwood floors, a fireplace, balcony, and deck for taking in the scenery. In-unit laundry, dishwasher, assigned parking, and pool access complete the beachfront setup.

4805 Gulf Of Mexico Dr #102 - Photo 1 of 1

1d ago

Condo for rent in Longboat Key

4805 Gulf of Mexico Dr. Longboat Key

4805 Gulf Of Mexico Dr #102, Longboat Key, FL 34228

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$9,900

Condo for rent

Available Dec 1

Furnished 2-bed Gulf Coast condo with beach access

Set in Longboat Key, FL, this furnished 2-bed, 2-bath condo sits steps from Gulf Coast beaches with a fully stocked beach shed including kayak. The 1,393 sqft unit features a recently updated kitchen, dining for 8, and private lanais off both the living room and master suite. Building amenities include two heated pools, tennis and pickleball courts, fitness center, and hot tub.

1930 Harbourside Dr #122 - Photo 1 of 1

2d ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1930 Harbourside Dr #122, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$3,500

Condo for rent

1050 Longboat Club Rd #506 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1050 Longboat Club Rd #506, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

1.5 baths

$4,750

Condo for rent

5th-floor Gulf-front condo with beach access

This 2-bed, 1.5-bath Longboat Key Club rental offers sweeping Gulf views from the 5th floor with direct beach access. The renovated 1,080 sqft condo features a primary suite with adjustable king bed and guest room with convertible twin-to-king setup. Resort amenities include beachfront pool and spa, tennis courts, fitness center, and assigned carport parking steps from St. Armands Circle dining and shopping.

1155 Bogey Ln #NA - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

3 Bedroom 3 Bathroom Pool House In Longboat Key With Great Amenities

1155 Bogey Ln #NA, Longboat Key, FL 34228

In-unit laundry | Air conditioning | Garage parking

3 beds

3 baths

$12,000

House for rent

Available Nov 1

Chic Waterfront Home with Pool and Spacious Deck

This stunning 3-bedroom, 3-bathroom house offers 2,045 sq ft of luxurious living in Country Club Shores. Enjoy the serene ambiance with central air, a deck, and a refreshing pool. Included utilities such as cable, internet, and water make for stress-free living. Perfect for seasonal rentals, available for select dates in late 2026 and early 2027. Embrace the ultimate Florida lifestyle in this exquisite property!

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3210 Bayou Sound - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

3210 Bayou Sound, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$7,500

$6,900

Price drop

House for rent

Furnished 3-bed Longboat Key house with pool

Set in Longboat Key, FL, this furnished 3-bed, 2-bath house offers turnkey coastal living with vaulted ceilings and premium appliances. The 2,091 sqft layout includes an office, open floor plan, private lap pool, and rare 3-car garage. Residents enjoy exclusive Bay Isle Beach Club access with private Gulf beach, plus close proximity to Publix and St. Armands Circle.

1591 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

1591 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

1 bed

2 baths

$15,000

Condo for rent

1-bed St. Regis condo with Gulf views & beach

Set in Longboat Key, FL, this dog-friendly 1-bed, 2-bath condo at The St. Regis offers private elevator access and breathtaking Sarasota Bay views through floor-to-ceiling windows. The 1,556 sqft layout features a chef's kitchen with Wolf and Sub-Zero appliances, plus a terrace off the owner's suite. Resort amenities include 24-hour concierge, spa, fitness center, private beach access, and 800 feet of Gulf-front shoreline.

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455 Longboat Club Rd #401 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

455 Longboat Club Rd #401, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

3.5 baths

$8,000

Condo for rent

3-bed furnished condo with Gulf views & beach

Condo in Longboat Key Club, this furnished 3-bed, 3.5-bath unit offers partial Gulf of Mexico views from the 4th floor. The 2,780 sqft split floor plan includes stainless steel appliances, granite counters, and dual balconies with golf course views. Gated resort amenities feature private beach access, heated pool, fitness center, tennis court, and 24-hour concierge with rent covering water, sewer, cable, and internet.

6980 Poinsetta Ave - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

6980 Poinsetta Ave, Longboat Key, FL 34228

In-unit laundry | On-site laundry | Ceiling fan

1 bed

1 bath

$4,500

House for rent

1-bed cottage with boat parking near beach

Right in Longboat Key, FL, this 1-bed, 1-bath cottage offers 700 sqft with vaulted ceilings and a contemporary kitchen. The house includes in-unit laundry, high-speed internet, and boat parking with nearby launch access - a fit for remote workers seeking waterfront living. Whitney Beach sits just a short stroll away, with a grocery store under 0.1 miles from the door.

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Swimming Pool

In-Unit Laundry

Dishwasher

Outdoor Space

701 Broadway St - Photo 1 of 1

5d+ ago

Apartment for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

701 Broadway St, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$8,650

Apartment for rent

Furnished 2-bed with heated pool near beaches

Set in Longboat Key, FL, this fully furnished 2-bed, 2-bath apartment offers a reimagined 1920s bungalow with open-concept living and high ceilings. The 1,650 sqft layout includes a gourmet kitchen with stainless steel appliances, lagoon-style heated pool, and separate hot tub in a private fenced yard. Just two blocks from Whitney Beach and one block from Sarasota Bay boat access.

5135 Gulf Of Mexico Dr #103 - Photo 1 of 1

5d+ ago

Apartment for rent in Longboat Key

Gulf of Mexico Drive, Longboat Key

5135 Gulf Of Mexico Dr #103, Longboat Key, FL 34228

Balcony

3 beds

2 baths

$4,950

Apartment for rent

Available Aug 7

3-bed Gulf-front apartment with beach access

Set in Longboat Key, FL, this 3-bed, 2-bath apartment offers direct beach access and west-facing Gulf views from a private balcony. The 1,586 sqft layout includes spacious living and dining areas, plus allocated parking and beach equipment storage. With only 8 units in the building and a grocery store steps away, it's a fit for pet owners seeking beachside convenience.

640 Broadway St - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

640 Broadway St, Longboat Key, FL 34228

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$7,500

House for rent

Rebuilt 3-bed Longboat Key house near beach

This 3-bed, 2-bath house in Historic Longbeach Village was fully rebuilt in 2025 with modern upgrades including vaulted ceilings, gourmet kitchen with quartz countertops, and spa bathrooms. The 1,500 sqft layout comes fully furnished with a home office, tropical backyard with fire pit, and garage parking. Steps from Whitney Beach and waterfront dining.

2425 Gulf Of Mexico Dr #PH15C - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2 beds

2 baths

$9,750

Condo for rent

Available Oct 1

Oceanfront 2-bed penthouse with Gulf views

A condo in Longboat Key, FL, this furnished 2-bed, 2-bath penthouse offers direct Gulf of Mexico views from every room. The 1,470 sqft layout features high ceilings, state-of-the-art appliances (Sub-Zero, Wolf), and modern European furniture. Unobstructed sunset views, assigned parking, pool access, and dog-friendly policies near the new St. Regis Hotel.

3330 Gulf Of Mexico Dr #202D - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3330 Gulf Of Mexico Dr #202D, Longboat Key, FL 34228

In-unit laundry | Furnished | On-site laundry

2 beds

2 baths

$2,795

Condo for rent

Furnished 2-bed bayside condo with full bay views

Sitting in Longboat Key, FL, this furnished 2-bed, 2-bath condo offers stunning unobstructed bay views from the second floor with elevator access. The 1,106 sqft open layout flows from kitchen to living areas and includes a full-length enclosed lanai perfect for sunset viewing. Longboat Arms community adds a heated pool, tennis court, clubhouse, and private boat launch, with deeded beach access directly across the street.

1485 Gulf Of Mexico Dr #109 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1485 Gulf Of Mexico Dr #109, Longboat Key, FL 34228

In-unit laundry | Furnished | On-site laundry

2 beds

2.5 baths

$11,000

Condo for rent

Beachfront 2-bed condo with ocean view lanais

Sitting in Longboat Key, FL, this furnished 2-bed, 2.5-bath condo offers direct beach access and ocean views from three lanais. The 1,839 sqft layout includes a primary suite with walk-in closet, guest room with twin beds, and front sitting area with Murphy bed. Players Club amenities feature gated entry, heated pool with spa, fitness center, tennis, and BBQ grills.

1050 Longboat Club Rd #803 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1050 Longboat Club Rd #803, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Walk-in closets

2 beds

2 baths

$6,000

Condo for rent

Oceanfront 2-bed condo with beach & golf views

This 1,409 square-foot condo in Longboat Key Club includes 2-bed, 2-bath oceanfront living on the 8th floor with beach and golf course views from two private balconies. The open-concept layout features a custom bar with wine refrigerator and dedicated office space. Resort amenities include an oceanfront pool, jacuzzi, fire pit, workout room, and direct beach access with covered parking included.

2301 Gulf Of Mexico Dr #102N - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2301 Gulf Of Mexico Dr #102N, Longboat Key, FL 34228

In-unit laundry | Furnished | Balcony

2 beds

2 baths

$16,000

Condo for rent

Oceanfront 2-bed condo with Gulf views & beach

Set in Longboat Key, FL, this fully furnished 2-bed, 2-bath oceanfront condo delivers sweeping Gulf of Mexico views from every room. The 1,235 sqft layout features a remodeled kitchen with stainless appliances, private balcony, and direct beach access. Building amenities include a 24-hour fitness center, tennis courts, and beachfront pool.

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2013 Harbour Links Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2013 Harbour Links Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$6,950

$5,950

Price drop

Condo for rent

Furnished 2-bed condo with private beach club

Right in Longboat Key, FL, this fully furnished 2-bed, 2-bath condo offers 2,369 sqft of coastal living behind Bay Isles' gated community. The unit features high ceilings, a private elevator, screened deck with golf course views, and heated pool access. Exclusive Bay Isles Beach Club membership provides private Gulf-front beaches and resort-style amenities.

2295 Gulf Of Mexico Dr #54S - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2295 Gulf Of Mexico Dr #54S, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$6,000

Condo for rent

Beachfront 2-bed condo with 38-foot terrace

In Longboat Key, FL, this 2-bed, 2-bath condo at The Islander Club offers direct beachfront access and resort-style amenities. The 1,235 sqft layout features an updated kitchen with stainless steel appliances, wood flooring, and a spacious 38-foot terrace for outdoor living. Residents enjoy a private beach, heated pool, fitness center, tennis, and pickleball courts.

3060 Grand Bay Blvd #172 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3060 Grand Bay Blvd #172, Longboat Key, FL 34228

In-unit laundry | Garage parking | Swimming pool

3 beds

3 baths

$7,850

Condo for rent

7th floor 3-bed condo with bay & gulf views

In Longboat Key, FL, this 3-bed, 3-bath condo sits on the 7th floor with sweeping water views of Sarasota Bay and Gulf sunsets. The 2,250 sqft layout features floor-to-ceiling glass, a remodeled kitchen, and designer furnishings. Grand Bay's gated community adds two heated pools, fitness center, tennis, and private beach access to the Gulf of Mexico.

3802 Gulf Of Mexico Dr #A204 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Residential, Other - Longboat Key, FL

3802 Gulf Of Mexico Dr #A204, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

1 bed

1.5 baths

$2,500

Condo for rent

Furnished 1-bed Gulf-view condo with beach access

Right in Longboat Key, FL, this furnished 1-bed, 1.5-bath condo offers Gulf views and private beach access just steps across Gulf of Mexico Drive. The 761 sqft layout includes in-unit laundry and comes turnkey ready for seasonal or annual stays. Beach Harbor Club amenities feature a heated pool, fitness center, marina access, and covered parking.

1000 Longboat Club Rd #406 - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

1000 Longboat Club Rd #406, Longboat Key, FL 34228

Swimming pool | Fitness center | Dishwasher

1 bed

1 bath

$4,000

Condo for rent

1-bed beachfront condo with Gulf balcony

Right in Longboat Key Club, this 1-bed, 1-bath seasonal condo sits on the 4th floor of The Privateer with direct beach access and a private Gulf-view balcony. The 1,080 sqft layout includes a well-equipped kitchen and spacious bedroom designed for winter retreats. Resort amenities feature a heated beachfront pool, tennis courts, fitness center, and 24-hour gated security, just minutes from St. Armands Circle dining and shopping.

601 Longboat Club Rd #1004S - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

UNIT 1004S LONGBOAT KEY TOWERS

601 Longboat Club Rd #1004S, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$4,500

Condo for rent

Available May 5

2-bed beachfront condo with panoramic Gulf views

Set in Longboat Key Club, this furnished 2-bed, 2-bath beachfront condo offers panoramic Gulf views from dual balconies overlooking Lido and Siesta Keys. The 1,560 sqft layout features an updated kitchen with stainless appliances, in-unit laundry, and a primary suite with lanai access. Building amenities include a fitness center, pool, hot tub, and garage parking.

724 Bayport Way #724 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

724 Bayport Way #724, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$11,500

Condo for rent

Furnished 2-bed Gulf-view condo with beach access

Right in Longboat Key, FL, this furnished 2-bed, 2-bath condo offers stunning Gulf views from almost every room. The 1,531 sqft open-concept layout includes a primary suite with walk-in closet and desk alcove. Bayport Beach & Tennis Club adds 4 tennis courts, heated pool, fitness center, and private beach access across the street, with St. Armands Circle shopping and dining just minutes away.

741 Bayport Way #741 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

741 Bayport Way #741, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Furnished 2-bed condo with tennis & beach access

This 2-bed, 2-bath furnished condo in Longboat Key offers 1,426 sqft at the Bayport Beach & Tennis Club. The fully decorated unit includes in-unit laundry, central air, and walk-in closets. Community amenities feature 4 Har-Tru tennis courts, heated Olympic pool, fitness center, private fishing pier, and direct access to Gulf of Mexico beaches for sunsets and beachcombing.

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1945 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2 Bedroom 1 Bathroom Condo In Longboat Key With Great Amenities

1945 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

1 bath

$5,000

Condo for rent

Available Sep 1

Furnished 2-bed Gulf condo with beach access

Set in Longboat Key, FL, this fully furnished 2-bed, 1-bath condo offers 933 sqft with utilities included and a screened lanai with partial Gulf views. The Seaplace complex features a gated community with 24-hour security, half-mile of private beachfront, fitness center, tennis courts, and two pools. In-unit laundry, assigned parking, and a short walk to beach access complete the island lifestyle.

747 Saint Judes Dr S #2 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

747 Saint Judes Dr S #2, Longboat Key, FL 34228

In-unit laundry | Walk-in closets | Outdoor space

1 bed

1 bath

$3,200

Condo for rent

1-bed condo with bay views and private dock

Set in Longboat Key, FL, this 1-bed, 1-bath condo offers gorgeous Sarasota Bay views from an open kitchen and living area. The 667 sqft unit includes a private dock with boat lift, screened lanai with in-unit laundry, and deeded beach access to Gulf waters. Canal views and exterior parking complete the waterfront retreat.

420 Firehouse Ct #10 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Villa - LONGBOAT KEY, FL

420 Firehouse Ct #10, Longboat Key, FL 34228

In-unit laundry | Walk-in closets

2 beds

2 baths

$3,600

Condo for rent

Remodeled 2-bed condo steps from Gulf beach

Condo with 2 beds in Longboat Key, FL, featuring a complete remodel with new appliances, cabinets, and flooring throughout the 1,015 sqft layout. Both bedrooms include spacious walk-in closets, plus a separate utility room with washer/dryer hookups and central air. Located just 0.1 miles from public Gulf beach access with nearby grocery shopping.

600 Russell St - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

Single Family Residence - LONGBOAT KEY, FL

600 Russell St, Longboat Key, FL 34228

In-unit laundry | Walk-in closets | Outdoor space

4 beds

2 baths

$4,500

House for rent

Updated 4-bed Longboat Key house near beach

Set in Longboat Key, FL, this remodeled 4-bed, 2-bath house sits in historic Longbeach Village on the north end of the island. The 1,280 sqft layout features brand-new appliances, cabinetry, and flooring throughout, plus washer/dryer hookups and central air. Lawn maintenance included in rent, with pristine beaches and a grocery store just steps away.

3806 Gulf Of Mexico Dr #C212 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3806 Gulf Of Mexico Dr #C212, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,500

Condo for rent

2-bed condo across from private beach

Condo with 2 beds in Longboat Key, FL, directly across from private beach access. This 2-bath unit spans 1,062 sqft with an updated kitchen, stainless steel appliances, and split floor plan. The Gulf to Bay complex adds a heated pool, fitness center, clubhouse, marina, and covered parking for year-round or seasonal rental.

603 Longboat Club Rd #204N - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

603 Longboat Club Rd #204N, Longboat Key, FL 34228

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$12,000

Condo for rent

Gulf-front 2-bed condo with private balcony

Set in Longboat Key Club, this completely remodeled 2-bed, 2-bath condo offers panoramic Gulf views from a private balcony. The 1,560 sqft layout features marble flooring, a modern kitchen with large island, and seamless flow for entertaining. A fit for fitness enthusiasts with beachfront pool, spa, fitness center, and sauna access in this gated community.

615 Dream Island Rd #107 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

615 Dream Island Rd #107, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$12,500

Condo for rent

Furnished 2-bed waterfront condo with boat slip

Set in Longboat Key, FL, this fully furnished 2-bed, 2-bath condo offers direct intracoastal waterway views and a deeded 40' boat slip with water and electric. The 1,293 sqft first-floor unit features new appliances, Carrara marble flooring, and Italian fixtures throughout. Pool access, tennis courts, kayak storage, and beach across the street complete the waterfront lifestyle.

2109 Gulf Of Mexico Dr #1402 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2109 Gulf Of Mexico Dr #1402, Longboat Key, FL 34228

In-unit laundry | Furnished | Balcony

2 beds

2 baths

$8,000

Condo for rent

Furnished 2-bed Gulf-view condo with balcony

Set in Longboat Key, FL, this furnished 2-bed, 2-bath condo offers Gulf of Mexico views from a private balcony perfect for sunset watching. The 1,273 sqft turnkey unit includes a flat-screen TV, in-unit laundry, dishwasher, and pool access at Sunset Beach Club II. Located on the south end for easy access to St. Armands Circle and downtown Sarasota dining and shopping.

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1000 Longboat Club Rd #1001 - Photo 1 of 1
3D tour

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

1000 Longboat Club Rd #1001, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$10,000

Condo for rent

10th-floor 2-bed condo with Gulf views

This 2-bed, 2-bath condo in Longboat Key Club sits on the 10th floor with panoramic Gulf of Mexico views from two private balconies. The 1,409 sqft furnished unit includes in-unit laundry and central air. Building amenities feature a beachfront heated pool, fitness center, tennis courts, and direct beach access with provided chairs and umbrellas.

3235 Gulf Of Mexico Dr #A302 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

3235 Gulf Of Mexico Dr #A302, Longboat Key, FL 34228

In-unit laundry | Assigned parking | Swimming pool

2 beds

2 baths

$5,500

Condo for rent

2-bed gulf-view condo with screened lanai

This 2-bed, 2-bath condo in Longboat Key offers direct gulf views from a full-length screened lanai. The 1,260 sqft layout features new kitchen appliances, laminate flooring, in-unit laundry, and three flat screen TVs. Heated pool, tennis court, and boat dock sit across the street, with Publix shopping half a mile away and St. Armands Circle 5 miles out.

537 Outrigger Ln #1 - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

537 Outrigger Lane - 1

537 Outrigger Ln #1, Longboat Key, FL 34228

Furnished | Garage parking | Swimming pool

3 beds

2 baths

$7,000

House for rent

Available Jun 25

Waterfront 3-bed with boat lift and pool

Located in Longboat Key, FL, this waterfront 3-bed, 2-bath house sits on a deep-water canal with direct Gulf access in Country Club Shores. The 1,305 sqft layout features a brand-new 20,000-pound boat lift, private heated pool, and open-concept kitchen with quartz island. Deeded beach access across the street, plus pool service and lawn care included.

2425 Gulf Of Mexico Dr #4E - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

2425 Gulf Of Mexico Dr #4E, Longboat Key, FL 34228

In-unit laundry | Carpet | Dishwasher

2 beds

2 baths

$9,000

Condo for rent

2-bed Gulf-front condo with sweeping water views

This 2-bed, 2-bath condo in Longboat Key offers sweeping Gulf of Mexico views from every room and two private terraces for sunset watching. The 1,470 sqft layout features granite counters, in-unit laundry, and curated artwork throughout. A five-minute walk to shopping and pharmacy, with easy access to St. Armands and downtown Sarasota for dining and entertainment.

3240 Gulf Of Mexico Dr #B504 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

3240 Gulf Of Mexico Dr #B504, Longboat Key, FL 34228

In-unit laundry | Swimming pool | Storage

2 beds

2 baths

$6,500

Condo for rent

2-bed waterfront condo with private beach access

Set in Longboat Key, FL, this 2-bed, 2-bath condo on the 5th floor offers panoramic water views of Crane's Bayou from a screened lanai spanning the entire unit. The 1,260 sqft layout features luxury vinyl plank flooring, in-unit laundry, and a kitchen with breakfast bar. Private beach access, boat dock, kayak launch, pool, tennis and pickleball courts complete the waterfront lifestyle.

1945 Gulf Of Mexico Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Residential, Other - Longboat Key, FL

1945 Gulf Of Mexico Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$4,000

Condo for rent

Furnished 2-bed Gulf-front condo with pools

This 2-bed, 2-bath condo in Longboat Key comes fully furnished with Gulf of Mexico views from the 4th floor. The 928 sqft layout features an updated kitchen with stone counters, screened patio overlooking the ocean, and in-unit laundry. Rent includes all utilities, cable, and internet, plus resort amenities like heated pools, tennis courts, and private beach access.

830 Bayport Way #830 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

830 Bayport Way #830, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Furnished 2-bed condo with private beach access

A condo in Longboat Key, FL, this furnished 2-bed, 2-bath seasonal rental sits on 27 landscaped acres at Bayport Beach and Tennis Club. The 1,456 sqft unit includes a large patio with garden views, flat-screen TVs, cable, and WiFi. Resort amenities feature 1,200 feet of private beach, heated pool, tennis courts, fitness center, and fishing pier, just minutes from St. Armands Circle shopping and dining.

833 Bayport Way #833 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

833 Bayport Way #833, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Furnished 2-bed condo with Gulf beach access

Set in Longboat Key, FL, this fully furnished 2-bed, 2-bath condo offers 1,456 sqft with an open-concept layout and split bedrooms. Two interior patios overlook serene garden views, while the community features 1,200 feet of private Gulf beach access, 4 tennis courts, Olympic-sized pool, and fitness center. Walk-in closets, in-unit laundry, and dishwasher complete the unit.

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805 Bayport Way #805 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

805 Bayport Way #805, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Furnished 2-bed condo with private beach access

This 1,456 square-foot condo in Longboat Key includes 2-bed, 2-bath furnished living with private beach access and Intracoastal Bay views. The Bayport Beach and Tennis Club features a junior Olympic pool, 4 Har-Tru tennis courts, fitness center, fishing pier, and kayak launch across 27 tropical acres. In-unit laundry, dishwasher, and on-site management complete the resort-style package.

522 Bayport Way #522 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

522 Bayport Way #522, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Furnished 2-bed condo with tennis & beach access

Condo in Longboat Key, FL, this fully furnished 2-bed, 2-bath rental sits in the amenity-rich Bayport Beach & Tennis Club community. The 1,260 sqft unit includes in-unit laundry, dishwasher, and walk-in closet, with access to 4 tennis courts, heated Olympic pool, fitness center, and private fishing pier. Walk across the street to private Gulf of Mexico beach access.

519 Bayport Way #519 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

519 Bayport Way #519, Longboat Key, FL 34228

In-unit laundry | Furnished | Assigned parking

2 beds

2 baths

$10,000

Condo for rent

Furnished 2-bed condo with beach and tennis access

This 1,456 square-foot condo in Longboat Key includes 2-bed, 2-bath furnished layout with Gulf views and granite countertops. Located in Bayport Beach and Tennis Club, the unit offers immediate access to a private beach, large pool, four clay tennis courts, fitness center, and fishing pier. In-unit laundry, covered parking, and a lanai overlooking tropical gardens complete the seasonal rental.

720 Bayport Way #720 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

720 Bayport Way #720, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Furnished 2-bed Gulf view condo with beach access

This furnished 2-bed, 2-bath condo in Longboat Key offers Gulf views from a private screened patio and deck. The 1,260 sqft layout features an open kitchen and living area, master suite with built-in vanity and walk-in closets, plus in-unit laundry. Bayport Beach and Tennis Club provides 1,200 feet of private beach access, tennis courts, and one of the island's largest pools.

517 Bayport Way #517 - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

Condominium - LONGBOAT KEY, FL

517 Bayport Way #517, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$6,000

Condo for rent

Furnished 2-bed condo with beach club access

Right in Longboat Key, FL, this furnished 2-bed, 2-bath condo sits in the Bayport Beach and Tennis Club with direct Gulf beach access across the street. The 1,260 sqft end unit features a private screened lanai, in-unit laundry, and dishwasher. Club amenities include clay tennis courts, heated pool, fitness center, and fishing pier.

4330 Falmouth Dr - Photo 1 of 1

5d+ ago

Condo for rent in Longboat Key

2/2

4330 Falmouth Dr, Longboat Key, FL 34228

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$3,500

Condo for rent

Furnished 2-bed condo with beach & bay access

Set in Longboat Key, FL, this furnished 2-bed, 2-bath condo offers private deeded beach access and deepwater docks in a gated community. The 1,100 sqft first-floor unit includes water views, a private patio, and assigned parking steps from the door. Four pools, fitness center, pickleball courts, and clubhouse round out the amenities, with internet and cable included.

3740 Gulf Of Mexico Dr #114 - Photo 1 of 1

5d+ ago

House for rent in Longboat Key

3740 Gulf Of Mexico Dr #114, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

1 bed

1 bath

$3,300

House for rent

Furnished 1-bed bayfront villa with beach access

Quietly set in Longboat Key, FL, this furnished 1-bed, 1-bath villa offers stunning bayfront and marina views in the 55+ Twin Shores community. The 798 sqft open layout features a renovated kitchen, walk-in closet, and in-unit laundry. Private deeded beach access sits just minutes from your door, with pool access and maintenance-free living that covers grounds, pool, water, and trash.

601 Longboat Club Rd #902S - Photo 1 of 1

5d+ ago

Longboat Key Club condo for rent in Longboat Key

Condo - Hotel - LONGBOAT KEY, FL

601 Longboat Club Rd #902S, Longboat Key, FL 34228

In-unit laundry | Furnished | Swimming pool

2 beds

2 baths

$9,000

Condo for rent

Furnished 2-bed Gulf front condo with pool

Condo in Longboat Key Club, this fully furnished 2-bed, 2-bath seasonal rental offers direct Gulf front living with sunrise views over the golf course and sunset views from the main living spaces. The 1,458 sqft layout includes walk-in closets, open entertaining areas, and resort-style amenities like a heated beachfront pool, fitness center, and sauna. Water, cable, Wi-Fi, and parking included.

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Home > Apartments in Longboat Key
Updated: June 27, 2026

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Learn more about renting in Longboat Key, FL

Local insights: What it's like to live in Longboat Key, FL

Life on Longboat Key, FL, is marked by a laid-back beach vibe that residents appreciate. Many locals enjoy the stunning scenery and easy access to beautiful beaches, remarking on the tranquility and ideal weather. Dining options are often highlighted, with a range of restaurants and cafes that cater to various tastes. However, some residents express concerns about the high cost of living and the limited nightlife options, which can make the area feel quieter than they prefer. Overall, the area is seen as a peaceful retreat, perfect for those seeking a relaxed lifestyle by the water.

How much is the average rent in Longboat Key, FL for 1-bedroom and 2-bedroom apartments?

Longboat Key's 2025 rental market shows one-bedroom apartments averaging around $3,500 per month, while two-bedroom units average around $8,400 monthly. Two-bedroom apartments make up the majority of available rentals at 62% of the market, compared to one-bedrooms which account for only 6% of monthly inventory.

When is the best time to look for an apartment in Longboat Key, FL?

July offers the lowest rental prices in Longboat Key, while December has the highest rent, creating a 26% price difference between peak and off-peak months. June and December show less competitive conditions with reduced overall demand, while April emerges as the most competitive month with higher demand relative to available inventory.

Are there pet-friendly apartments in Longboat-Key, FL?

Yes, there are pet-friendly apartments available in Longboat Key, with 8.08% of the listings being pet-friendly.

Are utilities usually included in rent in Longboat Key, FL?

Utilities are rarely included in Longboat Key rental properties, appearing in only 0.03% of total listings. Across bedroom types, utilities inclusion remains minimal, with two-bedroom apartments showing the highest rate at 0.03% of listings and other bedroom types showing even lower percentages.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Looking for apartments in Longboat Key, FL near you?

🔑Available apartment rentals79
💰Best rent deal3806 Gulf Of Mexico Dr #C212
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
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