Stock Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Stock Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Bungalow in Key West

4.93 out of 5 average rating, 102 reviews

Atlantis House's Banyan Suite-voted top 25 in USA

About this space Atlantis House with just two exclusive rooms, the Master suite and the Garden suite, is the most private and romantic guesthouse in Key West. Rated a 2021 Travelers’ Choice Award by Trip Advisor. Perfect for Honeymoons and Anniversaries. A "little jewel" tucked away inside a lush tropical garden just steps away from the beaches. NOTE: Superhost Shari is a new owner of this property. Past reviews do not transfer but are 5-STAR! This suite The Banyan Suite (previously called Garden Suite) is nestled in the corner of the lush backyard with a private French door entrance off the deck. This charming hideaway offers a large flat screen TV visible from the sofa and spacious king bed. Relax to island music on the Bose Mini Bluetooth speaker while you power up devices on provided chargers for countless photo op filled adventures that await! A corner bar table provides the perfect spot to enjoy a quick bite from the quaint kitchenette equipped with a mini-fridge, microwave oven, toaster, and coffeemaker, featuring famous Cuban coffee! Rejuvenate in the coveted in-room whirlpool bath with bubbles and soaking salts or cool off in the open shower with bench seating. The vanity is stocked with many toiletries and our white all-cotton bath robes allow for an extended spa experience. Please Note: The Banyan Suite is one of only two guest suites, separate from the Main Residence. The two suites have exclusive use of the lush backyard oasis with tropical trees, plenty of seating areas to enjoy the natural sounds of local wildlife or the pages of a good book. There is also a shared propane BBQ on the deck and an additional refrigerator with extra storage & ice located next to the complimentary cruiser bikes! The Banyan and Palm Suites each accommodate a maximum of 2 adults – Special accommodation for children may be included if the two guest suites are booked together. Guest access Guests have their own private entrance. Past reviews 5.0 out of 5 stars Cleanliness 5.0 Accuracy 5.0 Communication 5.0 Location 5.0 Check-in 5.0 Value 5.0

Mar 17 – 24

R14,082 ZAR per night
Guest favorite

Home in Key West

4.94 out of 5 average rating, 268 reviews

Romantic Retreat - 2 person K Suite, Pvt deck/Spa!

Romantic Retreat is an Historic, free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon UN/PW's). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.

Aug 4 – 11

R9,514 ZAR per night
Guest favorite

Apartment in Key West

4.98 out of 5 average rating, 441 reviews

Bella Vita: 1B/1B Condo for 2 Just Steps off Duval

1B/1B condo located in Old Town less than 1/2 block from Duval St. & a couple blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita accommodates 2 adults only and features a large porch with chairs & table, living room with leather sofa, galley kitchen with bar seating, king-size bed with Tempurpedic mattress, desk area, bathroom with large walk-in shower, wi-fi, sound machine, 2 Smart TVs, DVD players & BlueTooth stereo system with CD player & radio.

Jan 20 – 27

R6,436 ZAR per night

Popular amenities for Stock Island vacation rentals

Stay near Stock Island's top sights

Boyd's Key West Campground6 locals recommend
Hogfish Bar & Grill87 locals recommend
Lazy Dog Adventures11 locals recommend
Hurricane Hole28 locals recommend
Roostica39 locals recommend
Chico's Cantina10 locals recommend

Other great vacation rentals in Stock Island

Guest favorite

Boat in Key West

4.91 out of 5 average rating, 34 reviews

Sailboat in Luxury Marina

Jun 1 – 8

R4,888 ZAR per night
Guest favorite

Townhouse in Key West

4.92 out of 5 average rating, 13 reviews

Casa Coral

Jul 30 – Aug 6

R4,713 ZAR per night
Superhost

Boat in Key West

4.79 out of 5 average rating, 68 reviews

The Escape- Private 2 Bed Rm Boat Beautiful Marina

Apr 24 – May 1

R4,722 ZAR per night
Guest favorite

Boat in Key West

5.0 out of 5 average rating, 29 reviews

Living the Dream, Key West Style

Apr 18 – 25

R7,011 ZAR per night
Guest favorite

Home in Key West

4.97 out of 5 average rating, 39 reviews

Gone Coastal

Dec 3 – 10

R9,077 ZAR per night
Guest favorite

Condo in Key West

4.99 out of 5 average rating, 83 reviews

Hidden Beach Duplex, Best Place in Key West

Aug 2 – 9

R13,145 ZAR per night
Guest favorite

Condo in Key West

4.98 out of 5 average rating, 41 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Feb 22 – Mar 1

R19,570 ZAR per night
Guest favorite

Home in Key West

5.0 out of 5 average rating, 62 reviews

Clean and Relaxing! 3 King Suites! With everything

Jul 5 – 12

R14,876 ZAR per night
Guest favorite

Apartment in Stock Island

4.86 out of 5 average rating, 14 reviews

Peaceful 1 bedroom at Leo's

Jun 25 – Jul 2

R6,508 ZAR per night
Superhost

Boat in Key West

5.0 out of 5 average rating, 4 reviews

The SeaRay Experience

Apr 21 – 28

R8,577 ZAR per night
Superhost

Home in Key West

4.87 out of 5 average rating, 23 reviews

Key West Paradise

Oct 15 – 22

R13,038 ZAR per night
Guest favorite

Condo in Key West

4.96 out of 5 average rating, 80 reviews

Fully renovated 2/2 bath condo w/ shared pool!

Jun 11 – 18

R9,217 ZAR per night

Other great vacation rentals in Stock Island

Guest favorite

Home in Key West

5.0 out of 5 average rating, 13 reviews

Villa Paradiso: A unique mid-town paradise

May 11 – 18

R17,100 ZAR per night
Superhost

Condo in Key West

4.9 out of 5 average rating, 93 reviews

Tropical Escape at Sunrise

Aug 12 – 19

R6,474 ZAR per night
Guest favorite

Apartment in Key West

4.93 out of 5 average rating, 15 reviews

Oceanfront Condo in Key West

Jul 10 – 17

R13,193 ZAR per night
Guest favorite

Condo in Key West

4.99 out of 5 average rating, 76 reviews

*Come to my Deck for a time you won't Forget!

Sep 3 – 10

R5,908 ZAR per night
Superhost

Home in Upper Sugarloaf Key

4.86 out of 5 average rating, 43 reviews

Bungalows at Sugarloaf Beach - The Lighthouse

Aug 6 – 13

R16,887 ZAR per night
Superhost

Home in Key West

4.95 out of 5 average rating, 39 reviews

Southard Comfort ~ Feel The Key West Vibe

Sep 11 – 18

R12,734 ZAR per night
Superhost

Tiny home in Big Pine Key

4.8 out of 5 average rating, 88 reviews

Breezy pines 28 foot 5th wheel trailer .

Nov 20 – 27

R2,238 ZAR per night
Superhost

Houseboat in Stock Island

4.83 out of 5 average rating, 18 reviews

Great View in a private marina!!

Jul 18 – 25

R14,161 ZAR per night
Guest favorite

Condo in Key West

4.94 out of 5 average rating, 33 reviews

Condo de Paradise/Salt Water Pool/Boat Dock

Apr 2 – 9

R7,647 ZAR per night
Superhost

Guest suite in Key West

4.83 out of 5 average rating, 12 reviews

Conch Republic Studio - Key West Millionaires Row

Feb 2 – 9

R3,341 ZAR per night
Guest favorite

Boat in Key West

5.0 out of 5 average rating, 63 reviews

Cozy Houseboat “Wild One”

Jun 20 – 27

R4,943 ZAR per night
Guest favorite

Home in Key West

5.0 out of 5 average rating, 37 reviews

Gorgeous Romantic Private Villa, Steps from Duval!

Mar 6 – 13

R12,313 ZAR per night

Quick stats about vacation rentals in Stock Island

Total rentals

110 properties

Rentals with a pool

60 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

60 properties are a good fit for families

Total number of reviews

5.3K reviews

Nightly prices starting at

R1,327 ZAR before taxes and fees

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Stock Island?

    Yes! Work meets play with ease at over 40 vacation rentals in Stock Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Stock Island?

    Four-legged friends are welcome in Stock Island. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there Stock Island house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Stock Island, available on Airbnb. Make a splash and soak up the sun in style!

  • Do boat rentals in Stock Island have wifi?

    Absolutely! We offer over 30 boat rentals with wifi in Stock Island. Enjoy a tailored experience with all the comforts you desire.

  • Do boat rentals in Stock Island have air conditioning?

    Absolutely! We offer over 30 boat rentals with air conditioning in Stock Island. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in boat rentals in Stock Island?

    Experience the best of Stock Island with our boat rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly townhouse rentals in Stock Island?

    Stock Island has more than 10 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Stock Island have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Stock Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stock Island have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Stock Island. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Boat Rentals in Stock Island?

    Enhance your stay in our Boat Rentals with the most popular amenities: over 10 homes with a gym, over 30 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Stock Island