Holiday rentals with a kayak in Pensacola Bay

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Top-rated rentals with kayak in Pensacola Bay

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

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Guest favourite

Flat in Gulf Breeze

4.97 out of 5 average rating, 145 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, quiet neighborhood. Join us @ Fire pit that is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

5–12 Dec

₹11,721 per night

Guest favourite

Place to stay in Pensacola

4.9 out of 5 average rating, 188 reviews

Our House Yall's House

5 Miles from 2 I-10 ramps, 25 mins to NAS, 30 mins to 2 different beaches - Pens Bch & Perdido Key, 3 miles to equestrian, 4 miles from NFCU. We have a private entrance, walk-out basement. There are other bedrooms if necessary; however, those would be in our living space & more $$. We can accommodate up to 6 guests. During warmer months, pool and tiki are beautiful, another open patio and outside cooking - grill. Area inside has microwave, coffee pot, refrigerator, toaster oven, 52" t.v.

18–25 Nov

₹7,454 per night

Guest favourite

Guest suite in Pensacola

4.91 out of 5 average rating, 196 reviews

Waterfront Escape to Gulf Beach Getaway!

Gorgeous waterfront private guest suite with ensuite bedroom including an ultra comfortable king-sized bed. Walk out of your bedroom’s sliding door to a private deck steps away from our beach and pier where you can enjoy swimming, paddle boarding, kayaking or just enjoy the view! Relax in the courtyard around the natural gas fire pit. Book a massage with our massage therapist before your stay and enjoy your massage just steps away from your suite. Additional bed and bath available as well.

28 Aug – 4 Sep

₹20,242 per night

Guest favourite

Guest house in Milton

4.99 out of 5 average rating, 113 reviews

Charming Bayou Bungalow - walk to downtown Milton!

Enjoy visiting historic Milton while staying in our comfortable cottage, which is close to everything making it easy to plan your visit. Walk to downtown Milton for live music, festivals, breweries, restaurants. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop New Queen bed with comfy Serta mattress.

22–29 Apr

₹8,350 per night

Guest favourite

Apartment in Pensacola Beach

5.0 out of 5 average rating, 112 reviews

Stay at Sunshine Daydream on Pensacola Beach

Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

8–15 Sep

₹25,855 per night

Guest favourite

Apartment in Pensacola

4.96 out of 5 average rating, 148 reviews

Comfy Bayou Cottage - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further. The Bayou Cottage is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

12–19 Jan

₹10,802 per night

Guest favourite

Bungalow in Pensacola

4.96 out of 5 average rating, 117 reviews

May and June! Red Door Bungalow Downtown Sleeps 6!

Ready for Summer Vacation in Pensacola! Love the charm of an older home, but require the comforts of a modern one? Welcome to our cozy Red Door Bungalow! This quaint home is half a mile from the center of downtown Pensacola. Local restaurants, Blue Wahoos stadium, shopping, parks, and night life are around the corner. 10 mins from NAS. 15 min to the beach. Park and playground are located right across the street. This home is perfect for that quick getaway or mid-term stay! DM questions

19–26 May

₹11,734 per night

Guest favourite

Cottage in Pensacola

4.99 out of 5 average rating, 111 reviews

Perdido Coastal Cottage-4 min beach/golf-Pets Ok!

3B/2BA Perdido Coastal Cottage w/ fenced yard, across from Bayou Garcon and 1.6 miles from Gulf of Mexico! High Speed Wi-Fi. Enjoy close proximity to everything on your vacation checklist as this cottage sits within walking distance to Publix Supermarket, a public boat ramp access 1.1 miles away at Galvez Landing, and just a 3 min drive to 3 of the top golf courses in NW Florida! Watch the Navy's Blue Angels flight squadron practice down the beach from this lovely spot. Pet friendly

16–23 Nov

₹10,691 per night

Guest favourite

Townhouse in Pensacola

4.92 out of 5 average rating, 288 reviews

Townhome A w/hottub in downtown, mins to beach

Pet Friendly! Each side Sleeps up to 6 or rent both sides to accommodate 12 with advanced notice. Blocks from historic Downtown Pcola. Restaurant’s/activities/entertainment minutes away. Fenced in backyard, deck/Hottub/outdoor shower, bikes/grill/firepit. Several parks in walking distance including the Bayfront. $100 (per) pet fee paid directly to the host after checkin. 10 min drive to Pcola beach. 24ft boat/w Capt available for day inter coastal excursion, no fishing

30 Sep – 7 Oct

₹13,807 per night

Guest favourite

Guest suite in US

4.99 out of 5 average rating, 131 reviews

Waterfront Sunset King Suite

Serene, safe, & clean with an awesome view of Perdido Bay and the best sunset. Comfortable king comfy bed & private guest entrance . You'll have your own fridge (with a few goodies), a small freezer, microwave, coffee & coffee maker, hammock, outdoor seating, lounge chairs, sofas, and beach. Owners room is on the opposite side of the house, for your PRIVACY. We supply beach towels & beach chairs. Paddle boards & kayaks for your use-go find the DOLPHINS! SMOKE FREE!

28 Sep – 5 Oct

₹14,569 per night

Guest favourite

Townhouse in Gulf Breeze

4.95 out of 5 average rating, 111 reviews

Gulf Breeze Your own private resort on the bay!

Best sunset's in Pensacola area. A place where you can watch for dolphins, fish off the dock, pull your boat up, take the kayak out. lay under your own pergola with lounge chair's. Listen to the waves while lying in the hammock watch the pelicans crash land in the bay. grill on the deck . have a picnic. swim off the dock , lay in a raft. Fire Pit , corn hole game in garage,1400 square feet with accommodations for 6. 3 bd/ 2.5 bath 3 mile's to Pensacola beach .

12–19 Feb

₹13,487 per night

Guest favourite

Tiny home in Gulf Breeze

4.92 out of 5 average rating, 133 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see our Blue Angels flying back home.We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

16–23 Jul

₹19,716 per night